Benzoic Acid

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Benzoic Acid (Wikipedia)
Benzoic acid
Skeletal formula
Ball-and-stick model
Benzoic acid crystals
Benzoic acid crystals
Names
IUPAC name
Benzoic acid
Other names
Carboxybenzene; E210; Dracylic acid; Phenylmethanoic acid; Benzenecarboxylic acid
Identifiers
65-85-0 YesY
3DMetB00053
636131
ChEBICHEBI:30746 YesY
ChEMBLChEMBL541 YesY
ChemSpider238 YesY
DrugBankDB03793 YesY
EC Number200-618-2
2946
Jmol 3D imageInteractive graph
Interactive graph
KEGGD00038 YesY
MeSHbenzoic+acid
PubChem243
RTECS numberDG0875000
UNII8SKN0B0MIM YesY
Properties
C7H6O2
Molar mass122.12 g·mol−1
AppearanceColorless crystalline solid
Odorfaint, pleasant odor
Density1.2659 g/cm3 (15 °C)
1.0749 g/cm3 (130 °C)
Melting point122.41 °C (252.34 °F; 395.56 K)
Boiling point249.2 °C (480.6 °F; 522.3 K)
370 °C (698 °F; 643 K)
decomposes
1.7 g/L (0 °C)
2.7 g/L (18 °C)
3.44 g/L (25 °C)
5.51 g/L (40 °C)
21.45 g/L (75 °C)
56.31 g/L (100 °C)
Solubilitysoluble in acetone, benzene, CCl4, CHCl3, alcohol, ethyl ether, hexane, phenyls, liquid ammonia, acetates
Solubility in methanol30 g/100 g (-18 °C)
32.1 g/100 g (-13 °C)
71.5 g/100 g (23 °C)
Solubility in ethanol25.4 g/100 g (-18 °C)
47.1 g/100 g (15 °C)
52.4 g/100 g (19.2 °C)
55.9 g/100 g (23 °C)
Solubility in acetone54.2 g/100 g (20 °C)
Solubility in olive oil4.22 g/100 g (25 °C)
Solubility in 1,4-Dioxane55.3 g/100 g (25 °C)
log P1.87
Vapor pressure0.16 Pa (25 °C)
0.19 kPa (100 °C)
22.6 kPa (200 °C)
Acidity (pKa)4.202
1.5397 (20 °C)
1.504 (132 °C)
Viscosity1.26 mPa (130 °C)
Structure
Monoclinic
planar
1.72 D in Dioxane
Thermochemistry
146.7 J/mol·K
167.6 J/mol·K
-385.2 kJ/mol
3228 kJ/mol
Hazards
Main hazardsIrritant
Safety data sheetJT Baker
GHS pictogramsThe corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal wordDanger
H318, H335
P261, P280, P305+351+338
Irritant Xi
R-phrasesR37, R41
S-phrasesS26, S39
NFPA 704
Flash point121.5 °C (250.7 °F; 394.6 K)
571 °C (1,060 °F; 844 K)
Lethal dose or concentration (LD, LC):
1700 mg/kg (rat, oral)
Related compounds
Hydroxybenzoic acids
Aminobenzoic acids,
Nitrobenzoic acids,
Phenylacetic acid
Related compounds
Benzaldehyde,
Benzyl alcohol,
Benzoyl chloride,
Benzylamine,
Benzamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Benzoic acid /bɛnˈz.ɪk/, C7H6O2 (or C6H5COOH), is a colorless crystalline solid and a simple aromatic carboxylic acid. The name is derived from gum benzoin, which was for a long time its only known source. Benzoic acid occurs naturally in many plants and it serves as an intermediate in the biosynthesis of many secondary metabolites. Salts of benzoic acid are used as food preservatives and benzoic acid is an important precursor for the industrial synthesis of many other organic substances. The salts and esters of benzoic acid are known as benzoates /ˈbɛnz.t/.

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