Nanoparticle surface-stabilization research
Sigma O1008 documents oleic acid in magnetic-nanoparticle coating/stabilization research. [5]
01
THE ESSENTIALS
Oleic Acid in 30 Seconds
Numbering from the carboxyl carbon places the double bond between C9 and C10. Z, or cis for this alkene, specifies the same-side higher-priority carbon chains. There is no stereocenter.
This page covers cis-9, or 9Z, oleic acid. Its free-acid identity is distinct from trans elaidic acid, oleate salts and ester-bound oleic residues in oils. [1] [3]
Safety at a glance — TCI O0180 identifies skin and eye irritation and light/air/heat sensitivity. Wako warns of atmospheric oxidation and supplies inactive-gas packaging; Sigma identifies combustible-liquid storage. Protect the exact product under its specified conditions, and do not substitute dietary or health-effect claims for chemical handling guidance. [4] [5] [6]
Condensed connectivity schematic; see the specified stereochemical identity below. [1]
02
GO A LITTLE DEEPER
Understanding Oleic Acid
THE SIMPLE EXPLANATION
The functional groups
Numbering from the carboxyl carbon places the double bond between C9 and C10. Z, or cis for this alkene, specifies the same-side higher-priority carbon chains. There is no stereocenter. [1]
A LITTLE DEEPER
What the structure changes
The cis alkene changes chain geometry and introduces oxidation-sensitive chemistry. Neutralization to oleate and esterification are separate transformations. Overall GC assay does not automatically quantify every trans, positional or oxidation impurity. [1] [12]
Technical detail Identity, dissociation & specification
The molecular identity specifies carbon count and double-bond geometry. A salt, ester, oil blend or oxidation product is separately identified. Overall assay, acid equivalents, isomer composition and package measurement basis remain separate specifications. [1] [2] [4] [5] [6]
Acid–base reference values describe equilibria under specified conditions. They are not a substitute for a validated formulation or an assay on the purchased lot.
03
MAKE THE CONNECTION
How Oleic Acid Compares
Similar names and functional groups do not mean interchangeable chemicals.
SIDE-BY-SIDE COMPARISON
Oleic Acid vs Linoleic Acid
C18 cis monounsaturated fatty acid
versusC18 cis,cis nonconjugated polyunsaturated fatty acid
Fixed comparison for this prototype. Acid selectors are disabled; additional comparisons are coming later.
| Property | Oleic Acid | Linoleic Acid |
|---|---|---|
| Molecular formula | C₁₈H₃₄O₂ [1] | C₁₈H₃₂O₂ [7] |
| Molecular weight | 282.5 g/mol [1] | 280.4 g/mol [7] |
| Carbon atoms | 18 [1] | 18 [7] |
| Carboxyl groups | 1 [1] | 1 [7] |
| Structure | HOOC–(CH₂)₇–CH=CH–(CH₂)₇–CH₃ · 9Z [1] | HOOC–(CH₂)₇–CH=CH–CH₂–CH=CH–(CH₂)₄–CH₃ · 9Z,12Z [7] |
| Chemical family | C18 cis monounsaturated fatty acid [1] | C18 cis,cis nonconjugated polyunsaturated fatty acid [7] |
| Identity focus | Specified cis free acid; isomer/composition limits separate [1] | Specified cis free acid; isomer/composition limits separate [7] |
| pKa context | 5.02 (aqueous solution, 25 °C; Riddick reference; ionic strength/method not established) [2] | 4.77 (water, 25 °C; IUPAC compilation; ionic strength/method not established) [11] |
Chemical identities are compared here; supplier grades, concentrations, and stereochemical specifications are separate purchasing attributes. pKa values retain their stated conditions; no quantitative solubility ranking is implied. The structure schematic does not encode stereochemistry.
When Might You Choose One Instead of the Other?
Choose 9Z oleic acid for the specified monoene identity or validated surface/cell research method; choose 9Z,12Z linoleic acid for the diene. Request isomer limits, oxidation/peroxide limits and exact-product storage instead of assuming identical stability from nominal assay. [1] [3] [7]
Specified starting material
Oleic Acid
Match HOOC–(CH₂)₇–CH=CH–(CH₂)₇–CH₃ · 9Z and the method’s required chemical form.
Linoleic Acid
Match HOOC–(CH₂)₇–CH=CH–CH₂–CH=CH–(CH₂)₄–CH₃ · 9Z,12Z; verify the identity before substituting a related acid.
