Methyl 3-hydroxy-4-methoxybenzoate

HCID 4056967

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Basic information

CAS: 6702-50-7
Standard SMILES: COC(=O)c1ccc(OC)c(O)c1
InChIKey: QXOXUEFXRSIYSW-UHFFFAOYSA-N
Molecular formula: C9H10O4
Average molar mass: 182.17 g/mol
Monoisotopic mass: 182.0579088

Names & identifiers

Preferred name: Methyl 3-hydroxy-4-methoxybenzoate
IUPAC: methyl 3-hydroxy-4-methoxybenzoate
English name: Methyl 3-hydroxy-4-methoxybenzoate
Molecular formula: C9H10O4
Molecular weight: 182.17

Names & synonyms

Methyl 3-hydroxy-4-methoxybenzoate6702-50-7DTXSID70398845RefChem:815500DTXCID00349704627-549-4Methyl isovanillateMethyl 3-hydroxy-4-methoxybenzenecarboxylate3-hydroxy-4-methoxybenzoic acid methyl esterMFCD01321262Methyl-3-hydroxy-4-methoxybenzoateMethyl 3-hydroxy-4-methoxy-benzoate

Show more names

RARECHEM AL BF 0068Methyl 3-hydroxy-4-mMethylIsovanillate>3-hydroxy-4-methoxybenzoateMethyl 3-hydroxy-4-methoxylbenzoateMethyl 3-hydroxy-4-methoxybenzoate,98%Methyl 3-hydroxy-4-methoxybenzoate 98%

Isovanillic Acid Methyl EsterBenzoic acid, 3-hydroxy-4-methoxy-, methyl esterisovamllic acid methyl esterSCHEMBL57367orb1680232CHEMBL2252125SCHEMBL29497236ALBB-013961

Database identifiers

CAS: 6702-50-7
PubChem CID: 4056967
DTXSID: DTXSID70398845
ChEMBL: CHEMBL2252125
EC Number: 627-549-4
Nikkaji: J504.777C

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 55.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 180

Physicochemical properties

Melting point: 64 · 64-67 °C (lit.)
Boiling point: 102 °C · 102 °C(Press: 0.1 Torr)
Density: 1.216 · 1.216±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
pka: 9.15 · 9.15±0.10(Predicted)
color: Light yellow to Brown
InChI: InChI=1S/C9H10O4/c1-12-8-4-3-6(5-7(8)10)9(11)13-2/h3-5,10H,1-2H3
InChIKey: QXOXUEFXRSIYSW-UHFFFAOYSA-N
SMILES: C(OC)(=O)C1=CC=C(OC)C(O)=C1
LogP: 1.75 · 1.750 (est)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29189990 · 29189990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29189990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesMethyl 3-hydroxy-4-methoxybenzoate may be used as starting reagent in the novel synthesis of gefitinib. Synthesis involves the alkylation of starting material, followed by nitration, reduction, cyclization, chlorination and two successive amination reactions. It may be used as starting reagent in the synthesis of methyl 5-(benzo[d][1,3]dioxol-5-yl)-4-methoxy-2-nitrobenzoate.