1,3,3-Trimethylcyclopropene

Base Information

• Chemical Name: 1,3,3-Trimethylcyclopropene
• CAS No.: 3664-56-0
• Molecular Formula: C6H10
• Molecular Weight: 82.1454
• DSSTox Substance ID: DTXSID70190104
• Nikkaji Number: J601.075J
• Wikidata: Q83062378
• Mol file: 3664-56-0.mol

Synonyms:1,3,3-Trimethylcyclopropene;Cyclopropene-1,3,3-trimethyl;3664-56-0;cyclopropene, 1,3,3-trimethyl-;DTXSID70190104;MRLAULBRWNYTDV-UHFFFAOYSA-N;1,3,3-Trimethyl-1-cyclopropene #;InChI=1/C6H10/c1-5-4-6(5,2)3/h4H,1-3H

Chemical Property of 1,3,3-Trimethylcyclopropene

Chemical Property:

• Vapor Pressure: 316mmHg at 25°C
• Refractive Index: 1.446
• Boiling Point: 49.1 °C at 760 mmHg
• Density: 0.798 g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 82.078250319
• Heavy Atom Count: 6
• Complexity: 96.6

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC1(C)C

Technology Process of 1,3,3-Trimethylcyclopropene

There total 6 articles about 1,3,3-Trimethylcyclopropene 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: 83.0%

(η2-1,3,3-trimethylcyclopropene)bis(triphenylphosphine)nickel (117111-20-3) + dimethylfumarate (624-49-7) → 1,3,3-trimethylcyclopropene (3664-56-0) + (η2-dimethylfumarate)bis(triphenylphosphine)nickel

Guidance literature:

In benzene; (Ar); addn. of soln. of org. compd. in C6H6 to Ni-complex, standing (overnight, 22°C); evapn. to dryness, pptn. on addn. of ether, filtration, washing (ether), drying (vac.);

DOI:10.1016/0022-328X(89)88082-9

Reference yield: 74.0%

(η2-1,3,3-trimethylcyclopropene)bis(triphenylphosphine)nickel (117111-20-3) + 1,4-diphenylbut-2-ene-1,4-dione (959-28-4) → 1,3,3-trimethylcyclopropene (3664-56-0) + (η2-trans-1,2-dibenzoylethylene)bis(triphenylphosphine)nickel

Guidance literature:

In benzene; (Ar); addn. of soln. of org. compd. in C6H6 to soln. of Ni-complex in C6H6, standing (2 h, 22°C); evapn. to min. vol., pptn. on addn. of ether, filtration, washing (ether), drying (vac.);

DOI:10.1016/0022-328X(89)88082-9

Reference yield: 49.0%

(η2-1,3,3-trimethylcyclopropene)bis(triphenylphosphine)nickel (117111-20-3) + methylene cyclopropane (6142-73-0) → 1,3,3-trimethylcyclopropene (3664-56-0) + (η2-methylenecyclopropane)bis(triphenylphosphine)nickel (89606-46-2)

Guidance literature:

In toluene; (Ar); addn. of soln. of org. compd. (five-fold excess) in toluene to Ni-complex, stirring (2 h, 22°C); filtration, washing (ether), drying (vac.);

DOI:10.1016/0022-328X(89)88082-9

upstream raw materials:

2,2-dibromo-3,3-dimethyl-1-methylenecyclopropane

trans-Crotonaldehyde

toluene-4-sulfonic acid hydrazide

1-Isopropylcyclopropene

Downstream raw materials:

2,2,3,3-tetramethylcyclopropane-1-carboxylic acid

2,2,3,3-tetramethylcyclopropane

3,3-dimethyl-hexane-2,5-dione

2-(2,3,3-trimethylcycloprop-1-enyl)propan-2-ol