Before choosing: match the reaction or formulation, then verify the exact form, grade, assay basis, and impurities. These contexts do not establish suitability for an industrial or regulated application.
04
FROM STRUCTURE TO APPLICATION
What Is Oleic Acid Used For?
Nanoparticle surface-stabilization research
Sigma O1008 documents oleic acid in magnetic-nanoparticle coating/stabilization research. This is a direct surface-reagent context; particle performance depends on the characterized coating and process. [5]
Cell-culture research
Sigma documents use to induce lipid-droplet formation in cell culture. The experimental free-acid preparation does not establish a therapeutic, dietary or clinical-product qualification. [5]
06
SOURCE WITH CONTEXT
Oleic Acid Suppliers
Compare specific products and package options. Listings are not ranked recommendations.
3 suppliers · 3 products · 7 package listingsLatest supplier check: October 3, 2026
Package sizes stay grouped under the supplier product. Assay methods, product forms, and regional markets remain visible. TCI supplies mL packages; Sigma and Wako supply g packages. GC, capillary GC and titration thresholds do not establish identical cis-isomer or oxidation specifications. No mass/volume price conversion is applied. Sigma −20 °C and TCI/Wako refrigeration instructions stay product-specific.
Scroll horizontally if needed. Supplier and package identity stay visible.
| Supplier | Product / Grade | Purity / Assay | Package Size | Public Price | Normalized Price | Documentation | Last Checked | Action |
|---|---|---|---|---|---|---|---|---|
| TCI AmericaOleic Acid | Named grade not statedO0180 · 5 mLCis-9 identity; refrigerated 0–10 °C, inert gas, protect from light/air/heat. | GC: minimum 99.0% Neutralization titration: minimum 99.0% | 5 mL | $48.00USD · US public price | Not comparedGrades, assay bases, or forms differ | Document notes: TCI America
| View Product: TCI America, O0180 · 5 mL (opens new tab) | |
| Named grade not statedO0180 · 25 mLCis-9 identity; refrigerated 0–10 °C, inert gas, protect from light/air/heat. | GC: minimum 99.0% Neutralization titration: minimum 99.0% | 25 mL | $174.00USD · US public price | Not comparedGrades, assay bases, or forms differ | View Product: TCI America, O0180 · 25 mL (opens new tab) | |||
| Sigma-AldrichOleic Acid | Named grade not statedO1008-1G9Z/cis identity; storage −20 °C, ambient shipment. No quantitative cis-isomer purity or peroxide limit inferred. | Minimum 99% (GC) | 1 g | $36.90USD · US public list price | Not comparedGrades, assay bases, or forms differ | Document notes: Sigma-Aldrich
| View Product: Sigma-Aldrich, O1008-1G (opens new tab) | |
| Named grade not statedO1008-5G9Z/cis identity; storage −20 °C, ambient shipment. No quantitative cis-isomer purity or peroxide limit inferred. | Minimum 99% (GC) | 5 g | $103.00USD · US public list price | Not comparedGrades, assay bases, or forms differ | View Product: Sigma-Aldrich, O1008-5G (opens new tab) | |||
| Named grade not statedO1008-25G9Z/cis identity; storage −20 °C, ambient shipment. No quantitative cis-isomer purity or peroxide limit inferred. | Minimum 99% (GC) | 25 g | $331.00USD · US public list price | Not comparedGrades, assay bases, or forms differ | View Product: Sigma-Aldrich, O1008-25G (opens new tab) | |||
| FUJIFILM WakoOleic Acid | For Biochemistry155-03401Research / further manufacturing; Japan stock does not confirm US availability. Cis monoene; inactive-gas packaging, 2–10 °C storage. Density range is reference data, not a basis for normalized mass/volume pricing. | 98.0+% (Capillary GC) | 1 g | $47.00USD · US catalog list price | Not comparedGrades, assay bases, or forms differ | Document notes: FUJIFILM Wako
| View Product: FUJIFILM Wako, 155-03401 (opens new tab) | |
| For Biochemistry151-03403Research / further manufacturing; Japan stock does not confirm US availability. Cis monoene; inactive-gas packaging, 2–10 °C storage. Density range is reference data, not a basis for normalized mass/volume pricing. | 98.0+% (Capillary GC) | 10 g | $233.00USD · US catalog list price | Not comparedGrades, assay bases, or forms differ | View Product: FUJIFILM Wako, 151-03403 (opens new tab) |
TCI America
Oleic Acid
Neutralization titration: minimum 99.0%
Named grade not stated
Cis-9 identity; refrigerated 0–10 °C, inert gas, protect from light/air/heat.
