BROWSE BY STRUCTURE

Aromatic Carboxylic Acids

Structures, Properties, Uses, Comparisons & Suppliers

What Connects This Family?

This hub groups carboxylic acids whose molecules contain an aromatic ring. Benzoic and salicylic have a carboxyl attached directly to the ring; mandelic carries its carboxyl on a hydroxyl-bearing side chain. That structural difference matters.

Substituent identity and position can change acidity and reactivity. Solubility also depends on the full molecule, chemical form and measurement conditions. Salicylic and mandelic belong to both the aromatic and hydroxy groups; the extra hydroxyl is phenolic in one and alcoholic in the other.

Sources: OpenStax · Substituent effects on acidity (opens new tab)

Membership and structural distinctions are grounded in the linked identity records in the comparison below. The categories overlap intentionally.

Compare the Current Examples

Identity, carboxyl count, pKa context and structural distinctions
Acid / formulaCarbons / COOHProfile formpKa referenceStructural distinction / specification
3-Hydroxybenzoic AcidC₇H₆O₃ · CAS 99-06-97 carbons
1 COOH
Neutral free acid; water and derivatives specified separatelySee compound referenceNo number repeated here.COOH defines ring position 1 and OH occupies position 3. There is one carboxyl group, not two; the phenolic proton is a separate acid-base site. The neutral structure is achiral.TCI reports HPLC area% and neutralization titration separately; Sigma’s 99% method is unstated; Thermo’s 99% headline has a minimum 98.5% HPLC specification. None is a verified pharma or cosmetic ingredient grade. Positional identity is independent of total acid assay.Identity source (opens new tab) · Technical reference
4-Hydroxybenzoic AcidC₇H₆O₃ · CAS 99-96-77 carbons
1 COOH
Neutral free acid; water and derivatives specified separatelySee compound referenceNo number repeated here.OH and COOH occupy opposite ring positions, 1 and 4. The phenolic hydroxyl does not make this a dicarboxylic acid, and the molecule has no stereocenter.The Wako 100 mg qNMR/HPLC standard is not equivalent to TCI or Sigma bulk reagents. Food analysis is not food-ingredient grade. Keep positional identity, assay method and ester identity distinct.Identity source (opens new tab) · Technical reference
Benzoic AcidC₇H₆O₂ · CAS 65-85-07 carbons
1 COOH
SolidSee compound referenceNo number repeated here.A carboxyl group attached directly to a benzene ring.Distinguish the free acid from benzoate salts and a certified reference standard.Identity source (opens new tab) · Technical reference
Cinnamic AcidC₉H₈O₂ · CAS 140-10-39 carbons
1 COOH
E (trans) free acidSee compound referenceNo number repeated here.A CH=CH unit connects the phenyl ring to COOH. E describes the opposite-side arrangement of the higher-priority substituents across that double bond. This structure has no phenolic hydroxyl group.All three products state trans identity, but their 97%, 98% and 99.5% assays have different stated or unstated methods. A trans name is not a measured isomer-purity percentage. Separate MALDI, food and reference-standard products do not transfer their grades to these listings.Identity source (opens new tab) · Technical reference
Gallic AcidC₇H₆O₅ · CAS 149-91-77 carbons
1 COOH
Neutral free acid; water and derivatives specified separatelySee compound referenceNo number repeated here.OH groups occupy ring positions 3, 4 and 5. The neutral free acid is achiral; its formula excludes any crystal water. Three phenolic OH groups do not mean three COOH groups.TCI G0011 now labels the free acid and treats moisture as impurity, with up to 10% drying loss and titration after drying. Sigma titration spans 97.5–102.5%. Santa Cruz’s SAMPLE UHPLC result is not a current lot certificate. Fixed monohydrate CAS 5995-86-8 / 188.13 g/mol is excluded from this price table.Identity source (opens new tab) · Technical reference
Isophthalic AcidC₈H₆O₄ · CAS 121-91-58 carbons
2 COOH
Free acidSee compound referenceNo number repeated here.One ring carbon lies between the two COOH-bearing carbons along the shorter ring path. This positional arrangement differs from both neighboring ortho groups and opposite para groups; the neutral identity is achiral.Wako’s 95% capillary-GC 1st Grade is not equivalent to the 99% TCI or Sigma products. Neutralization titration does not itself prove positional identity. A clear solution in NaOH is not the solubility of neutral acid in water.Identity source (opens new tab) · Technical reference
Mandelic AcidC₈H₈O₃ · CAS 90-64-28 carbons
1 COOH
Solid · DL identitySee compound referenceNo number repeated here.A phenyl-bearing alpha-hydroxy acid; this profile uses DL identity.Specify DL, R, or S form and optical-purity requirements separately from chemical assay.Identity source (opens new tab) · Technical reference
Phenylacetic AcidC₈H₈O₂ · CAS 103-82-28 carbons
1 COOH
Free acidSee compound referenceNo number repeated here.The benzene ring makes this an aromatic-containing acid, but the carboxyl carbon is not attached directly to the ring. Its CH₂ side chain has no stereocenter.Merck specifies HPLC area% ≥99; Cayman specifies ≥98 with no method; Thermo specifies NaOH titration 98–102%. Milligram standard packages are not mass-normalized against bulk synthesis packages. The Thermo listing is Taiwan-facing with no verified price. US DEA identifies phenylacetic acid, its salts and esters as List I chemicals.Identity source (opens new tab) · Technical reference
Phthalic AcidC₈H₆O₄ · CAS 88-99-38 carbons
2 COOH
Free acidSee compound referenceNo number repeated here.Two neighboring ring carbons carry COOH groups. Their adjacent arrangement is positional isomerism, not a cis/trans alkene designation. The neutral acid is achiral.TCI uses GC and titration, Wako uses capillary GC and Sigma’s ACS reagent assay method is unstated. Positional identity, water and anhydride impurity need their own controls. ACS or JP test-reagent terminology does not establish pharmaceutical-ingredient suitability.Identity source (opens new tab) · Technical reference
Salicylic AcidC₇H₆O₃ · CAS 69-72-77 carbons
1 COOH
Solid2.98 (carboxyl, 20 °C)Reference & conditions (opens new tab)An aromatic acid with a neighboring phenolic hydroxyl.Require the appropriate impurity profile and formulation specification; distinguish titration from HPLC assay.Identity source (opens new tab) · Technical reference
Terephthalic AcidC₈H₆O₄ · CAS 100-21-08 carbons
2 COOH
Neutral free acid; water and derivatives specified separatelySee compound referenceNo number repeated here.The 1,4, or para, arrangement is a molecular-connectivity identity. It is distinct from 1,2 phthalic acid and 1,3 isophthalic acid despite sharing their formula and molecular weight.Laboratory GC, titration and method-unspecified products are not automatically purified terephthalic acid qualified for an industrial polymer line. Wako 95% capillary GC differs from the 98–99% entries. Confirm para identity and process-specific impurities.Identity source (opens new tab) · Technical reference

