bicyclo[2.2.1]hept-2-yl 4-methylbenzenesulfonate

Base Information

• Chemical Name: bicyclo[2.2.1]hept-2-yl 4-methylbenzenesulfonate
• CAS No.: 840-90-4
• Molecular Formula: C14H18O3S
• Molecular Weight: 266.361
• Mol file: 840-90-4.mol

Synonyms:2-Norbornanol,p-toluenesulfonate, endo- (8CI);Bicyclo[2.2.1]heptan-2-ol, 4-methylbenzenesulfonate,endo-;2-endo-Norbornyl p-toluenesulfonate;2-endo-Norbornyl tosylate;NSC150807;endo-2-Norbornyl tosylate;endo-Norbornyl tosylate;

Chemical Property of bicyclo[2.2.1]hept-2-yl 4-methylbenzenesulfonate

Chemical Property:

• Vapor Pressure: 3.18E-06mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 399.3 °C at 760 mmHg
• Flash Point: 195.3 °C
• Density: 1.26 g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of bicyclo[2.2.1]hept-2-yl 4-methylbenzenesulfonate

There total 6 articles about bicyclo[2.2.1]hept-2-yl 4-methylbenzenesulfonate 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: 88.0%

(+/-)-endo-2-norborneol (497-36-9) + p-toluenesulfonyl chloride (98-59-9) → endo 2-norbornyl tosylate (840-90-4)

Guidance literature:

With pyridine; at 0 ℃; for 48h;

DOI:10.1021/jo00305a021

Reference yield: 41.0%

(2R)-(+)-exo-2-norborneol (497-37-0) + p-toluenesulfonyl chloride (98-59-9) → (1R,2R,4S)-bicyclo[2.2.1]heptan-2-yl 4-methylbenzenesulfonate (840-90-4,959-42-2,31186-83-1,31186-84-2,31186-85-3,37006-23-8,94112-67-1)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02117

Reference yield:

Bicyclo<3.1.1>hept-2-yl p-toluenesulfinate (23730-25-8,134334-51-3) → 2-norbornyl tosylate (959-42-2) + endo 2-norbornyl tosylate (840-90-4) + Bicyclo<3.1.1>hept-2-yl p-toluenesulfonate

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 ℃; for 0.166667h; Yield given. Yields of byproduct given;

upstream raw materials:

(2R)-(+)-exo-2-norborneol

p-toluenesulfonyl chloride

(+/-)-endo-2-norborneol

Bicyclo<3.1.1>hept-2-yl p-toluenesulfinate

Downstream raw materials:

(2R)-(+)-exo-2-norborneol

norborn-2-ene

nortricyclane

exo-2-norbornanol