5 mL
O0180 · 5 mL- Public price
- $48.00USD · US public price
- Normalized price
- Not comparedGrades, assay bases, or forms differ
25 mL
O0180 · 25 mL- Public price
- $174.00USD · US public price
- Normalized price
- Not comparedGrades, assay bases, or forms differ
Documentation
Document notes: TCI America
- A product-specific certificate retrieval option was visible; no lot certificate was reviewed. Open the product page and use its certificate section.
- A current regional SDS was not verified in this pass.
- Origin-document availability was not verified. Country of origin is unverified and is not inferred.
Last checked:
Sigma-Aldrich
Oleic Acid
Named grade not stated
9Z/cis identity; storage −20 °C, ambient shipment. No quantitative cis-isomer purity or peroxide limit inferred.
1 g
O1008-1G- Public price
- $36.90USD · US public list price
- Normalized price
- Not comparedGrades, assay bases, or forms differ
5 g
O1008-5G- Public price
- $103.00USD · US public list price
- Normalized price
- Not comparedGrades, assay bases, or forms differ
25 g
O1008-25G- Public price
- $331.00USD · US public list price
- Normalized price
- Not comparedGrades, assay bases, or forms differ
Documentation
Document notes: Sigma-Aldrich
- A product-specific certificate retrieval option was visible; no lot certificate was reviewed. Open the product page and use its certificate section.
- A current regional SDS was not verified in this pass.
- Origin-document availability was not verified. Country of origin is unverified and is not inferred.
Last checked:
FUJIFILM Wako
Oleic Acid
For Biochemistry
Research / further manufacturing; Japan stock does not confirm US availability. Cis monoene; inactive-gas packaging, 2–10 °C storage. Density range is reference data, not a basis for normalized mass/volume pricing.
1 g
155-03401- Public price
- $47.00USD · US catalog list price
- Normalized price
- Not comparedGrades, assay bases, or forms differ
10 g
151-03403- Public price
- $233.00USD · US catalog list price
- Normalized price
- Not comparedGrades, assay bases, or forms differ
Documentation
Document notes: FUJIFILM Wako
- A product-specific certificate retrieval option was visible; no lot certificate was reviewed. Open the product page and use its certificate section.
- A current regional SDS was not verified in this pass.
- Origin-document availability was not verified. Country of origin is unverified and is not inferred.
Last checked:
Documentation evidence
COA = Certificate of Analysis · SDS = Safety Data Sheet · COO = Certificate of Origin.
Lookup means a retrieval option was visible, not that a lot certificate was reviewed. Check supplier means availability or the applicable document was not verified.
Prices may vary by quantity, account, contract, geography, and availability. These products have different grades, assay bases, or forms; no normalized comparison is shown. Foreign-market prices are reference listings only. No currency conversion, mass-to-volume conversion, or ranking is applied. Confirm equivalent specifications and a current quote before comparison. [4] [5] [6]
Verification limits & placement policy
pKa: CONDITION-DEPENDENT. Attributed Riddick gives 5.02 in aqueous solution at 25 °C; ionic strength/method not established. Do not treat this as the apparent pKa of every interface or emulsion. Melting point: CONFLICT UNRESOLVED. 13–14 °C product references and 16.3 °C CRC reference differ; material/polymorph/method cause not established. Each remains attributed. Boiling / decomposition: CONDITION-DEPENDENT. Reduced-pressure values retain pressures. Attributed 360 °C at 1 atm explicitly involves decomposition; no ordinary atmospheric boiling constant. Identity contamination: CONFLICT RESOLVED. An HSDB density/boiling description marked ethyl ester belongs to ethyl oleate and is excluded from free-acid fields. Assay / package: CONDITION-DEPENDENT. Chemical assay, 9Z identity, quantitative isomer purity, oxidation limits and mass/volume packaging are separate attributes.
Only the displayed identity, specification, packages, public prices and stated documentation evidence were reviewed. Current stock, lead times, shipping eligibility, contract pricing, lot certificates, and regulatory suitability are unverified.
There are no paid placements. Future paid listings will show “Sponsored” in both views; payment will not determine chemistry interpretation or imply a ranking.
07
PLAN A LARGER ORDER
Need Oleic Acid in Bulk?
Turn your requirements into a clear supplier brief.
Bulk RFQ feature — coming soon. Prototype form: submissions are not currently sent to suppliers. Use sample details to prepare an on-screen brief.
