3-Iodomethyl-1-cyclohexene

Base Information

• Chemical Name: 3-Iodomethyl-1-cyclohexene
• CAS No.: 34825-94-0
• Molecular Formula: C7H11I
• Molecular Weight: 222.07
• Mol file: 34825-94-0.mol

Synonyms:3-Iodomethyl-1-cyclohexene

Chemical Property of 3-Iodomethyl-1-cyclohexene

Chemical Property:

• Boiling Point: 85 °C (10 mmHg)
• PSA: 0.00000
• LogP: 2.77770

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Iodomethyl-1-cyclohexene

There total 6 articles about 3-Iodomethyl-1-cyclohexene 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: 98.0%

endo-2-norcaranol (7432-49-7,6376-96-1,31022-87-4,38263-37-5,38263-38-6,136616-41-6) → 3-(iodomethyl)-1-cyclohexene (34825-94-0)

Guidance literature:

With magnesium iodide; zinc(II) iodide; In diethyl ether; for 4h; Heating;

DOI:10.1021/jo01301a003

Reference yield: 96.0%

(iodomethyl)zinc iodide (4109-94-8) + rac-3-bromocyclohexene (1521-51-3,113667-32-6) → 3-(iodomethyl)-1-cyclohexene (34825-94-0)

Guidance literature:

With CuI*2LiI; In tetrahydrofuran; at -20 - -10 ℃; Product distribution; other electrophiles (acyl chlorides, enones, aldehydes, allyl bromides) and copper and zinc carbenoids;

DOI:10.1021/jo00283a006

Reference yield: 88.0%

cyclohexenone (930-68-7) + diiodomethane (75-11-6) → 3-(iodomethyl)-1-cyclohexene (34825-94-0)

Guidance literature:

cyclohexenone; diiodomethane; With methyllithium lithium bromide; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

With hexylsilane; tris(pentafluorophenyl)borate; In dichloromethane; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02831

upstream raw materials:

endo-2-norcaranol

(iodomethyl)zinc iodide

rac-3-bromocyclohexene

cyclohex-2-en-1-ylmethyl 4-methylbenzenesulfonate

Downstream raw materials:

3-(2-cyclohexenyl)-propiophenone N,N-dimethylhydrazone

trans-2-Iod-trans-3-iodmethylcyclohexanol

trans-3-methylcyclohexanol acetate

3-(2-cyclohexenyl)-propiophenone

Refernces

• 1、 Crotti, Paolo,Badalassi, Fabrizio,Di Bussolo, Valeria,Favero, Lucilla,Pineschi, Mauro. "Stereo- and regioselectivity of cyclization reactions in conformationally restricted epoxy ketones: Evaluation of C- versus O-alkylation process". . p. 8559 - 8572. Retrieved 2007/10/03.
• 2、 McCormick, J.P.,Barton, Donald L.. "Synthetic Applications of Metal Halides.Conversion of Cyclopropylmethanols into Homoallylic Halides.". . p. 2566 - 2570. Retrieved 2007/10/02.