Methyl 4-methoxysalicylate
Basic information
- CAS
5446-02-6- Standard SMILES
COC(=O)c1ccc(OC)cc1O- InChIKey
ZICRWXFGZCVTBZ-UHFFFAOYSA-N- Molecular formula
- C9H10O4
- Average molar mass
- 182.17 g/mol
- Monoisotopic mass
- 182.0579088
Overview
Methyl 4-methoxysalicylate has been reported in Periploca sepium and Primula veris with data available.
Names & identifiers
- Preferred name
- Methyl 4-methoxysalicylate
- IUPAC
- methyl 2-hydroxy-4-methoxybenzoate
- English name
- Methyl 4-methoxysalicylate
- Molecular formula
- C9H10O4
- Molecular weight
- 182.17
Names & synonyms
Methyl 4-methoxysalicylate5446-02-6DTXSID00202860NSC 17154EINECS 226-657-5RefChem:816512DTXCID30125351226-657-5InChI=1/C9H10O4/c1-12-6-3-4-7(8(10)5-6)9(11)13-2/h3-5,10H,1-2HMethyl 2-hydroxy-4-methoxybenzoateBenzoic acid, 2-hydroxy-4-methoxy-, methyl esterMFCD00008424
Show more names
ASISCHEM Z67646RARECHEM AL BF 00384-methoxymethylsalicylatemethyl 2-hydroxy-p-anisateMethyl P-MethoxysalicylateMethyle4-methoxysalicylateMethyl4-Methoxysalicylate>4-Methoxysalicylic Acid Methyl
2-Hydroxy-4-methoxybenzoic Acid Methyl EsterMethyl-4-methoxysalicylate2-hydroxy-4-methoxy-benzoic acid methyl ester2-methoxycarbonyl-5-methoxyphenolZINC388438methyl 2-hydroxy-4-methoxy-benzoateNSC-17154CS-W009087
Database identifiers
- CAS
5446-02-6- PubChem CID
- 79523
- DTXSID
DTXSID00202860- ChEMBL
CHEMBL502178- UNII
- 2R86H93L9U
- EC Number
- 226-657-5
- Nikkaji
- J150.024D
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 180
Physicochemical properties
- Melting point
- 50 · 50-53 °C (lit.)
- Boiling point
- 134 °C · 134°C 7mm
- Density
- 1.1634 · 1.1634 (rough estimate)
- refractive index
- 1.46 · 1.4600 (estimate)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 9.38 · 9.38±0.10(Predicted)
- form
- Crystalline Powder or Crystals
- color
- White to light yellow
- Water Solubility
- Soluble in acetone. Insoluble in water.
- BRN
- 2691644 · 2691644
- InChI
- 1S/C9H10O4/c1-12-6-3-4-7(8(10)5-6)9(11)13-2/h3-5,10H,1-2H3
- InChIKey
- ZICRWXFGZCVTBZ-UHFFFAOYSA-N
- SMILES
- COC(=O)c1ccc(OC)cc1O
- LogP
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): 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 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29189900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-37/39-24/25
- 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 4-methoxysalicylate (methyl 2-hydroxy-4-methoxybenzoate) was used in the enantioselective synthesis of (+)-coriandrone A and B, two bioactive natural products.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
52 records
Compound notes
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