Prepare a bulk request Prototype form
08
A BUYER’S CHECKLIST
Before You Buy Oleic Acid
Selections remain only while this page is open.
09
FOR YOUR REFERENCE
Oleic Acid Technical Reference
Identity, product reference properties, and handling context.
Identification Names, formula & identifiers
- Principal CAS
- 112-80-1
- Identity focus
- Specified cis free acid; isomer/composition limits separate
- Formula
- C₁₈H₃₄O₂
- Molecular weight
- 282.5 g/mol
- IUPAC name
- (Z)-octadec-9-enoic acid
- Connectivity SMILES
- CCCCCCCCC=CCCCCCCCC(=O)O
- Identity SMILES
- CCCCCCCC/C=C\CCCCCCCC(=O)O
- InChI
- InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
- PubChem CID
- 445639
Connectivity SMILES describes connectivity; it is not an independent stereochemical assignment. CAS and product-form distinctions are supported by the supplier listings. [1] [4] [5] [6]
Physical Properties Product references & conditions
Liquid at 20 °C in TCI’s listing. Melting references depend on material and method; colder storage can change physical state. [13] [4] [5]
- Melting references
- Sigma O1008: 13–14 °C literature; TCI: 13 °C reference. An attributed CRC entry gives 16.3 °C. [5]
- Reduced-pressure boiling references
- TCI: 285 °C at 100 mmHg; Sigma: 194–195 °C at 1.2 mmHg [4]
- Liquid density reference
- Sigma O1008: 0.89 g/mL at 25 °C; Wako reference range 0.886–0.896 g/mL at 20 °C [5]
- Water-solubility context
- TCI and Sigma: practically insoluble; no zero-solubility or matched saturation limit implied [4]
Hydrate, concentration, stereoisomer, and temperature can change the relevant specification. Product reference data are not a reviewed lot certificate.
Acid/Base Properties Verified values & missing data
Reference pKa: 5.02 (aqueous solution, 25 °C; Riddick reference; ionic strength/method not established). [2]
pKa: CONDITION-DEPENDENT. Attributed Riddick gives 5.02 in aqueous solution at 25 °C; ionic strength/method not established. Do not treat this as the apparent pKa of every interface or emulsion. Melting point: CONFLICT UNRESOLVED. 13–14 °C product references and 16.3 °C CRC reference differ; material/polymorph/method cause not established. Each remains attributed. Boiling / decomposition: CONDITION-DEPENDENT. Reduced-pressure values retain pressures. Attributed 360 °C at 1 atm explicitly involves decomposition; no ordinary atmospheric boiling constant. Identity contamination: CONFLICT RESOLVED. An HSDB density/boiling description marked ethyl ester belongs to ethyl oleate and is excluded from free-acid fields. Assay / package: CONDITION-DEPENDENT. Chemical assay, 9Z identity, quantitative isomer purity, oxidation limits and mass/volume packaging are separate attributes.
Temperature, ionic strength, and the use of activities versus concentrations matter in quantitative work. These reference values are not buffer recipes.
Safety at a Glance Product-specific hazards
TCI O0180 identifies skin and eye irritation and light/air/heat sensitivity. Wako warns of atmospheric oxidation and supplies inactive-gas packaging; Sigma identifies combustible-liquid storage. Protect the exact product under its specified conditions, and do not substitute dietary or health-effect claims for chemical handling guidance. [4] [5] [6]
Hazard classifications can vary by concentration, product, supplier and jurisdiction. Review the SDS for the exact product before handling. This summary does not replace the SDS.
Supplier safety information and SDS retrieval (opens new tab)
A product-page safety classification is not verification of every regional SDS. Confirm product code, chemical form and current local document.
Review supplier documentation10
COMMON QUESTIONS
Oleic Acid FAQ
What distinguishes Oleic Acid?
Numbering from the carboxyl carbon places the double bond between C9 and C10. Z, or cis for this alkene, specifies the same-side higher-priority carbon chains. There is no stereocenter. [1]
How does it differ from Linoleic Acid?
Linoleic acid has two cis bonds at 9 and 12; oleic acid has one at 9. Both have 18 carbons and one COOH, but differ by two hydrogens and a second unsaturation. This distinction changes oxidation context; actual stability still depends on composition and handling. [7]
What must a buyer specify?
TCI supplies mL packages; Sigma and Wako supply g packages. GC, capillary GC and titration thresholds do not establish identical cis-isomer or oxidation specifications. No mass/volume price conversion is applied. Sigma −20 °C and TCI/Wako refrigeration instructions stay product-specific. [4]
Are the listed products directly price-comparable?
