Bicyclo[2.2.1]heptan-1-ol, methanesulfonate (9CI)

Base Information

• Chemical Name: Bicyclo[2.2.1]heptan-1-ol, methanesulfonate (9CI)
• CAS No.: 249904-42-5
• Molecular Formula: C8H14 O3 S
• Molecular Weight: 190.263
• Mol file: 249904-42-5.mol

Synonyms:Bicyclo[2.2.1]heptan-1-ol,methanesulfonate (9CI);

Chemical Property of Bicyclo[2.2.1]heptan-1-ol, methanesulfonate (9CI)

Chemical Property:

• Boiling Point: 316.3±9.0 °C(Predicted)
• PSA: 51.75000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 2.37610

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Bicyclo[2.2.1]heptan-1-ol, methanesulfonate (9CI)

There total 1 articles about Bicyclo[2.2.1]heptan-1-ol, methanesulfonate (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: 82.0%

1-norbornyl alcohol (51566-98-4) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid bicyclo[2.2.1]hept-1-yl ester (249904-42-5)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1071/CH98165

Reference yield:

methanesulfonic acid bicyclo[2.2.1]hept-1-yl ester (249904-42-5) → 1-methylcyclohexan-4-one (589-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiAlH₄ / tetrahydrofuran / 36 h / Heating

2.1: iodobenzene diacetate; I₂ / cyclohexane / 0.5 h / Irradiation; reflux

2.2: Bu₃SnH / benzene / Heating

With lithium aluminium tetrahydride; [bis(acetoxy)iodo]benzene; iodine; In tetrahydrofuran; cyclohexane; 1.1: Reduction / 2.1: Ring cleavage / 2.2: Reduction;

DOI:10.1071/CH98165

Reference yield:

methanesulfonic acid bicyclo[2.2.1]hept-1-yl ester (249904-42-5) → Norborneol-(1)-p-toluolsulfonsaeureester (33175-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 36 h / Heating

2: 78 percent / pyridine / 24 h / 50 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran; 1: Reduction / 2: Esterification;

DOI:10.1071/CH98165

upstream raw materials:

1-norbornyl alcohol

methanesulfonyl chloride

Downstream raw materials:

Norborneol-⁽¹⁾-p-toluolsulfonsaeureester

1-methylcyclohexan-4-one

Refernces