5-(Propan-2-ylidene)bicyclo[2.1.0]pentane

Base Information

• Chemical Name: 5-(Propan-2-ylidene)bicyclo[2.1.0]pentane
• CAS No.: 72447-89-3
• Molecular Formula: C8H12
• DSSTox Substance ID: DTXSID40542611
• Nikkaji Number: J455.835I

Synonyms:72447-89-3;5-(Propan-2-ylidene)bicyclo[2.1.0]pentane;DTXSID40542611

Chemical Property of 5-(Propan-2-ylidene)bicyclo[2.1.0]pentane

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 137

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C1C2C1CC2)C

Technology Process of 5-(Propan-2-ylidene)bicyclo[2.1.0]pentane

There total 2 articles about 5-(Propan-2-ylidene)bicyclo[2.1.0]pentane 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: 80.0%

7-isopropylidene-2,3-diaza-bicyclo[2.2.1]hept-2-ene (31689-32-4) + acrylonitrile (107-13-1,25014-41-9) → 5-isopropylidenebicyclo<2.1.0>pentane (72447-89-3) + 5-Cyan-7-isopropyliden-bicyclo<2.2.1>hept-2-en (80954-13-8) + 3,3-Dimethyl-1,2,3,5,6,6a-hexahydro-pentalene-1-carbonitrile + 1,1-Dimethyl-1,2,3,3a,4,5-hexahydro-pentalene-2-carbonitrile (80939-31-7)

Guidance literature:

at -78 ℃; Mechanism; Irradiation; 2-isopropylidenecyclopentane-1,3-diyl intermediate; reaction regioselectivity;

DOI:10.1021/ja00393a039

Reference yield:

maleic anhydride (108-31-6) + 7-isopropylidene-2,3-diaza-bicyclo[2.2.1]hept-2-ene (31689-32-4) → 7-isopropylidenebicyclo<2.2.1>heptane-2,3-cis-exo-dicarboxylic anhydride (6319-18-2) + 5-isopropylidenebicyclo<2.1.0>pentane (72447-89-3) + 7,7-Dimethyl-3a,3b,4,5,7,7a-hexahydro-pentaleno[1,2-c]furan-1,3-dione (38136-51-5)

Guidance literature:

at -78 ℃; Mechanism; Irradiation; 2-isopropylidenecyclopentane-1,3-diyl intermediate;

DOI:10.1021/ja00393a039

Reference yield:

5-isopropylidenebicyclo<2.1.0>pentane (72447-89-3) + acrylonitrile (107-13-1,25014-41-9) → 5-Cyan-7-isopropyliden-bicyclo<2.2.1>hept-2-en (80954-13-8) + 1,1-Dimethyl-1,2,3,3a,4,5-hexahydro-pentalene-2-carbonitrile (80939-31-7)

Guidance literature:

In acetone; at -55.6 - -54.2 ℃; Mechanism; Rate constant; Irradiation;

DOI:10.1021/ja00372a018

upstream raw materials:

maleic anhydride

7-isopropylidene-2,3-diaza-bicyclo[2.2.1]hept-2-ene

acrylonitrile

Downstream raw materials:

7-isopropylidenebicyclo<2.2.1>heptane-2,3-cis-exo-dicarboxylic anhydride

7,7-Dimethyl-3a,3b,4,5,7,7a-hexahydro-pentaleno[1,2-c]furan-1,3-dione

5-Cyan-7-isopropyliden-bicyclo<2.2.1>hept-2-en

1,1-Dimethyl-1,2,3,3a,4,5-hexahydro-pentalene-2-carbonitrile

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