Gentisic acid

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Names

[ CAS No. ]:
490-79-9

[ Name ]:
Gentisic acid

[Synonym ]:
Benzoic acid,2,5-dihydroxy
Gentistic acid
Gensigon
2,5-dihydroxyphenylcarboxylic acid
2,5-DHBA,DHB,Gentisic acid
Gensigen
2,5-Dihydroxybenzoic acid
Gentisate
2,5-Dhba
Hydroquinonecarboxylic acid
Benzoic acid, 2,5-dihydroxy-
2,5-dihydroxybenzoate
5-Hydroxysalicylic acid
EINECS 207-718-5
2,5-Dioxybenzoic acid
5-hydroxy-Salicylic acid
MFCD00002460
2,5-Dihydroxy-benzoic acid
gentisic acid
3,6-Dihydroxybenzoic Acid
2,5-dihydroxy benzoic acid
Carboxyhydroquinone
DHB
Mesalazine Impurity 7

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
406.9±35.0 °C at 760 mmHg

[ Melting Point ]:
204-208 °C(lit.)

[ Molecular Formula ]:
C7H6O4

[ Molecular Weight ]:
154.120

[ Flash Point ]:
214.0±22.4 °C

[ Exact Mass ]:
154.026611

[ PSA ]:
77.76000

[ LogP ]:
1.56

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.671

[ Water Solubility ]:
soluble

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LY3850000
CHEMICAL NAME :
Gentisic acid
CAS REGISTRY NUMBER :
490-79-9
BEILSTEIN REFERENCE NO. :
2209119
LAST UPDATED :
199701
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C7-H6-O4
MOLECULAR WEIGHT :
154.13
WISWESSER LINE NOTATION :
QVR BQ EQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
374 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
380 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
642 mg/kg
SEX/DURATION :
female 11 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
1 mmol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 29,1275,1980 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2841 No. of Facilities: 22 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 38 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M2841 No. of Facilities: 39 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 259 (estimated) No. of Female Employees: 60 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
LY3850000

[ HS Code ]:
29182990

Synthetic Route

Precursor & DownStream

Precursor

  • 2,5-Dichlorobenzoic acid
  • 5-Bromo-2-hydroxybenzoic acid
  • Hydroquinone
  • 2-(β-D-Glucopyranosyloxy)-5-hydroxybenzoic acid benzyl ester
  • Salicylic acid
  • Potassium hydrogen carbonate
  • 2,5-Dimethoxybenzoic acid
  • 5-Methoxysalicylic Acid
  • benzoic acid
  • 1-(2,5-Dimethoxyphenyl)ethanone

DownStream

  • Benzoic acid,2,5-bis(acetyloxy)-
  • METHYL 2,4-DIMETHOXYBENZOATE
  • Methyl 2-methoxybenzoate
  • Methyl 3-methoxybenzoate
  • Methyl anisate
  • Methyl 3,4-dimethoxybenzoate
  • Trimethylgallic acid methyl ester
  • Benzoic acid,2,3-dimethoxy-, methyl ester
  • methyl 2,5-dimethoxybenzoate
  • Methyl 3,5-dimethoxybenzoate

Customs

[ HS Code ]: 2918290000

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

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Related Compounds

  • 5-Acetyl gentisic acid
  • vitamin E gentisic acid
  • Gentisic Acid Methyl Ester
  • Gentisic acid ethanolamide
  • Gentisic acid β-D-glucoside
  • gentisic acid dimethyl ether
  • 2-(3-bromo-1-methyl-1H-indol-2-yl)propan-2-ol
  • [1-(2-Methoxy-6-methylpyridin-4-yl)-2,2-dimethylcyclopropyl]methanamine
  • rac-(1R,3S)-2,2-dimethyl-3-{3-[(trifluoromethyl)sulfanyl]phenyl}cyclopropan-1-amine
  • tert-butyl N-methyl-N-{1-oxo-2-[2-(propan-2-yl)-1,3-thiazol-5-yl]propan-2-yl}carbamate
  • rac-(1R,2R)-2-(4-bromo-2-fluoro-6-methoxyphenyl)cyclopropane-1-carboxylic acid
  • 1-(1-methyl-4-nitro-1H-pyrazol-5-yl)cyclobutane-1-carboxylic acid
  • Tert-butyl 3-(5-amino-3-methylidenepentyl)piperidine-1-carboxylate
  • 2-[(4-Fluoro-3-nitrophenyl)methyl]oxirane
  • 1-(6-Chloropyridin-3-yl)-2,2-difluorocyclopropan-1-amine
  • tert-butyl N-{3-[1-(aminooxy)ethyl]-4-chlorophenyl}carbamate
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