Basic information
- CAS
3556-83-0- Standard SMILES
COC(=O)c1ccc(C)c(OC)c1- InChIKey
LLEXCSBUSVRBCA-UHFFFAOYSA-N- Molecular formula
- C10H12O3
- Average molar mass
- 180.2 g/mol
- Monoisotopic mass
- 180.07864424
Names & identifiers
- Preferred name
- Benzoic acid, 3-methoxy-4-methyl-, methyl ester
- IUPAC
- methyl 3-methoxy-4-methylbenzoate
- English name
- Methyl 3-methoxy-4-methylbenzoate
- Molecular formula
- C10H12O3
- Molecular weight
- 180.2
Names & synonyms
Benzoic acid, 3-methoxy-4-methyl-, methyl esterRefChem:565805Methyl 3-methoxy-4-methylbenzoate3556-83-03-Methoxy-4-methylbenzoic Acid Methyl EsterMFCD00082710methyl 3-methoxy-4-methyl-benzoateMethyl 3-Methoxy-p-toluate4-Methyl-m-anisic Acid Methyl Ester3-methoxy-4-methyl-benzoic acid methyl esterMethyl 4-Methyl-m-anisateSCHEMBL1757167
Show more names
Methyl3-Methoxy-4-methylbenzoate>3-METHOXY-P-TOLUIC ACID METHYL ESTERMethyl 3-methoxy-4-methylbenzoate, 98+%3-Methoxy-4-methylbenzoate methyl ester3-Methoxy-4-methyl-benzoesuremethylester
SCHEMBL3470121SCHEMBL31721306DTXSID30343639SBB0633493-Methoxy-p-toluic Acid Methyl EsterAKOS009039656methyl 4-methyl-3-(methyloxy)benzoateAB03124
Database identifiers
- CAS
3556-83-0- PubChem CID
- 591123
- DTXSID
DTXSID30343639
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 179
Physicochemical properties
- Melting point
- 50 · 50-54 °C (lit.)
- Boiling point
- 119 · 119-120°C 1mm
- Density
- 1.075 · 1.075±0.06 g/cm3(Predicted)
- refractive index
- 1.5295 · 1.5295
- Flash point
- 230 °F · >230 °F
- form
- powder to crystal
- color
- White to Almost white
- BRN
- 1948339 · 1948339
- InChI
- InChI=1S/C10H12O3/c1-7-4-5-8(10(11)13-3)6-9(7)12-2/h4-6H,1-3H3
- InChIKey
- LLEXCSBUSVRBCA-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC=C(C)C(OC)=C1
- CAS DataBase Reference
- 3556 · 3556-83-0(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (97.6%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (97.6%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 1
- hs_code
- 29189900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- 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-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesMethyl 3-Methoxy-4-methylbenzoate has been used as a reactant in the preparation of an antimalaria drug that consists of the 4-aminoquinoline pharmacophore of chloroquine with clotrimazole-based antimalarials.
General DescriptionMethyl 3-methoxy-4-methylbenzoate can be prepared by reacting diazomethane with 3-methoxy-4-methylbenzoic acid in ether.
Preparation methods
PreparationMethyl 3-methoxy-4-methylbenzoate is synthesized by the following steps:A mixture of methyl 3-hydroxy-4-methylbenzoate 36 (25 g, 0.151 mol), Me2SO4 (28.3 ml, 0.386 mol), anhydrous K2CO3 (103.5 g, 0.75 mol) was refluxed in acetone for 2 hours. K2CO3 was filtered off, washed thoroughly with acetone. The filtrates were combined and concentrated, the residue was redissolved in EtOAc washed with water, dried (anhydrous Na2SO4), filtered and concentrated in vacuo to furnish a white solid (19.52 g). Yield : 72%.
Upstream & downstream products
Upstream raw materials
Related reactions
34 records
Compound notes
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