Cyclohexanol,2-(1-Methylethenyl)-,(1R,2S)-rel

Base Information

• Chemical Name: Cyclohexanol,2-(1-Methylethenyl)-,(1R,2S)-rel
• CAS No.: 71955-57-2
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.225
• Mol file: 71955-57-2.mol

Synonyms:

Chemical Property of Cyclohexanol,2-(1-Methylethenyl)-,(1R,2S)-rel

Chemical Property:

• PSA: 20.23000
• LogP: 2.11360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanol,2-(1-Methylethenyl)-,(1R,2S)-rel

There total 18 articles about Cyclohexanol,2-(1-Methylethenyl)-,(1R,2S)-rel 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: 95.0%

isopropenyllithium (6386-71-6) + cyclohexane-1,2-epoxide (286-20-4) → (±)-(1S,2R)-2-(prop-1-en-2-yl)cyclohexanol (24350-58-1,71955-57-2,104746-46-5,139012-83-2,139012-84-3)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

DOI:10.1021/ja00324a060

Reference yield: 92.0%

isopropenylmagnesium bromide (13291-18-4) + cyclohexane-1,2-epoxide (286-20-4) → (±)-(1S,2R)-2-(prop-1-en-2-yl)cyclohexanol (24350-58-1,71955-57-2,104746-46-5,139012-83-2,139012-84-3)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at -78 - -20 ℃; for 2h;

DOI:10.1002/anie.202000579

Reference yield:

7-methyloct-6-enal (70512-12-8) → cis-2-(1-methylethenyl)cyclohexanol + (±)-(1S,2R)-2-(prop-1-en-2-yl)cyclohexanol (24350-58-1,71955-57-2,104746-46-5,139012-83-2,139012-84-3)

Guidance literature:

With K₁₂(Ga₄(1,5-bis(2,3-dihydroxybenzamido)naphthalene))6; In aq. phosphate buffer; at 60 ℃; for 28h; pH=7.5;

DOI:10.1021/ja308254k

upstream raw materials:

7-methyloct-6-enal

vinyl acetate

(±)-(1S,2R)-2-(prop-1-en-2-yl)cyclohexanol

3,3,7-trimethyl-oct-6-enal

Downstream raw materials:

(R)-2-(prop-1-en-2-yl)cyclohexanone

2-(1-methylethenyl)cyclohexanone

(±)-(1S,2R)-2-(prop-1-en-2-yl)-1-vinylcyclohexanol

(1R,2S)-2-(prop-1-en-2-yl)cyclohexyl acetate

Refernces

• 1、 Matile, Stefan,Paraja, Miguel. "Primary Anion–π Catalysis of Epoxide-Opening Ether Cyclization into Rings of Different Sizes: Access to New Reactivity". supporting information. p. 6273 - 6277. Retrieved 2020/02/28.
• 2、 -. "MANUFACTURING METHOD OF OPTICAL ACTIVE ALCOHOL". Paragraph 0132. . Retrieved 2017/05/04.