Cinnamyl propionate

Base Information

• Chemical Name: Cinnamyl propionate
• CAS No.: 103-56-0
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.242
• Hs Code.: 29155090
• European Community (EC) Number: 203-124-5
• NSC Number: 46120
• UNII: OI92915815
• DSSTox Substance ID: DTXSID6047606
• Nikkaji Number: J141.583B,J33.992J
• ChEMBL ID: CHEMBL3188117
• Mol file: 103-56-0.mol

Synonyms:2-Propen-1-ol,3-phenyl-, propanoate (9CI);Cinnamyl alcohol, propionate (7CI,8CI);Propionicacid, cinnamyl ester (6CI);3-Phenyl-2-propen-1-yl propionate;NSC 46120;

Chemical Property of Cinnamyl propionate

Chemical Property:

• Vapor Pressure: 0.00136mmHg at 25°C
• Refractive Index: n20/D 1.535(lit.)
• Boiling Point: 297.4 °C at 760 mmHg
• Flash Point: 131.3 °C
• PSA: 26.30000
• Density: 1.037 g/cm³
• LogP: 2.65300
• Water Solubility.: 69mg/L at 25℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Cinnamyl Propionate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38-38-22
• Safety Statements: 26-37-45-44

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Cinnamyl propionate

There total 9 articles about Cinnamyl propionate 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%

cinnamyl 2-bromopropanoate (40630-85-1) → cinnamyl propionate (78761-38-3,103-56-0)

Guidance literature:

With indium(III) chloride; indium; chloro-trimethyl-silane; triethylamine; acetonitrile; at 10 - 30 ℃; Inert atmosphere; Sonication;

DOI:10.1016/j.tet.2011.03.079

Reference yield: 93.0%

3-Phenylpropenol (104-54-1) + propionic acid anhydride (123-62-6) → cinnamyl propionate (78761-38-3,103-56-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 23 ℃; for 0.5h;

DOI:10.1002/chem.201304384

Reference yield: 90.0%

3-Phenylpropenol (104-54-1) + propionic acid (802294-64-0,79-09-4) → cinnamyl propionate (78761-38-3,103-56-0)

Guidance literature:

With cerium(IV) trifluoromethanesulfonate; at 25 ℃; for 0.5h;

DOI:10.1246/bcsj.72.455

upstream raw materials:

3-Phenylpropenol

propionic acid

cinnamyl 2-bromopropanoate

Ethyl propionate

Downstream raw materials:

2-methyl-3-phenyl-pent-4-enoic acid

3-benzylamino-3-phenyl-1-propanol

1-(2-benzyl-pyridin-3-yl)-ethanone

2-benzylbenzo[h]quinoline

Refernces

• 1、 Perdomo, Igor Chiarelli,Gianolio, Stefania,Pinto, Andrea,Romano, Diego,Contente, Martina Letizia,Paradisi, Francesca,Molinari, Francesco. "Efficient Enzymatic Preparation of Flavor Esters in Water". . p. 6517 - 6522. Retrieved 2019/06/20.
• 2、 Dreier, Anna-Lena,Beutel, Bernd,Mück-Lichtenfeld, Christian,Matsnev, Andrej V.,Thrasher, Joseph S.,Haufe, Günter. "Synthesis of α-(Pentafluorosulfanyl)- and α-(Trifluoromethyl)-Substituted Carboxylic Acid Derivatives by Ireland-Claisen Rearrangement". . p. 1638 - 1648. Retrieved 2017/02/10.