No. The table retains differing grades, assay bases, forms, and markets. No normalized ranking or currency conversion is applied. [5]
What reference data still need checking?
pKa: CONDITION-DEPENDENT. Attributed Riddick gives 5.02 in aqueous solution at 25 °C; ionic strength/method not established. Do not treat this as the apparent pKa of every interface or emulsion. Melting point: CONFLICT UNRESOLVED. 13–14 °C product references and 16.3 °C CRC reference differ; material/polymorph/method cause not established. Each remains attributed. Boiling / decomposition: CONDITION-DEPENDENT. Reduced-pressure values retain pressures. Attributed 360 °C at 1 atm explicitly involves decomposition; no ordinary atmospheric boiling constant. Identity contamination: CONFLICT RESOLVED. An HSDB density/boiling description marked ethyl ester belongs to ethyl oleate and is excluded from free-acid fields. Assay / package: CONDITION-DEPENDENT. Chemical assay, 9Z identity, quantitative isomer purity, oxidation limits and mass/volume packaging are separate attributes.
Can I request a bulk quote here?
The RFQ is a prototype that prepares an on-screen brief. Nothing is sent to suppliers. Confirm actual bulk terms directly with the supplier.
11
TRACE THE INFORMATION
Sources & Editorial Notes
Identity and compiled reference values are separated from supplier-specific specifications. Structural comparisons and buyer guidance are editorial interpretation. Sources were checked October 3, 2026; supplier information can change.
- PubChem · chemical identity (opens new tab)
Neutral molecular identity verified independently through PUG REST; CAS also checked on all selected supplier products.
- PubChem / HSDB · dissociation references (opens new tab)
The cited reference and available conditions are retained; unspecified measurement conditions are not inferred.
- PubChem / HSDB · application references (opens new tab)
Attributed application records reviewed claim by claim. Free acid, intermediate, derivative and biological context are distinguished.
- TCI America · commercial product (opens new tab)
Direct product checked October 3, 2026. Identity, listed assay methods, packages, market, prices and documentation interfaces inspected. Lot certificates and stock are not verified.
- Sigma-Aldrich · commercial product (opens new tab)
Direct product checked October 3, 2026. Identity, listed assay methods, packages, market, prices and documentation interfaces inspected. Lot certificates and stock are not verified.
- FUJIFILM Wako · commercial product (opens new tab)
Direct product checked October 3, 2026. Identity, listed assay methods, packages, market, prices and documentation interfaces inspected. Lot certificates and stock are not verified.
- Linoleic Acid · identity (opens new tab)
Primary structural comparison. Practical interpretation does not establish suitability.
- Stearic Acid · identity (opens new tab)
Related identity and structural relationship.
- Palmitic Acid · identity (opens new tab)
Related identity and structural relationship.
- Myristic Acid · identity (opens new tab)
Related identity and structural relationship.
- Linoleic Acid · dissociation references (opens new tab)
Only independently reviewed values are promoted into the comparison; no condition-free acidity ranking.
- OpenStax · Carboxylic-acid structure and properties (opens new tab)
General carboxylate resonance, acidity and structural interpretation; not authority for this acid’s quantitative constants.
- PubChem / HSDB · attributed physical references (opens new tab)
Attributed conditions reviewed; derivative contamination and unresolved discrepancies excluded from unqualified constants.
Review limits
pKa: CONDITION-DEPENDENT. Attributed Riddick gives 5.02 in aqueous solution at 25 °C; ionic strength/method not established. Do not treat this as the apparent pKa of every interface or emulsion. Melting point: CONFLICT UNRESOLVED. 13–14 °C product references and 16.3 °C CRC reference differ; material/polymorph/method cause not established. Each remains attributed. Boiling / decomposition: CONDITION-DEPENDENT. Reduced-pressure values retain pressures. Attributed 360 °C at 1 atm explicitly involves decomposition; no ordinary atmospheric boiling constant. Identity contamination: CONFLICT RESOLVED. An HSDB density/boiling description marked ethyl ester belongs to ethyl oleate and is excluded from free-acid fields. Assay / package: CONDITION-DEPENDENT. Chemical assay, 9Z identity, quantitative isomer purity, oxidation limits and mass/volume packaging are separate attributes.
This informational prototype is not a supplier, quotation service, or endorsement of a product’s fitness for an application. Buyers should verify the applicable specification, certification, and regulatory requirements for their intended use.