alpha-Cyano-4-methoxycinnamic acid

Base Information

• Chemical Name: alpha-Cyano-4-methoxycinnamic acid
• CAS No.: 1519-55-7
• Molecular Formula: C11H9 N O3
• Molecular Weight: 203.197
• Hs Code.: 2926909090
• European Community (EC) Number: 621-129-4
• NSC Number: 31629
• Nikkaji Number: J1.191.226E,J261.925C
• ChEMBL ID: CHEMBL77524
• Mol file: 1519-55-7.mol

Synonyms:1519-55-7;alpha-Cyano-4-methoxycinnamic acid;4-methoxybenzylidenecyanoacetic acid;(2E)-2-cyano-3-(4-methoxyphenyl)prop-2-enoic acid;(E)-2-cyano-3-(4-methoxyphenyl)prop-2-enoic acid;2-cyano-3-(4-methoxyphenyl)acrylic acid;|A-Cyano-4-methoxycinnamic acid;NSC31629;CHEMBL77524;SCHEMBL782091;(E)-2-CYANO-3-(4-METHOXYPHENYL)ACRYLIC ACID;BDBM4343;alpha-cyano 4-methoxycinnamic acid;SMSF0003775;alpha -Cyano-4-methoxycinnamic acid;MFCD00051722;NSC-31629;STK809530;AKOS001018352;CB14144;AS-60371;benzylidenemalononitrile (BMN) deriv. 27;BIM-0010971.P001;CS-0218070

Chemical Property of alpha-Cyano-4-methoxycinnamic acid

Chemical Property:

• Vapor Pressure: 7.09E-07mmHg at 25°C
• Melting Point: 230-234 °C(lit.)
• Boiling Point: 392.8°C at 760 mmHg
• Flash Point: 191.4°C
• PSA: 70.32000
• Density: 1.28g/cm³
• LogP: 1.68678
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

(E)-2-Cyano-3-(4-methoxyphenyl)acrylic acid 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=C(C#N)C(=O)O
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C(\C#N)/C(=O)O

Technology Process of alpha-Cyano-4-methoxycinnamic acid

There total 7 articles about alpha-Cyano-4-methoxycinnamic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

4-methoxy-benzaldehyde (123-11-5) + cyanoacetic acid (372-09-8) → 2-cyano-3-(4-methoxyphenyl)acrylic acid (1519-55-7)

Guidance literature:

hexan-1-amine; In benzene; for 4h; Heating; azeotropic water removal;

DOI:10.1016/S0040-4020(01)91880-0

Reference yield:

ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate (2286-29-5) → 2-cyano-3-(4-methoxyphenyl)acrylic acid (1519-55-7)

Guidance literature:

With potassium carbonate;

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 2-cyano-3-(4-methoxyphenyl)acrylic acid (1519-55-7)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

piperidine

4-methoxy-benzaldehyde

cyanoacetic acid

1-amino-3-methylbutane

Downstream raw materials:

(Z)-2-Cyano-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3-(4-methoxy-phenyl)-acrylamide

(Z)-2-Cyano-N-cyclohexyl-3-(4-methoxy-phenyl)-acrylamide

2-(imino-{N'-[(3-oxo-5,6-diphenyl-3H-[1,2,4]triazin-2-yl)-acetyl]-hydrazino}-methyl)-3-(4-methoxy-phenyl)-acrylic acid

2-(4-methoxyphenyl)succinic acid

Refernces

• 1、 Hu, Yanping,Wang, Yujin,Li, Na,Chen, Li,Sun, Jianbo. "Discovery of novel dihydroartemisinin-cinnamic hybrids inducing lung cancer cells apoptosis via inhibition of Akt/Bad signal pathway". . . Retrieved 2021/04/27.
• 2、 -. "Cosmetic composition". . . Retrieved 2008/06/13.