cis-2-tert-Butyl-2-butenedinitrile

Base Information

• Chemical Name: cis-2-tert-Butyl-2-butenedinitrile
• CAS No.: 169309-80-2
• Molecular Formula: C₈H₁₀N₂
• Molecular Weight: 134.181
• Hs Code.: 2926907090
• Mol file: 169309-80-2.mol

Synonyms:2-Butenedinitrile,2-(1,1-dimethylethyl)-, (Z)-;cis-1,2-Dicyano-3,3-dimethyl-1-butene;

Chemical Property of cis-2-tert-Butyl-2-butenedinitrile

Chemical Property:

• Boiling Point: 230.199 °C at 760 mmHg
• Flash Point: 92.992 °C
• PSA: 47.58000
• Density: 0.953 g/cm³
• LogP: 2.00606
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

cis-2-(tert-Butyl)maleonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-2-tert-Butyl-2-butenedinitrile

There total 5 articles about cis-2-tert-Butyl-2-butenedinitrile 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: 52.0%

cis-1,2-dibromine-3,3-dimethyl-1-butylene (99584-95-9) + copper(l) cyanide → 2-(2,2-dimethylethyl)butenedinitrile (131079-29-3,169309-80-2)

Guidance literature:

In N,N-dimethyl-formamide; for 4h; Reflux;

DOI:10.1039/c4dt00411f

Reference yield:

diethyl cyanomethyl phosphonate (50586-62-4) + copper(l) cyanide + pivaloyl chloride (3282-30-2) → 2-(2,2-dimethylethyl)butenedinitrile (131079-29-3,169309-80-2)

Guidance literature:

copper(l) cyanide; pivaloyl chloride; In tetrahydrofuran; at 130 ℃; for 24h; Inert atmosphere;

diethyl cyanomethyl phosphonate; With potassium tert-butylate; at 20 - 30 ℃; for 0.5h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield:

tert-butylmercury iodide (89379-02-2) + 1,2-Dicyanoethylene (764-42-1) → 2-(2,2-dimethylethyl)butanedinitrile (75354-13-1) + t-butylmaleonitrile (131079-29-3,169309-80-2)

Guidance literature:

With potassium iodide; In dimethyl sulfoxide; at 35 - 40 ℃; for 23h; Title compound not separated from byproducts; Irradiation;

upstream raw materials:

cis-1,2-dibromine-3,3-dimethyl-1-butylene

3,3-Dimethylbut-1-yne

diethyl cyanomethyl phosphonate

pivaloyl chloride

Refernces

• 1、 Yu, Lijuan,Shi, Wenye,Lin, Li,Liu, Yuwen,Li, Renjie,Peng, Tianyou,Li, Xingguo. "Effects of benzo-annelation of asymmetric phthalocyanine on the photovoltaic performance of dye-sensitized solar cells". . p. 8421 - 8430. Retrieved 2014/06/09.
• 2、 Russell, Glen A.,Yao, Ching-Fa,Rajaratnam, Ragine,Kim, Byeong Hyo. "Promotion of electron transfer by protonation of nitrogen-centered free radicals. The addition of radicals to iminium ions". . p. 373 - 375. Retrieved 2007/10/02.