Bicyclo(2.2.1)hept-2-en-7-ol, syn-

Base Information

• Chemical Name: Bicyclo(2.2.1)hept-2-en-7-ol, syn-
• CAS No.: 13118-70-2
• Molecular Formula: C7H10O
• Molecular Weight: 110.156
• DSSTox Substance ID: DTXSID50927112
• Nikkaji Number: J132.806I
• Mol file: 13118-70-2.mol

Synonyms:syn-bicyclo[2.2.1]hept-2-en-7-ol;syn-norbornen-7-ol;7-syn-norbornenol;syn-7-hydroxy-bicyclo[2.2.1]hept-2-ene;norborn-2-ene-7syn-ol;syn-7-hydroxynorborn-2-ene;

Chemical Property of Bicyclo(2.2.1)hept-2-en-7-ol, syn-

Chemical Property:

• Vapor Pressure: 0.183mmHg at 25°C
• Boiling Point: 186.7°Cat760mmHg
• Flash Point: 62.9°C
• PSA: 20.23000
• Density: 1.153g/cm³
• LogP: 0.94330
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 114

Purity/Quality:

syn-7-Hydroxynorbornene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C=CC1C2O
• Uses: syn-7-Hydroxynorbornene is a reagent in the synthesis of potential modulators of CCR2 chemokine receptor activity. Useful reagent in polymerization reactions.

Technology Process of Bicyclo(2.2.1)hept-2-en-7-ol, syn-

There total 13 articles about Bicyclo(2.2.1)hept-2-en-7-ol, syn- 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: 45.0%

exo-2,3-epoxynorbornane (278-74-0) → syn-bicyclo<2.2.1>hept-2-en-7-ol (694-70-2,13118-70-2,53783-87-2,95404-23-2,95404-24-3)

Guidance literature:

exo-2,3-epoxynorbornane; With phenylmagnesium bromide; In diethyl ether; for 3h; Heating / reflux;

With water; In diethyl ether;

Reference yield: 40.0%

2,3-epoxynorbornane (278-74-0) → (1R,4S,7R)-Bicyclo[2.2.1]hept-2-en-7-ol (13118-70-2)

Guidance literature:

With phenylmagnesium bromide;

DOI:10.1021/ja010684q

Reference yield:

7-norbornenone (694-71-3) → (1R,4S,7R)-Bicyclo[2.2.1]hept-2-en-7-ol (13118-70-2) + ant-7-norbornenol (694-70-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 5 ℃; various 7-norbornenones, similar reaction with methyllithium;

DOI:10.1016/S0040-4039(00)79601-8

upstream raw materials:

2-exo-bromonorbornan-7-syn-ol

toluene-4-sulfonic acid norborn-2-ene-7syn-yl ester

bicyclo<2.2.1>hept-2-en-7-one

7-norbornenone

Downstream raw materials:

exo-3,3-Fluorenylidenetricyclo<3.2.1.0^2,4>oct-anti-8-yl Tosylate

tetrabenzo[5.5]fulvalene

exo-3,3-Fluorenylidenetricyclo<3.2.1.0^2,4>octan-anti-8-ol

syn-7-chloro-2-norbornanone

Refernces

• 1、 Sauers,R.R.,Hawthorne,R.M.. "-". . p. 1685 - 1687. Retrieved 1964.
• 2、 Winstein,S. et al.. "-". . p. 2324 - 2326. Retrieved 1963.
• 3、 Gerteisen,T.J.,Kleinfelter,D.C.. "-". . p. 3255 - 3259. Retrieved 1971.
• 4、 La,Sattely,Ford,Schrock,Hoveyda. "Catalytic asymmetric ring-opening metathesis/cross metathesis (AROM/CM) reactions. Mechanism and application to enantioselective synthesis of functionalized cyclopentanes". . p. 7767 - 7778. Retrieved 2007/10/03.