Cinnamic acid, alpha-methyl-, ethyl ester

Base Information

• Chemical Name: Cinnamic acid, alpha-methyl-, ethyl ester
• CAS No.: 7042-33-3
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• NSC Number: 406206,36614
• Nikkaji Number: J930.759A
• Mol file: 7042-33-3.mol

Synonyms:NSC36614;NPEIPXJIYYHTMY-KTKRTIGZSA-;1734-78-7;NSC-36614;NSC406206;AKOS002337500;NSC-406206;alpha-Methyl-cis-cinnamic acid ethyl ester;Cinnamic acid, .alpha.-methyl-, ethyl ester;(Z)-2-Methyl-3-phenyl-acrylic acid ethyl ester;7042-33-3;InChI=1/C12H14O2/c1-3-14-12(13)10(2)9-11-7-5-4-6-8-11/h4-9H,3H2,1-2H3/b10-9-

Chemical Property of Cinnamic acid, alpha-methyl-, ethyl ester

Chemical Property:

• Vapor Pressure: 0.00392mmHg at 25°C
• Boiling Point: 279.9°Cat760mmHg
• Flash Point: 149.2°C
• Density: 1.038g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=CC=C1)C
• Isomeric SMILES: CCOC(=O)/C(=C\C1=CC=CC=C1)/C

Technology Process of Cinnamic acid, alpha-methyl-, ethyl ester

There total 85 articles about Cinnamic acid, alpha-methyl-, ethyl ester 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: 100.0%

benzaldehyde (100-52-7) + (carbethoxyethylidene)triphenylphosphorane (21382-82-1) → ethyl (E)-2-methyl-3-phenyl-2-propenoate (7042-33-3)

Guidance literature:

(carbethoxyethylidene)triphenylphosphorane; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; mineral oil; for 6h; Inert atmosphere; Reflux;

DOI:10.1016/j.phytochem.2012.08.001

Reference yield: 97.0%

ethyl 2-diethoxyphosphorylpropionate (3699-66-9) + benzaldehyde (100-52-7) → ethyl (E)-2-methyl-3-phenyl-2-propenoate (7042-33-3)

Guidance literature:

ethyl 2-diethoxyphosphorylpropionate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; mineral oil; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0032-1317843

Reference yield: 97.0%

benzaldehyde (100-52-7) + Ethyl 2-bromopropionate (535-11-5,41978-69-2) → ethyl (E)-2-methyl-3-phenyl-2-propenoate (7042-33-3)

Guidance literature:

With triethylamine; In dichloromethane; at 50 ℃; for 36h; optical yield given as %de;

DOI:10.1055/s-0030-1258130

upstream raw materials:

2-methyl-3-phenyl-acrylonitrile

diethyl ether

benzalacetophenone

Diethyl methylmalonate

Downstream raw materials:

(Z)-3-phenyl-2-methyl-2-propenol

(E)-3-phenyl-2-methyl-2-propenol

2-methyl-3-phenylprop-2-en-1-ol

ethyl 2-bromo-3-hydroxy-2-methyl-3-phenylpropanoate