3a(1H)-Pentalenecarbonyl chloride, 2,3,4,5-tetrahydro-1-methyl-, trans- (9CI)

Base Information

• Chemical Name: 3a(1H)-Pentalenecarbonyl chloride, 2,3,4,5-tetrahydro-1-methyl-, trans- (9CI)
• CAS No.: 127353-90-6
• Molecular Formula: C₁₀H₁₃ClO
• Molecular Weight: 184.666
• Mol file: 127353-90-6.mol

Synonyms:3a(1H)-Pentalenecarbonyl chloride, 2,3,4,5-tetrahydro-1-methyl-, trans- (9CI)

Chemical Property of 3a(1H)-Pentalenecarbonyl chloride, 2,3,4,5-tetrahydro-1-methyl-, trans- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 2.88830

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3a(1H)-Pentalenecarbonyl chloride, 2,3,4,5-tetrahydro-1-methyl-, trans- (9CI)

There total 4 articles about 3a(1H)-Pentalenecarbonyl chloride, 2,3,4,5-tetrahydro-1-methyl-, 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:

trans-8-methylbicyclo<3.3.0>oct-1-en-5-ylformic acid (127354-05-6) → (1S,3aS)-1-Methyl-2,3,4,5-tetrahydro-1H-pentalene-3a-carbonyl chloride (127353-90-6)

Guidance literature:

With oxalyl dichloride; In dichloromethane; for 0.166667h;

DOI:10.1021/ja00170a025

Reference yield:

methyl 2-(trifluoromethylsulfonyloxy)cyclopent-1-enecarboxylate (65832-21-5) → (1S,3aS)-1-Methyl-2,3,4,5-tetrahydro-1H-pentalene-3a-carbonyl chloride (127353-90-6)

Guidance literature:

Multi-step reaction with 3 steps

2: 98 percent / aq. NaOH / methanol / 3 h / Heating

3: oxalyl chloride / CH₂Cl₂ / 0.17 h

With sodium hydroxide; oxalyl dichloride; In methanol; dichloromethane;

DOI:10.1021/ja00170a025

Reference yield:

methyl trans-8-methylbicyclo<3.3.0>oct-1-en-5-ylformate (127353-92-8) → (1S,3aS)-1-Methyl-2,3,4,5-tetrahydro-1H-pentalene-3a-carbonyl chloride (127353-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / aq. NaOH / methanol / 3 h / Heating

2: oxalyl chloride / CH₂Cl₂ / 0.17 h

With sodium hydroxide; oxalyl dichloride; In methanol; dichloromethane;

DOI:10.1021/ja00170a025

upstream raw materials:

trans-8-methylbicyclo<3.3.0>oct-1-en-5-ylformic acid

methyl 2-(trifluoromethylsulfonyloxy)cyclopent-1-enecarboxylate

methyl trans-8-methylbicyclo<3.3.0>oct-1-en-5-ylformate

methyl 2-oxocyclopentane-1-carboxylate