Isopentyl cinnamate

Base Information

• Chemical Name: Isopentyl cinnamate
• CAS No.: 85180-66-1
• Molecular Formula: C14H18O2
• Molecular Weight: 218.296
• European Community (EC) Number: 231-931-2
• UNII: AB60R20S7J
• ChEMBL ID: CHEMBL1900511
• Nikkaji Number: J150.270K,J183.086D
• Wikidata: Q27273837
• Mol file: 85180-66-1.mol

Synonyms:isoamyl cinnamate

Chemical Property of Isopentyl cinnamate

Chemical Property:

• Melting Point: 133 °C(Solv: methanol (67-56-1))
• Boiling Point: 313.2°Cat760mmHg
• Flash Point: 165.2°C
• PSA: 0.00000
• Density: 1.006g/cm³
• LogP: 0.00000
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 218.130679813
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Isopentyl cinnamate

There total 4 articles about Isopentyl cinnamate 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%

i-Amyl alcohol (123-51-3) + (E)-3-phenylacrylic acid (140-10-3) → 3-methylbutyl (2E)-3-phenyl-2-propenoate (85180-66-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 40 - 45 ℃; for 0.75h;

DOI:10.1016/j.bmc.2018.04.007

Reference yield: 60.0%

(E)-3-phenylacrylic acid (140-10-3) → 3-methylbutyl (2E)-3-phenyl-2-propenoate (85180-66-1)

Guidance literature:

for 2h;

DOI:10.1080/00397919808004858

Reference yield:

(E)-3-phenylpropenal (14371-10-9) + i-Amyl alcohol (123-51-3) → 3-methylbutyl (2E)-3-phenyl-2-propenoate (85180-66-1)

Guidance literature:

With amberlyst-15; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 110 ℃; for 0.666667h; microwave irradiation;

DOI:10.1016/j.tet.2006.11.011

upstream raw materials:

i-Amyl alcohol

(E)-3-phenylacrylic acid

cinnamic anhydride

(E)-3-phenylpropenal

Refernces

• 1、 Lutjen, Andrew B.,Quirk, Mackenzie A.,Barbera, Allycia M.,Kolonko, Erin M.. "Synthesis of (E)-cinnamyl ester derivatives via a greener Steglich esterification". . p. 5291 - 5298. Retrieved 2018/05/04.
• 2、 Sinha, Arun K.,Sharma, Anuj,Swaroop, Anand,Kumar, Vinod. "An efficient chemoselective strategy for the preparation of (E)-cinnamic esters from cinnamaldehydes using heterogeneous catalyst and DDQ". . p. 1000 - 1007. Retrieved 2007/10/03.