3-Hydroxybenzoic Acid

Formula
C₇H₆O₃
CAS
99-06-9
Carbon atoms
7
COOH groups
1
Profile form
Neutral free acid; water and derivatives specified separately
pKa and conditions
See compound referenceNo number repeated here.

COOH defines ring position 1 and OH occupies position 3. There is one carboxyl group, not two; the phenolic proton is a separate acid-base site. The neutral structure is achiral.

TCI reports HPLC area% and neutralization titration separately; Sigma’s 99% method is unstated; Thermo’s 99% headline has a minimum 98.5% HPLC specification. None is a verified pharma or cosmetic ingredient grade. Positional identity is independent of total acid assay.

Identity source (opens new tab) · Technical reference

4-Hydroxybenzoic Acid

Formula
C₇H₆O₃
CAS
99-96-7
Carbon atoms
7
COOH groups
1
Profile form
Neutral free acid; water and derivatives specified separately
pKa and conditions
See compound referenceNo number repeated here.

OH and COOH occupy opposite ring positions, 1 and 4. The phenolic hydroxyl does not make this a dicarboxylic acid, and the molecule has no stereocenter.

The Wako 100 mg qNMR/HPLC standard is not equivalent to TCI or Sigma bulk reagents. Food analysis is not food-ingredient grade. Keep positional identity, assay method and ester identity distinct.

Identity source (opens new tab) · Technical reference

Cinnamic Acid

Formula
C₉H₈O₂
CAS
140-10-3
Carbon atoms
9
COOH groups
1
Profile form
E (trans) free acid
pKa and conditions
See compound referenceNo number repeated here.

A CH=CH unit connects the phenyl ring to COOH. E describes the opposite-side arrangement of the higher-priority substituents across that double bond. This structure has no phenolic hydroxyl group.

