Cyclohexene, 2-iodo-1,3,3-trimethyl-

Base Information

• Chemical Name: Cyclohexene, 2-iodo-1,3,3-trimethyl-
• CAS No.: 189633-81-6
• Molecular Formula: C9H15I
• Molecular Weight: 250.123
• DSSTox Substance ID: DTXSID50450551
• Nikkaji Number: J1.196.488E
• Wikidata: Q82270333
• Mol file: 189633-81-6.mol

Synonyms:Cyclohexene, 2-iodo-1,3,3-trimethyl-;189633-81-6;DTXSID50450551;1,3,3-Trimethyl-2-iodocyclohexene

Chemical Property of Cyclohexene, 2-iodo-1,3,3-trimethyl-

Chemical Property:

• PSA: 0.00000
• LogP: 3.90550
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 250.02185
• Heavy Atom Count: 10
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)I

Technology Process of Cyclohexene, 2-iodo-1,3,3-trimethyl-

There total 5 articles about Cyclohexene, 2-iodo-1,3,3-trimethyl- 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: 85.2%

2,2,6-trimethyl-cyclohexanone hydrazone (189633-82-7) → 2‐iodo‐1,3,3‐trimethylcyclohex‐1‐ene (189633-81-6)

Guidance literature:

With DBN; iodine; In diethyl ether; Heating;

DOI:10.1021/ol062456c

Reference yield: 80.0%

2,2,6-trimethylcyclohexan-1-one (2408-37-9) → 2‐iodo‐1,3,3‐trimethylcyclohex‐1‐ene (189633-81-6)

Guidance literature:

2,2,6-trimethylcyclohexan-1-one; With hydrazine hydrate; triethylamine; In acetonitrile; at 100 ℃;

With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; at 100 ℃;

DOI:10.1081/SCC-100104430

Reference yield: 76.0%

[2,2,6-Trimethyl-cyclohex-(E)-ylidene]-hydrazine → 2‐iodo‐1,3,3‐trimethylcyclohex‐1‐ene (189633-81-6)

Guidance literature:

[2,2,6-Trimethyl-cyclohex-(E)-ylidene]-hydrazine; With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; at 23 ℃; for 0.5h;

With iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 3h; Heating;

DOI:10.1016/j.tet.2006.07.023

upstream raw materials:

2,2,6-trimethyl-cyclohexanone hydrazone

2,2,6-trimethylcyclohexan-1-one

2,6-dimethylcyclohexanone

Downstream raw materials:

ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate

ethyl 7-cis-retinoate

5‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)pentanal

2‐methyl‐4‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)butanal

Refernces

• 1、 Lenormand, Anthony,Reyes Méndez, Lucía,Coulomb, Julien. "Relay-Heck Cross-Coupling Between Alkenyl Halides and Unsaturated Alcohols in the Synthesis of Open-Chain Analogues of Musk Odorant Vulcanolide". supporting information. p. 9276 - 9280. Retrieved 2021/05/28.
• 2、 Venkatesha, Manjunatha A.,Suresh, Hariprasad. "Synthesis of five-and six-membered 1,3,3-trimethyl-2-(trimethylsilyl) cycloalkenes: A novel preparation of alkyl/alkenyl/aryl 2,5,5-trimethyl-1- cyclopentenyl ketones". . p. 759-768+S57-S61. Retrieved 2013/07/26.