1-cyclopropylcyclobutene

Base Information

• Chemical Name: 1-cyclopropylcyclobutene
• CAS No.: 22693-18-1
• Molecular Formula: C7H10
• Molecular Weight: 94.1564
• Mol file: 22693-18-1.mol

Synonyms:

Chemical Property of 1-cyclopropylcyclobutene

Chemical Property:

• Vapor Pressure: 27.87mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-cyclopropylcyclobutene

There total 6 articles about 1-cyclopropylcyclobutene 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: 46.0%

1-cyclobutyl-1-(p-tolylsulfonyloxy)cyclopropane (400820-18-0) → cyclobutylidenecyclopropane (16764-72-0) + 1-cyclopropyl-1-cyclobutene (22693-18-1)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 25 ℃; for 48h;

DOI:10.1002/1099-0690(200110)2001:20<3789::AID-EJOC3789>3.0.CO;2-O

Reference yield: 28.0%

C13H15N2O2S(1-)*K(1+) (126063-53-4) → 1-cyclopropyl-1-cyclobutene (22693-18-1) + dicyclopropyl ketone (1121-37-5)

Guidance literature:

With Δ; In dimethyl sulfoxide; at 110 ℃; Rate constant; Kinetics; Thermodynamic data; other temp.; E_a, ΔH(excit.), ΔS(excit.) ΔG(excit.);

DOI:10.1021/jo00296a010

Reference yield: 5.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + spiro<2.3>hex-1-ene (71153-32-7) → 1-cyclopropyl-1-cyclobutene (22693-18-1) + (cyclopropylmethylene)cyclobutane (70624-82-7) + cyclobutane-spiro-3-tricyclo<3.1.0.02,4>hexane-6-spirocyclobutane (114640-69-6)

Guidance literature:

With palladium diacetate; In diethyl ether; at 0 ℃;

upstream raw materials:

diazomethane

spiro<2.3>hex-1-ene

1,1,2,2-tetrachloroethylene

5,5-dicyclopropyl-2-methoxy-2-methyl-Δ³-1,3,4-oxadiazoline

Refernces

• 1、 Lukin, K. A.,Zefirov, N. S.. "REACTIONS OF CYCLOPROPENES WITH DIAZOMETHANE IN THE PRESENCE OF PALLADIUM COMPOUNDS". . p. 242 - 246. Retrieved 2007/10/02.
• 2、 Bekhazi, Michel,Risbood, Prabhakar A.,Warkentin, John. "Generation and Chemical Properties of Dicyclopropylcarbene. Ring Expansion, Chlorine Abstraction, C-H Insertion, and Alkene Addition Reactions". . p. 5675 - 5679. Retrieved 2007/10/02.