Methyl 3,4-Dihydroxybenzoate

HCID 287064

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Basic information

CAS: 2150-43-8
Standard SMILES: COC(=O)c1ccc(O)c(O)c1
InChIKey: CUFLZUDASVUNOE-UHFFFAOYSA-N
Molecular formula: C8H8O4
Average molar mass: 168.15 g/mol
Monoisotopic mass: 168.04225874

Overview

Methyl 3,4-dihydroxybenzoate is a methyl ester resulting from the formal condensation of the carboxy group of 3,4-dihydroxybenzoic acid with methanol. It has a role as an antioxidant, a neuroprotective agent and a plant metabolite. It is a methyl ester and a member of catechols. It is functionally related to a 3,4-dihydroxybenzoic acid.

Names & identifiers

Preferred name: Methyl 3,4-Dihydroxybenzoate
IUPAC: methyl 3,4-dihydroxybenzoate
English name: Methyl 3,4-dihydroxybenzoate
Molecular formula: C8H8O4
Molecular weight: 168.15

Names & synonyms

Methyl 3,4-dihydroxybenzoate2150-43-8Methyl protocatechuate3,4-Dihydroxybenzoic acid methyl esterProtocatechuic acid, methyl esterBenzoic acid, 3,4-dihydroxy-, methyl esterNSC-146458G72J90268XCHEBI:132366DTXSID20301804MDHB compoundRefChem:45424

Show more names

NSC 146458RARECHEM AL BF 0069Methyl 3,4-dihydroxyProtocatechuic acid methyl3,4-Dihydroxy MetDyl Benzoate3,4-dihydroxy-2-methylbenzoateMethyl3,4-Dihydroxybenzoate>

DTXCID70252938677-539-9Protocatechuic Acid Methyl EsterMFCD00016437methyl 3,4-bis(oxidanyl)benzoateCHEMBL486027Methyl3,4-Dihydroxybenzoate3,4-dihydroxy-benzoic acid methyl ester

Database identifiers

CAS: 2150-43-8
PubChem CID: 287064
DTXSID: DTXSID20301804
ChEMBL: CHEMBL486027
ChEBI: CHEBI:132366
UNII: G72J90268X
EC Number: 677-539-9
Nikkaji: J45.023E

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 66.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 168

Physicochemical properties

Melting point: 134 · 134-135°C
Boiling point: 120 · 120-180 °C(Press: 1.5 Torr)
Density: 1.354 · 1.354±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 8.19 · 8.19±0.18(Predicted)
color: White to Off-White
BRN: 1637939 · 1637939
CAS DataBase Reference: 2150 · 2150-43-8(CAS DataBase Reference)
FDA UNII: 72 J90268X · G72J90268X
NIST Chemistry Reference: 3 · Benzoic acid, 3,4-dihydroxy-, methyl ester(2150-43-8)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 280 g-P305+P351+P338 · P280g-P305+P351+P338
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37
HS Code: 29182900 · 29182900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (11.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 9 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.