Cyclopropene, 3,3-dimethyl-

Base Information

• Chemical Name: Cyclopropene, 3,3-dimethyl-
• CAS No.: 3907-06-0
• Molecular Formula: C5H8
• Molecular Weight: 68.1185
• DSSTox Substance ID: DTXSID60192314
• Nikkaji Number: J606.151F
• Wikidata: Q83064970
• Mol file: 3907-06-0.mol

Synonyms:3,3-dimethylcyclopropene

Chemical Property of Cyclopropene, 3,3-dimethyl-

Chemical Property:

• Vapor Pressure: 908mmHg at 25°C
• Boiling Point: 20°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.801g/cm³
• LogP: 1.58240
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 68.062600255
• Heavy Atom Count: 5
• Complexity: 60.1

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=C1)C

Technology Process of Cyclopropene, 3,3-dimethyl-

There total 10 articles about Cyclopropene, 3,3-dimethyl- 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: 92.0%

1-bromo-2,2-dimethylcyclopropane (3815-09-6) → 3,3-Dimethylcyclopropen (3907-06-0)

Guidance literature:

With potassium hydroxide; dibenzo-18-crown-6; In dimethyl sulfoxide; at 110 ℃; for 0.166667h;

DOI:10.1007/BF00960295

Reference yield: 82.0%

1-chloro-2,2-dimethylcyclopropane (34188-78-8) → 3,3-Dimethylcyclopropen (3907-06-0)

Guidance literature:

With potassium hydroxide; dibenzo-18-crown-6; In dimethyl sulfoxide; at 125 ℃; for 0.166667h;

DOI:10.1007/BF00960295

Reference yield:

1,1-dibromo-2,2-dimethylcyclopropane (32264-50-9) → 3,3-Dimethylcyclopropen (3907-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Bu₃SnH / 1.5 h / 0 - 25 °C

2: 61 percent / KOBu^t / dimethylsulfoxide / 7 h / 100 °C

With potassium tert-butylate; tri-n-butyl-tin hydride; In dimethyl sulfoxide;

upstream raw materials:

dichloromethane

2-methylprop-1-enyllithium

1-bromo-2,2-dimethylcyclopropane

4-methyl-N'-(3-methylbut-2-en-1-ylidene)benzenesulfonohydrazide

Downstream raw materials:

(1R,3S)-2,2-Dimethyl-3-vinyl-cyclopropanecarboxylic acid ethyl ester

3(Z)-(3'-Butenyl)-2,2-dimethyl-cyclopropancarbonsaeure

(1S,3R)-2,2-Dimethyl-3-(4-methyl-pent-4-enyl)-cyclopropanecarboxylic acid

1,1-Dimethyl-2-(2-methylallyl)cyclopropan

Refernces

• 1、 Binger,P.. "-". . p. 190 - 192. Retrieved 1974.
• 2、 Closs,Closs. "-". . p. 2015. Retrieved 1961.
• 3、 Baird, Mark S,Huber, Florian A.M,Clegg, William. "Stereocontrolled approaches to 2-(2-aminoalkyl)-1-hydroxycyclopropanes". . p. 9849 - 9858. Retrieved 2007/10/03.
• 4、 Bolesov, I. G.,Ignatchenko, A. V.,Bovin, N. V.,Prudchenko, I. A.,Surmina, L. S.,et al.. "SELECTIVITY IN THE REACTIONS OF 3,3-DISUBSTITUTED CYCLOPROPENES WITH NITRILE OXIDES". . p. 87 - 100. Retrieved 2007/10/02.