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242381

Sigma-Aldrich

Benzoic acid

ACS reagent, ≥99.5%

Synonym(s):
Benzenecarboxylic acid, Carboxybenzene
Linear Formula:
C6H5COOH
CAS Number:
Molecular Weight:
122.12
Beilstein:
636131
EC Number:
MDL number:
eCl@ss:
39023903
PubChem Substance ID:

grade

ACS reagent

Quality Level

vapor density

4.21 (vs air)

vapor pressure

10 mmHg ( 132 °C)

Assay

≥99.5%

form

crystalline

autoignition temp.

1061 °F

packaging

poly bottle of 25, 100, 500 g
poly drum of 3 kg

impurities

MnO4- reducers, passes test
≤0.002% S compounds
≤0.005% CH3OH insol.

ign. residue

≤0.005%

bp

249 °C (lit.)

mp

121-125 °C (lit.)

solubility

water: soluble (2.9 g/l at 25 °C)

anion traces

chloride (Cl-): ≤0.005%

cation traces

heavy metals (as Pb): ≤5 ppm

SMILES string

OC(=O)c1ccccc1

InChI

1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)

InChI key

WPYMKLBDIGXBTP-UHFFFAOYSA-N

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This Item
3304718102427608
Benzoic acid ACS reagent, ≥99.5%

Sigma-Aldrich

242381

Benzoic acid

Benzoic acid puriss. p.a., ACS reagent, reag. Ph. Eur., ≥99.9% (alkalimetric)

Sigma-Aldrich

33047

Benzoic acid

Benzoic acid meets analytical specification of Ph. Eur., BP, USP, FCC, E210, 99.5-100.5% (alkalimetric)

Sigma-Aldrich

18102

Benzoic acid

Benzoic acid purified by sublimation, ≥99%

Sigma-Aldrich

427608

Benzoic acid

form

crystalline

form

crystalline

form

crystalline

form

crystalline

bp

249 °C (lit.)

bp

249 °C (lit.)

bp

249 °C (lit.)

bp

249 °C (lit.)

mp

121-125 °C (lit.)

mp

121-125 °C (lit.)

mp

121-125 °C (lit.)

mp

121-125 °C (lit.)

solubility

water: soluble (2.9 g/l at 25 °C)

solubility

water: soluble (2.9 g/l at 25 °C)

solubility

water: soluble (2.9 g/l at 25 °C)

solubility

alcohol: soluble(lit.), benzene: soluble(lit.), chloroform: soluble(lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

General description

Benzoic acid is an organic aromatic monocarboxylic acid. It can be synthesized by the cobalt or manganese catalyzed atmospheric oxidation of toluene. Recently, benzoic acid has been prepared from toluene by employing TiO2 nanotubes electrode.
Benzoic acid reacts with hydrogenating reagents to afford hexahydrobenzoic acid. The thermal decomposition of the product in the presence of lime or alkali produces benzene and carbon dioxide.

Application

Benzoic acid has been used in the preparation of vials for the HPLC analysis of various polyamines in biological fluids, tissues and isolated/cultured cells.
It may be employed as an intermediate in the synthesis of the following:
  • paints
  • pigments
  • varnish
  • wetting agents
  • aroma compounds
  • benzoyl chloride
  • benzotrichloride
It may also be used to investigate the mechanism of complex addition reaction of hydroxyl radicals with various aromatic compounds.

Pictograms

CorrosionHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT RE 1 Inhalation

Target Organs

Lungs

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1


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Benzoic acid

Zhaolai Dai et al.
Amino acids, 46(6), 1557-1564 (2014-03-19)
Polyamines (putrescine, spermine and spermidine) play a crucial role in the regulation of cell growth, differentiation, death and function. Accurate measurement of these substances is essential for studying their metabolism in cells. This protocol describes detailed procedures for sample preparation
Hydroxylation by electrochemically generated OH. radicals. Mono-and polyhydroxylation of benzoic acid: products and isomer distribution.
Oturan MA and Pinson J.
The Journal of Physical Chemistry, 99(38), 13948-13954 (1995)
Eagleson M.
Concise Encyclopedia Chemistry, 122-122 (1994)
Shutang Tan et al.
Cell reports, 33(9), 108463-108463 (2020-12-03)
The widely used non-steroidal anti-inflammatory drugs (NSAIDs) are derivatives of the phytohormone salicylic acid (SA). SA is well known to regulate plant immunity and development, whereas there have been few reports focusing on the effects of NSAIDs in plants. Our
Copper-mediated C-H/C-H biaryl coupling of benzoic acid derivatives and 1,3-azoles.
Mayuko Nishino et al.
Angewandte Chemie (International ed. in English), 52(16), 4457-4461 (2013-03-21)

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