Hexanoic acid, 3-phenyl-2-propenyl ester

Base Information

• Chemical Name: Hexanoic acid, 3-phenyl-2-propenyl ester
• CAS No.: 6994-20-3
• Molecular Formula: C15H20 O2
• Molecular Weight: 232.32
• European Community (EC) Number: 615-038-9
• NSC Number: 53971
• Nikkaji Number: J141.585I
• Wikidata: Q63392106
• Mol file: 6994-20-3.mol

Synonyms:cinnamyl caproate;Hexanoic acid, 3-phenyl-2-propenyl ester;6994-20-3;[(E)-3-phenylprop-2-enyl] hexanoate;Cinnamyl n-hexanoate;CINNAMYL HEXANOATE;Hexanoic acid cinnamyl ester;BHXVENZBMFLCKE-DHZHZOJOSA-N;NSC53971;NSC-53971;(2E)-3-Phenyl-2-propenyl hexanoate #;Q63392106

Chemical Property of Hexanoic acid, 3-phenyl-2-propenyl ester

Chemical Property:

• Vapor Pressure: 6.71E-05mmHg at 25°C
• Boiling Point: 344.2°C at 760 mmHg
• Flash Point: 132°C
• PSA: 26.30000
• Density: 0.997g/cm³
• LogP: 3.82330
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 232.146329876
• Heavy Atom Count: 17
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

CINNAMYL CAPROATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)OCC=CC1=CC=CC=C1
• Isomeric SMILES: CCCCCC(=O)OC/C=C/C1=CC=CC=C1

Technology Process of Hexanoic acid, 3-phenyl-2-propenyl ester

There total 3 articles about Hexanoic acid, 3-phenyl-2-propenyl 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: 93.0%

3-Phenylpropenol (104-54-1) + hexanoic acid (142-62-1) → cinnamyl hexanoate (6994-20-3)

Guidance literature:

With dmap; triphenylphosphine; iodosodilactone; In toluene; for 10h; Reflux;

DOI:10.1021/ol301085v

Reference yield:

3-Phenylpropenol (104-54-1) + Hexanoyl chloride (142-61-0) → cinnamyl hexanoate (6994-20-3)

Guidance literature:

In tetrahydrofuran; for 3h;

Reference yield:

hexanoic acid (142-62-1) → cinnamyl hexanoate (6994-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / 60 °C

2: tetrahydrofuran / 3 h

With thionyl chloride; In tetrahydrofuran;

upstream raw materials:

3-Phenylpropenol

hexanoic acid

Hexanoyl chloride

Refernces

• 1、 Tian, Jun,Gao, Wen-Chao,Zhou, Dong-Mei,Zhang, Chi. "Recyclable hypervalent iodine(III) reagent iodosodilactone as an efficient coupling reagent for direct esterification, amidation, and peptide coupling". supporting information; experimental part. p. 3020 - 3023. Retrieved 2012/08/07.