Cyclobutane-1,2-dicarbonitrile

Base Information

• Chemical Name: Cyclobutane-1,2-dicarbonitrile
• CAS No.: 3396-17-6
• Molecular Formula: C6H6 N2
• Molecular Weight: 106.127
• Hs Code.: 2926909090
• European Community (EC) Number: 222-250-1
• DSSTox Substance ID: DTXSID501314621
• Nikkaji Number: J205.498A
• Mol file: 3396-17-6.mol

Synonyms:cyclobutane-1,2-dicarbonitrile;3396-17-6;1,2-Dicyanocyclobutane;EINECS 221-722-4;EINECS 222-250-1;NSC 73704;AI3-50493;trans-1,2-Cyclobutanedicarbonitrile;1,2-Cyclobutanedicarbonitrile, trans-;USAF ST-1;trans-1,2-Dicyanocyclobutane;1,2-Cyclobutanedicarbonitrile;1,2-CYCLOBUTANEDICARBONITRILE, (E)-;1,2-Dicyancyclobutan;cyclobutane-1,2-dinitrile;SCHEMBL626596;DTXSID501314621;MFCD00001316;AKOS015998419;PB42539;LS-55868;FT-0694295;EN300-297301;J-500289

Chemical Property of Cyclobutane-1,2-dicarbonitrile

Chemical Property:

• Boiling Point: 292.1°Cat760mmHg
• Flash Point: 150.5°C
• PSA: 47.58000
• Density: 1.08g/cm³
• LogP: 1.05976
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 106.053098200
• Heavy Atom Count: 8
• Complexity: 155

Purity/Quality:

98%Min ^*data from raw suppliers

Cyclobutane-1,2-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1C#N)C#N

Technology Process of Cyclobutane-1,2-dicarbonitrile

There total 8 articles about Cyclobutane-1,2-dicarbonitrile 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: 87.0%

(+/-)-trans-cyclobutane-dicarboxylic acid-(1.2)-diamide (22334-15-2,35822-78-7,45775-95-9) → (1,2-trans)-cyclobutane-1,2-dicarbonitrile (3211-19-6,3211-20-9,3396-17-6)

Guidance literature:

With trifluoroacetic anhydride; In tetrahydrofuran; at 10 - 20 ℃;

Reference yield: 52.0%

acrylonitrile (107-13-1,25014-41-9) → (1,2-trans)-cyclobutane-1,2-dicarbonitrile (3211-19-6,3211-20-9,3396-17-6)

Guidance literature:

bis(triphenylphosphine)ethylenenickel⁽⁰⁾; In toluene; at 17 ℃; for 46h; Irradiation;

DOI:10.1246/cl.1985.1235

Reference yield:

→ trans-1,2-cyclobutyronitrile (3211-19-6,3211-20-9,3396-17-6)

Guidance literature:

CH2=CH-CN, o-Nitrophenol, H2O, 240grad, 0.5 h;

upstream raw materials:

acrylonitrile

(+/-)-trans-cyclobutane-dicarboxylic acid-(1.2)-diamide

Trimethyl-1,1,4-butantricarboxylat

Downstream raw materials:

trans-(cyclobutane-1,2-diyl)dimethanol

1,2-dicyanocyclobutene

C₁₉H₂₀F₂N₆O

C₁₉H₂₀F₂N₆O

Refernces

• 1、 Miyashita, Akira,Ikezu, Shohgo,Nohira, Hiroyuki. "STEREOSPECIFIC PHOTODIMERIZATION OF UNSATURATED COMPOUNDS INDUCED BY NICKEL COMPLEXES". . p. 1235 - 1238. Retrieved 2007/10/02.