All three products state trans identity, but their 97%, 98% and 99.5% assays have different stated or unstated methods. A trans name is not a measured isomer-purity percentage. Separate MALDI, food and reference-standard products do not transfer their grades to these listings.

Identity source (opens new tab) · Technical reference

Gallic Acid

Formula
C₇H₆O₅
CAS
149-91-7
Carbon atoms
7
COOH groups
1
Profile form
Neutral free acid; water and derivatives specified separately
pKa and conditions
See compound referenceNo number repeated here.

OH groups occupy ring positions 3, 4 and 5. The neutral free acid is achiral; its formula excludes any crystal water. Three phenolic OH groups do not mean three COOH groups.

TCI G0011 now labels the free acid and treats moisture as impurity, with up to 10% drying loss and titration after drying. Sigma titration spans 97.5–102.5%. Santa Cruz’s SAMPLE UHPLC result is not a current lot certificate. Fixed monohydrate CAS 5995-86-8 / 188.13 g/mol is excluded from this price table.

Identity source (opens new tab) · Technical reference

Isophthalic Acid

Formula
C₈H₆O₄
CAS
121-91-5
Carbon atoms
8
COOH groups
2
Profile form
Free acid
pKa and conditions
See compound referenceNo number repeated here.

One ring carbon lies between the two COOH-bearing carbons along the shorter ring path. This positional arrangement differs from both neighboring ortho groups and opposite para groups; the neutral identity is achiral.

Wako’s 95% capillary-GC 1st Grade is not equivalent to the 99% TCI or Sigma products. Neutralization titration does not itself prove positional identity. A clear solution in NaOH is not the solubility of neutral acid in water.

Identity source (opens new tab) · Technical reference

Phenylacetic Acid

Formula
C₈H₈O₂
CAS
103-82-2
Carbon atoms
8
COOH groups
1
Profile form
Free acid
pKa and conditions
See compound referenceNo number repeated here.

The benzene ring makes this an aromatic-containing acid, but the carboxyl carbon is not attached directly to the ring. Its CH₂ side chain has no stereocenter.

Merck specifies HPLC area% ≥99; Cayman specifies ≥98 with no method; Thermo specifies NaOH titration 98–102%. Milligram standard packages are not mass-normalized against bulk synthesis packages. The Thermo listing is Taiwan-facing with no verified price. US DEA identifies phenylacetic acid, its salts and esters as List I chemicals.

Identity source (opens new tab) · Technical reference

Phthalic Acid

Formula
C₈H₆O₄
CAS
88-99-3
Carbon atoms
8
COOH groups
2
Profile form
Free acid
pKa and conditions
See compound referenceNo number repeated here.

Two neighboring ring carbons carry COOH groups. Their adjacent arrangement is positional isomerism, not a cis/trans alkene designation. The neutral acid is achiral.

TCI uses GC and titration, Wako uses capillary GC and Sigma’s ACS reagent assay method is unstated. Positional identity, water and anhydride impurity need their own controls. ACS or JP test-reagent terminology does not establish pharmaceutical-ingredient suitability.

Identity source (opens new tab) · Technical reference

Terephthalic Acid

Formula
C₈H₆O₄
CAS
100-21-0
Carbon atoms
8
COOH groups
2
Profile form
Neutral free acid; water and derivatives specified separately
pKa and conditions
See compound referenceNo number repeated here.

The 1,4, or para, arrangement is a molecular-connectivity identity. It is distinct from 1,2 phthalic acid and 1,3 isophthalic acid despite sharing their formula and molecular weight.

Laboratory GC, titration and method-unspecified products are not automatically purified terephthalic acid qualified for an industrial polymer line. Wako 95% capillary GC differs from the 98–99% entries. Confirm para identity and process-specific impurities.

Identity source (opens new tab) · Technical reference

Numerical pKa values are repeated here only for the six independently reviewed profiles, with their reference conditions. Other values remain in the individual technical references. Compare matched identities and conditions; no acidity ratio or solubility ranking is inferred.

Useful Comparisons

Choose another pair →

Buying & Sourcing Aromatic Carboxylic Acids

Match the exact acid and impurity specification. Titration assay and HPLC area purity are different measurements. A listed laboratory grade does not establish cosmetic, pharmaceutical or other regulated-use suitability; review the exact product’s documentation and hazard classification.