Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-, trans- (9CI)

Base Information

• Chemical Name: Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-, trans- (9CI)
• CAS No.: 83190-39-0
• Molecular Formula: C₈H₁₁ClO
• Molecular Weight: 158.628
• Mol file: 83190-39-0.mol

Synonyms:Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-, trans- (9CI)

Chemical Property of Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-, trans- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-, trans- (9CI)

There total 4 articles about Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-, trans- (9CI) 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: 85.0%

cis-2,2-Dimethyl-3-vinylcyclopropanecarboxylic acid (52454-70-3,52486-46-1,52486-48-3,52486-50-7,67528-57-8,67528-58-9,70371-62-9,104111-78-6) → (1S,3R)-2,2-Dimethyl-3-vinyl-cyclopropanecarbonyl chloride (84368-72-9,83190-39-0)

Guidance literature:

With oxalyl dichloride; In dichloromethane; for 1h;

DOI:10.1021/ja9537585

Reference yield:

ethyl 3-formyl-2,2-dimethylcyclopropanecarboxylate (66692-75-9) → (1S,3R)-2,2-Dimethyl-3-vinyl-cyclopropanecarbonyl chloride (84368-72-9,83190-39-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 40 percent / methanol / 3 h / Heating

2: 93 percent / H₂O / dioxane / 2.5 h / Heating

3: 80 percent / tetrahydrofuran / 13 h / Ambient temperature

4: 85 percent / oxalyl chloride / CH₂Cl₂ / 1 h

With oxalyl dichloride; water; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/ja9537585

Reference yield:

(rac)-cis-caronaldehyde (2102-46-7,26771-21-1,67528-54-5,72937-63-4,73611-02-6,79026-47-4,79082-71-6,99297-25-3) → (1S,3R)-2,2-Dimethyl-3-vinyl-cyclopropanecarbonyl chloride (84368-72-9,83190-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / tetrahydrofuran / 13 h / Ambient temperature

2: 85 percent / oxalyl chloride / CH₂Cl₂ / 1 h

With oxalyl dichloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja9537585

upstream raw materials:

cis-2,2-Dimethyl-3-vinylcyclopropanecarboxylic acid

ethyl 3-formyl-2,2-dimethylcyclopropanecarboxylate

(rac)-cis-caronaldehyde