3-Methylenecyclobutanecarbonitrile

Base Information

• Chemical Name: 3-Methylenecyclobutanecarbonitrile
• CAS No.: 15760-35-7
• Molecular Formula: C6H7N
• Molecular Weight: 93.1283
• Hs Code.: 2926909090
• European Community (EC) Number: 631-528-5
• DSSTox Substance ID: DTXSID80166294
• Nikkaji Number: J48.584E
• Wikidata: Q72490435
• Mol file: 15760-35-7.mol

Synonyms:3-Methylenecyclobutanecarbonitrile;15760-35-7;3-methylidenecyclobutane-1-carbonitrile;3-Methylenecyclobutane-1-carbonitrile;CYCLOBUTANECARBONITRILE, 3-METHYLENE-;3-Methylenecyclobutane carbonitrile;3-Methylene cyclobutyl carbonitrile;3-Methylene-1-cyanocyclobutane;3-Methylene-cyclobutanecarbonitrile;3-Methylenecyanocyclobutane;BRN 2038614;USAF A-18103;MFCD01085401;4-09-00-00111 (Beilstein Handbook Reference);1-Cyano-3-methylidenecyclobutane;3-Methylenecyclobutanenitrile;DTXSID80166294;3-Methylenecyclobutane-carbonitrile;3-methylidenecyclobutanecarbonitrile;BCP30309;3-methylene-1-cyclobutanecarbonitrile;BBL102481;STL556284;AKOS006229386;AS-5449;CS-W005291;PB19908;LS-55834;SY035872;AM20070632;FT-0616157;3-Methylenecyclobutanecarbonitrile, 97% (GC);EN300-82945;A809855;SR-01000944997;J-512902;SR-01000944997-1

Chemical Property of 3-Methylenecyclobutanecarbonitrile

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 1.38mmHg at 25°C
• Melting Point: 149-150 °C
• Refractive Index: 1.465
• Boiling Point: 171.688 °C at 760 mmHg
• Flash Point: 51.846 °C
• PSA: 23.79000
• Density: 0.947 g/cm³
• LogP: 1.47618
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 93.057849228
• Heavy Atom Count: 7
• Complexity: 130

Purity/Quality:

98%, ^*data from raw suppliers

3-Methylenecyanocyclobutane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-43
• Safety Statements: 26-36/37/39-36/37-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CC(C1)C#N

Technology Process of 3-Methylenecyclobutanecarbonitrile

There total 5 articles about 3-Methylenecyclobutanecarbonitrile 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: 85.0%

methanol (67-56-1) + 3-methylbicyclo[1.1.0]butane-1-carbonitrile (694-25-7) → 3-methylenecyclobutanecarbonitrile (15760-35-7) + E-3-methyl-3-methoxycyclobutane-1-carbonitrile (4839-76-3) + Z-3-methyl-3-methoxycyclobutane-1-carbonitrile (4839-75-2)

Guidance literature:

With toluene-4-sulfonic acid; Ambient temperature;

DOI:10.1021/jo00374a009

Reference yield:

1,2-propanediene (463-49-0) + acrylonitrile (107-13-1,25014-41-9) → 3-methylenecyclobutanecarbonitrile (15760-35-7)

Guidance literature:

DOI:10.1021/ja01553a049 DOI:10.1021/ja01520a033

Reference yield:

1,2-propanediene (463-49-0) + acrylonitrile (107-13-1,25014-41-9) → 3-methylenecyclobutanecarbonitrile (15760-35-7)

Guidance literature:

at 200 ℃; analoge Reaktionen mit weiteren ungesaettigten Verbindungen;

DOI:10.1021/ja01520a033

upstream raw materials:

1,2-propanediene

acrylonitrile

methanol

3-methylbicyclo[1.1.0]butane-1-carbonitrile

Downstream raw materials:

1-(1-Bromomethyl-3-cyano-cyclobutyl)-tetrahydro-selenophenium; bromide

3-Chloro-3-methyl-cyclobutanecarbonitrile

3-chloro-3-methylcyclobutanecarbonitrile

3-Bromo-3-methyl-cyclobutanecarbonitrile

Refernces

• 1、 Jandu,Barrett,Brockwell,Cambridge,Farrant,Foster,Giles,Glen,Hill,Hobbs,Honey,Martin,Salmon,Smith,Woollard,Selwood. "Discovery of 4-[3-(trans-3-Dimethylaminocyclobutyl)-1H-indol-5-ylmethyl](4S)-oxazolidin- 2-one (4991W93), a 5HT1b/1d receptor partial agonist and a potent inhibitor of electrically induced plasma extravasation". . p. 681 - 693. Retrieved 2007/10/03.