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Merck

18102

Benzoic acid

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

Sinónimos:

Benzenecarboxylic acid, Carboxybenzene

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Fórmula lineal:
C6H5COOH
Número CAS:
65-85-0
Peso molecular:
122.12
NACRES:
NA.21
PubChem Substance ID:
57647710
UNSPSC Code:
12352100
EC Number:
200-618-2
MDL number:
MFCD00002398
Beilstein/REAXYS Number:
636131

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Nombre del producto

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

SMILES string

OC(=O)c1ccccc1

InChI key

WPYMKLBDIGXBTP-UHFFFAOYSA-N

InChI

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

vapor density

4.21 (vs air)

vapor pressure

10 mmHg ( 132 °C)

assay

99.5-100.5% (alkalimetric)

form

crystalline

autoignition temp.

1061 °F

quality

meets analytical specification of Ph. Eur., BP, USP, FCC, E210

impurities

oxidisable substances, complies
 residual solvents, complies
≤0.0005% heavy metals (as Pb)
≤0.03% halogen compounds (as Cl)
≤0.7% water (Karl Fischer)

ign. residue

≤0.05% (as SO4)

loss

≤0.5% loss on drying, 3 h (via H2SO4)

pH

3-5 (20 °C, 0.1%)

bp

249 °C (lit.)

mp

121-125 °C (lit.)

solubility

water: soluble (2.9 g/l at 25 °C)

cation traces

As: ≤3 mg/kg
Cu: ≤10 mg/kg
Hg: ≤1 mg/kg
Pb: ≤2 mg/kg
Zn: ≤20 mg/kg

suitability

complies for appearance of solution
complies for reaction against H2SO4

functional group

carboxylic acid
phenyl

Quality Level

200

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Application

Benzoic acid may be employed as a standard in the quantitative and calorimetric studies. It may be employed as an intermediate in the synthesis of the following:
  • paints
  • pigments
  • varnish
  • wetting agents
  • aroma compounds
  • benzoyl chloride
  • benzotrichloride
It was used to investigate the mechanism of complex addition reaction of hydroxyl radicals with various aromatic compounds.

General description

Benzoic acid is an aromatic monocarboxylic acid. It occurs in the form of colorless leaflets or needles. It reacts with hydrogenating reagents to afford hexahydrobenzoic acid. On decomposition (by heating) in the presence of lime or alkali, it affords benzene and carbon dioxide. It can be synthesized by the cobalt or manganese catalyzed atmospheric oxidation of toluene.

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

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

target_organs

Lungs

Clase de almacenamiento

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

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SDBB6336
SDBB3406
SDBB2225
STBK8867
STBK9430

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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)
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
Ly Dieu Tran et al.
Journal of the American Chemical Society, 134(44), 18237-18240 (2012-10-30)
An auxiliary-assisted, copper catalyzed or promoted sulfenylation of benzoic acid derivative β-C-H bonds and benzylamine derivative γ-C-H bonds has been developed. The method employs disulfide reagents, copper(II) acetate, and DMSO solvent at 90-130 °C. Application of this methodology to the
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.
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