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3-Hydroxybenzoic acid

3-Hydroxybenzoic acid structure

CAS No:
99-06-9
Formula:
C7H6O3
Chemical Name:
3-Hydroxybenzoic acid
Synonyms:
kyselina3-hydroxybenzoova;meta-Hydroxybenzoic acid;m-Hba;m-hydroxy-benzoicaci;m-Salicylic acid;m-salicylicacid;m-Hydroxybenzoic Acid 3-Hydroxybenzoic Acid;m-HydroxybenzoicacidM-HydroxybenzoicAcid
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

white to light yellow crystal powder

Solid

3-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid substituted by a hydroxy group at position 3. It has been isolated from Taxus baccata. It is used as an intermediate in the synthesis of plasticisers, resins, pharmaceuticals, etc. It has a role as a bacterial metabolite and a plant metabolite. It derives from a benzoic acid. It is a conjugate acid of a 3-hydroxybenzoate.

White to light yellow crystal powder. 3-Hydroxybenzoic acid does not undergo decarboxylation at elevated temperature and is stable up to 300℃. This is in contrast to 2- and 4-hydroxybenzoic acids. Electrophilic substitution (e.g., nitration, halogenation, sulfonation) occurs ortho or para to the hydroxyl group. Thus, nitration with 62 % aqueous nitric acid gives 2-nitro-3-hydroxybenzoic acid as the main product, along with 4-nitro- and 6-nitro-3-hydroxybenzoic acids.

Crystallise the hydroxyacid from absolute EtOH. [Beilstein 10 IV 315.]

3-Hydroxybenzoic acid Basic Attributes

Molecular Weight：

138.12

Exact Mass：

138.12

BRN：

508160

EC Number：

202-726-5

UNII：

2ZFW40OJ7U

NSC Number：

55746

TSCA：

TSCA listed

DSSTox ID：

DTXSID6021610

Color/Form：

White to off-white

HScode：

29182990

Characteristics

PSA：

57.53000

XLogP3：

1.50

Appearance：

Solid

Density：

1.4850

Melting Point：

200-203 °C (lit.)

Boiling Point：

213.5°C (rough estimate)

Flash Point：

177.3±19.7 °C

Refractive Index：

1.4600 (estimate)

Water Solubility：

slightly soluble

Storage Conditions：

Store in a cool, dry place. Keep container closed when not in use.

PH：

3 (H2O)Aqueous solution

PKA：

4.06(at 19℃)

Critical Temperature & Pressure：

Store below +30°C.

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

Xn,Xi

safety instructions：

26-36-37/39

RTECS Number：

DH1924980

Marks：

Xi:Irritant;

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

22-36/37/38

GHS Classification：

|Warning|H302 (94%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 50 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

3-hydroxybenzoic acid

3-Hydroxybenzoic acid Use and Manufacturing

Uses

Intermediate for plasticizers, resins, light stabiliziers, petroleum additives, pharmaceuticals. m- Hydroxybenzoic acid is reported as an intermediate in the manufacture of germicides, preservatives, pharmaceuticals, and plasticizer.

Manufacturing Info：

Benzoic acid, 3-hydroxy-: ACTIVE

Use Classification：

Food additives -> Flavoring Agents

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:138.12
XLogP3:1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:138.031694049
Monoisotopic Mass:138.031694049
Topological Polar Surface Area:57.5
Heavy Atom Count:10
Complexity:133
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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