All Photos(3)

242381

Sigma-Aldrich

Benzoic acid

ACS reagent, ≥99.5%

Linear Formula:
C6H5COOH
CAS Number:
Molecular Weight:
122.12
Beilstein:
636131
EC Number:
MDL number:
eCl@ss:
39023903
PubChem Substance ID:

Quality Level

grade

ACS reagent

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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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.

Packaging

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

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

Certificate of Analysis

Certificate of Origin

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...
Eagleson M.
Concise Encyclopedia Chemistry, 122-122 (1994)
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)
S Nacht et al.
Journal of the American Academy of Dermatology, 4(1), 31-37 (1981-01-01)
The transepidermal penetration and metabolic disposition of 14C-benzoyl peroxide were assessed in vitro (excised human skin) and in vivo (rhesus monkey). In vitro, the benzoyl peroxide penetrated into the skin, through the stratum corneum or the follicular openings, or both...
Wanchun Xiang et al.
ChemSusChem, 6(2), 256-260 (2013-01-25)
Sensing the sun: Incorporation of a cyanomethyl benzoic acid electron acceptor into donor-π-acceptor sensitizers for dye-sensitized-solar cell is shown to lead to devices with improved conversion efficiency when compared with more widely used cyanoacetic acid acceptor.

Protocols

HPLC Analysis of Benzoic Acid and Related Compounds on Ascentis® RP-Amide

Separation of 4-Hydroxybenzoic acid; Acetylsalicylic acid; Benzoic acid; Salicylic acid; Ethyl 4-hydroxybenzoate

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