Isobutyl cinnamate

Base Information

• Chemical Name: Isobutyl cinnamate
• CAS No.: 122-67-8
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• Hs Code.: 2916399090
• European Community (EC) Number: 204-564-0
• NSC Number: 404181
• UNII: 4NCI0MR7KP
• Nikkaji Number: J260.931B,J9.709H
• Wikidata: Q27260243
• ChEMBL ID: CHEMBL2286136
• Mol file: 122-67-8.mol

Synonyms:isobutyl cinnamate

Chemical Property of Isobutyl cinnamate

Chemical Property:

• Vapor Pressure: 0.00141mmHg at 25°C
• Refractive Index: n20/D 1.54(lit.)
• Boiling Point: 296.7 °C at 760 mmHg
• Flash Point: 157.2 °C
• PSA: 26.30000
• Density: 1.003 g/cm³
• LogP: 2.89900
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Isobutyl cinnamate ≥98%, FCC, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)COC(=O)C=CC1=CC=CC=C1
• Isomeric SMILES: CC(C)COC(=O)/C=C/C1=CC=CC=C1
• Description: Isobutyl cinnamate has a sweet, fruity, balsamic odor and a sweet taste reminiscent of currant. Prepared by heating cinnamyl chloride and isobutyl alcohol.
• Uses: Perfumery. Isobutyl Cinnamate is a synthetic flavoring agent that is a stable, colorless to light yellow liquid of fruity odor. it is miscible with alco- hol, chloroform, and ether but is practically insoluble in water. storage should be in glass or tin-lined containers. it is used in fruit flavors such as cherry and prune with applications in beverages, ice cream, candy, and baked goods at 1–5 ppm.

Technology Process of Isobutyl cinnamate

There total 5 articles about Isobutyl 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: 80.2%

bromobenzene (108-86-1,52753-63-6) + isobutyl acrylate (106-63-8,26335-74-0) → 2-propenoic acid, 3-phenyl-, 2-methylpropyl ester (122-67-8)

Guidance literature:

With sodium carbonate; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 10h; Green chemistry;

DOI:10.1007/s11426-014-5072-4

Reference yield: 62.9%

2-methyl-propan-1-ol (78-83-1) + Cinnamic acid (621-82-9) → 2-propenoic acid, 3-phenyl-, 2-methylpropyl ester (122-67-8)

Guidance literature:

With sulfuric acid; for 4h; Heating;

Reference yield:

2-methylpropyl acetate (110-19-0) + benzaldehyde (100-52-7) → 2-propenoic acid, 3-phenyl-, 2-methylpropyl ester (122-67-8)

Guidance literature:

With aluminum (III) chloride; 1-butyl-3-methyl-3H-imidazol-1-ium fluoride; N,O-bis-(trimethylsilyl)-acetamide; 1-butyl-3-methylimidazolium chloride; In dichloromethane; for 4h; Inert atmosphere;

DOI:10.1039/c7gc02265d

upstream raw materials:

2-methyl-propan-1-ol

cinnamoyl chloride

Cinnamic acid

bromobenzene

Downstream raw materials:

2-methylpropyl 3-phenypropionate

iso-butyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Refernces

• 1、 Yang, Hao,Ji, Shengfu,Liu, Xuefei,Zhang, Danni,Shi, Da. "Magnetically recyclable Pd/γ-AlOOH@Fe3O4 catalysts and their catalytic performance for the Heck coupling reaction". . p. 866 - 872. Retrieved 2014/06/24.
• 2、 Pagani,Caccialanza,Montanari. "Cinnnamic derivatives with phytotoxic activity. I". . p. 214 - 230. Retrieved 2007/10/05.