tert-butyl N-ethenylcarbamate

Base Information

• Chemical Name: tert-butyl N-ethenylcarbamate
• CAS No.: 7150-72-3
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 2924199090
• Mol file: 7150-72-3.mol

Synonyms:tert-butyl N-ethenylcarbamate;

Chemical Property of tert-butyl N-ethenylcarbamate

Chemical Property:

• Vapor Pressure: 1.54mmHg at 25°C
• Melting Point: 65-67 °C(Solv: ethyl acetate (141-78-6); pentane (109-66-0))
• Boiling Point: 169.4°C at 760 mmHg
• PKA: 11.25±0.46(Predicted)
• Flash Point: 56.3°C
• PSA: 38.33000
• Density: 0.944g/cm³
• LogP: 2.04550
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butylvinylcarbamate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl N-ethenylcarbamate

There total 8 articles about tert-butyl N-ethenylcarbamate 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: 98.0%

N-formyl-N-vinyl-carbamic acid tert-butyl ester (1321892-09-4) → t-butyl N-vinylcarbamate (7150-72-3)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 2.66667h;

DOI:10.1021/acs.joc.6b01795

Reference yield: 82.0%

n-vinylformamide (13162-05-5,72018-12-3) + di-tert-butyl dicarbonate (24424-99-5) → t-butyl N-vinylcarbamate (7150-72-3)

Guidance literature:

n-vinylformamide; di-tert-butyl dicarbonate; With dmap; triethylamine; In tetrahydrofuran; at 0 ℃; for 2h; Schlenk technique; Inert atmosphere;

With lithium hydroxide; In tetrahydrofuran; water; at 50 ℃; for 4h; Schlenk technique; Inert atmosphere;

DOI:10.1039/d1cc02185k

Reference yield: 77.0%

n-vinylformamide (13162-05-5,72018-12-3) + tert-butyl chloroformate (24608-52-4) → t-butyl N-vinylcarbamate (7150-72-3)

Guidance literature:

n-vinylformamide; tert-butyl chloroformate; With triethylamine; In tetrahydrofuran; at 0 ℃; for 5h;

With sodium hydroxide; In tetrahydrofuran; at 0 - 5 ℃; for 9h;

DOI:10.1039/c9cc09866f

upstream raw materials:

isocyanatoethene

tert-butyl alcohol

acryloyl azide

di-tert-butyl dicarbonate

Downstream raw materials:

[6-(2-tert-butoxycarbonylamino-ethyl)-cyclohexa-1,5-dienyl]-(2-triisopropylsilanyloxy-phenyl)-carbamic acid methyl ester

methyl 4-[2-(tert-butoxycarbonylamino)ethyl]benzoate

N-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-ethylamine

tert-butyl 2-[2-[(tert-butoxycarbonyl)amino]ethyl]phenylcarbamate

Refernces

• 1、 Hart. "-". . p. 51,54. Retrieved 1959.
• 2、 Chen, Pinhong,Fu, Liang,Li, Yibiao,Liu, Guosheng,Zhang, Guoyu,Zhou, Song,Zou, Jianping. "Asymmetric Coupling of Carbon-Centered Radicals Adjacent to Nitrogen: Copper-Catalyzed Cyanation and Etherification of Enamides". supporting information. p. 20439 - 20444. Retrieved 2020/09/07.