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:

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:

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

3,3,6,6-tetramethyl-1,4-cyclohexadiene

Refernces

A titanacyclobutane precursor to alkyl-substituted titanium-carbene complexes

10.1021/om00135a016

The research focuses on the synthesis and characterization of organometallic compounds, specifically metallacycles and titanium-carbene complexes. The purpose of the study was to prepare a titanacyclobutane precursor, which was then reacted with benzophenone to yield an organic product, and further reacted with phosphines to obtain phosphine adducts of an α-substituted titanium-carbene complex. The researchers also succeeded in creating a heterobimetallic alkylidene complex by reacting the metallacycle with dimethylaluminum chloride. The conclusions drawn from the study indicate that the observed reactivity of the metallacycle is consistent with productive cleavage of the metal-containing ring, leading to the formation of titanium-carbene complexes. The chemicals used in the process include 3,3-dimethylcyclopropene, Tebbe reagent, (dimethylamino)pyridine (DMAP), benzophenone, phosphines (PMeR2, where R = Me, Ph), and dimethylaluminum chloride, among others. The study provides insights into the reactivity of metallacycles and their potential as precursors to titanium-carbene compounds.

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