(2E)-3-(3-methoxyphenyl)prop-2-enoic acid

• ChemBase ID: 34723
• Molecular Formular: C10H10O3
• Molecular Mass: 178.1846
• Monoisotopic Mass: 178.06299418
• SMILES: C(=O)(/C=C/c1cc(OC)ccc1)O
• Canonical SMILES: COc1cccc(c1)/C=C/C(=O)O
• InChI: InChI=1S/C10H10O3/c1-13-9-4-2-3-8(7-9)5-6-10(11)12/h2-7H,1H3,(H,11,12)/b6-5+
• InChIKey: LZPNXAULYJPXEH-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-(3-methoxyphenyl)prop-2-enoic acid; 3-(3-methoxyphenyl)prop-2-enoic acid
• IUPAC Traditional name: (2E)-3-(3-methoxyphenyl)prop-2-enoic acid; 3-(3-methoxyphenyl)prop-2-enoic acid
• Synonyms: (2E)-3-(3-Methoxyphenyl)acrylic acid; 3-Methoxycinnamic acid 97%; trans-3-(3-Methoxyphenyl)acrylic acid; 3-Methoxycinnamic acid; m-METHOXYCINNAMIC ACID; (E)-3-(3-methoxyphenyl)acrylic acid; 3-Methoxycinnamic acid, predominantly trans; 反式-3-(3-甲氧苯基)丙烯酸; 3-甲氧基肉桂酸; 3-甲氧基肉桂酸, 主体成分为反式

Database IDs

• CAS Number: 17570-26-2; 6099-04-3
• EC Number: 228-049-5
• MDL Number: MFCD00004386
• Beilstein Number: 2209733; 2209732
• PubChem SID: 160998030; 24896636
• PubChem CID: 637668

CALCULATED PROPERTIES

• Acid pKa: 4.121134
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.58482563
• LogD (pH = 7.4): -1.1071202
• Log P: 1.978415
• Molar Refractivity: 49.5231 cm^3
• Polarizability: 18.714418 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-116°C; 116-119 °C(lit.); 117-121°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98+%
• Linear Formula: CH3OC6H4CH=CHCO2H

DETAILS

MP Biomedicals - 05202423

MP Biomedicals Rare Chemical collection

Sigma Aldrich - M13602

Packaging
25 g in glass bottle

REFERENCES

• Reaction with thionyl chloride (see trans-Cinnamic acid, A13538) to give 3-chloro-5-methoxybenzo[b]thiophene-2-carbonyl chloride has been used in the synthesis of potential antiallergy and antiinflammitory agents: J. Med. Chem., 35, 958 (1992); 38, 4597 (1995).