3-Methoxybenzoic Acid
Basic information
- CAS
586-38-9- Standard SMILES
COc1cccc(C(=O)O)c1- InChIKey
XHQZJYCNDZAGLW-UHFFFAOYSA-N- Molecular formula
- C8H8O3
- Average molar mass
- 152.15 g/mol
- Monoisotopic mass
- 152.04734411
Overview
3-methoxybenzoic acid is a methoxybenzoic acid that is benzoic acid substituted by a methoxy group at position 3. It has a role as a flavouring agent and a human urinary metabolite. It is functionally related to a 3-hydroxybenzoic acid. It is a conjugate acid of a 3-methoxybenzoate.
Names & identifiers
- Preferred name
- 3-Methoxybenzoic Acid
- IUPAC
- 3-methoxybenzoic acid
- English name
- 3-Methoxybenzoic acid
- Molecular formula
- C8H8O3
- Molecular weight
- 152.15
Names & synonyms
3-METHOXYBENZOIC ACID586-38-9m-Anisic acidm-Methoxybenzoic acidBenzoic acid, 3-methoxy-3-Anisic acidE2I36FH6QZFEMA NO. 3944NSC-9264NSC-27014DTXSID2060410CHEBI:88458
Show more names
RMA-108FEMA 3944NSC 27014AURORA 4252m-Anisc Acidm-AnisicAcid>
RefChem:94631DTXCID7042437209-574-9MFCD00002499NSC 9264EINECS 209-574-93-methoxylbenzoic acid3-methoxy benzoic acid
Database identifiers
- CAS
586-38-9- PubChem CID
- 11461
- DTXSID
DTXSID2060410- ChEMBL
CHEMBL22425- ChEBI
CHEBI:88458- UNII
- E2I36FH6QZ
- EC Number
- 209-574-9
- Nikkaji
- J6.737G
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 144
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzoic Acid Derivatives
SpringerMaterials PropertiesBoiling point
LogP
2.02
1.9
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
soluble in boiling water, organic solvents
freely soluble (in ethanol)
Boiling Point
170.00 to 172.00 °C. @ 10.00 mm Hg
170-172 °C
Melting Point110.5 °C
Vapor Pressure0.0015 [mmHg]
Physical Description
White odorless powder; [Alfa Aesar MSDS]
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
H302 (95.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, 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.
Hazard information
Regulatory Information
Chemical: Benzoic acid, 3-methoxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzoic acid, 3-methoxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntraperitoneal LDLo (mouse) = 250 mg/kg; [RTECS] Safe when used as a flavoring agent in food; [JECFA] May cause irritation; [Alfa Aesar MSDS] See 2-Methoxybenzoic acid.
Hazard Classes and CategoriesAcute Tox. 4 (95.1%)
Safety data
- F
- 3
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- BZ4375000
- hs_code
- 2918990090
- Toxicity
- LDLo ipr-mus: 250 mg/kg CBCCT* 6,144,54
- risk_code
- 36/37/38-22-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
UsesUsed as a flavoring agent; [FDA]
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationBenzoic acid, 3-methoxy-: ACTIVE
Applications
Uses3-Methoxybenzoic acid is used in the synthesis and characterization of 3-methoxybenzoates of europium (III) and gadolinium (III)1. It was used in conversion of aromatic carboxylic acids into methyl esters and reduction to the corresponding primary alcohols using a sodium borohydride-THF-methanol system
General Description3-Methoxybenzoic acid is an important intermediate in the synthesis of natural products.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
120 records
Compound notes
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