cinnamyl methyl carbonate

Base Information

• Chemical Name: cinnamyl methyl carbonate
• CAS No.: 85217-69-2
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• Mol file: 85217-69-2.mol

Synonyms:CINNAMYL METHYL CARBONATE;methylcinnamyl carbonate;methyl (Z)-;

Chemical Property of cinnamyl methyl carbonate

Chemical Property:

• Boiling Point: 113-115℃ (2 Torr)
• PSA: 35.53000
• Density: 1.109±0.06 g/cm3(Predicted)
• LogP: 2.48280

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cinnamyl methyl carbonate

There total 22 articles about cinnamyl methyl carbonate 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: 99.0%

methyl chloroformate (79-22-1) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (E)-methyl cinnamyl carbonate (87802-71-9,85217-69-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; Reflux; Inert atmosphere;

DOI:10.1021/ja101186p

Reference yield: 99.0%

3-Phenylpropenol (104-54-1) + carbonic acid dimethyl ester (616-38-6) → cinnamyl methyl carbonate (85217-69-2,87802-71-9)

Guidance literature:

With heterogeneous zinc/imidazole catalyst; at 110 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201600229

Reference yield: 98.5%

1H-benzotriazole-1-carboxylic acid methyl ester 3-oxide (76266-27-8) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (E)-methyl cinnamyl carbonate (87802-71-9,85217-69-2)

Guidance literature:

With triethylamine; In pyridine; at 25 ℃; for 0.25h;

DOI:10.1021/ol034274d

upstream raw materials:

methyl chloroformate

(2E)-3-phenyl-2-propen-1-ol

1H-benzotriazole-1-carboxylic acid methyl ester 3-oxide

methanol

Downstream raw materials:

Trimethylmethoxysilane

(E)-4-phenyl-3-butenenitrile

(3E,5E)-6-Phenyl-hexa-3,5-dienoic acid dimethylamide

Dimethyl methyl(1-phenylprop-2-en-1-yl)malonate

Refernces

• 1、 Chang, Wenju,Fu, Xiang,Hu, Wenhao,Kang, Zhenghui,Liang, Yong,Tian, Xue,Xu, Xinfang,Zhao, Wenxuan. "Ternary Catalysis Enabled Three-Component Asymmetric Allylic Alkylation as a Concise Track to Chiral α,α-Disubstituted Ketones". . p. 20818 - 20827. Retrieved 2021/12/17.
• 2、 Xie, Xingang,Tang, Shouchu,Wang, Xiaolei,Wang, Panpan,Jiang, Qian,Zhao, Ruibo. "Enantioselective α-functionalization of 1,3-dithianes by iridium-catalyzed allylic substitution". . p. 12456 - 12467. Retrieved 2020/11/09.