(S)-3-n-butylcyclohexanone

Base Information

• Chemical Name: (S)-3-n-butylcyclohexanone
• CAS No.: 72746-41-9
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• DSSTox Substance ID: DTXSID50452035
• Nikkaji Number: J659.707F
• Wikidata: Q82272385
• Mol file: 72746-41-9.mol

Synonyms:(S)-3-n-butylcyclohexanone;72746-41-9;(3S)-3-Butylcyclohexanone;SCHEMBL6516575;DTXSID50452035;ORIINXCHZXECLA-VIFPVBQESA-N

Chemical Property of (S)-3-n-butylcyclohexanone

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1CCCC(=O)C1
• Isomeric SMILES: CCCC[C@H]1CCCC(=O)C1

Technology Process of (S)-3-n-butylcyclohexanone

There total 48 articles about (S)-3-n-butylcyclohexanone 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: 100.0%

cyclohexenone (930-68-7) + di-n-butylzinc (1119-90-0) → (R)-3-butylcyclohexanone (72746-41-9)

Guidance literature:

With copper(I) thiophene-2-carboxylate; chiral biphenol P-N ligand; In diethyl ether;

DOI:10.1021/ja025598k

Reference yield: 94.0%

cyclohexenone (930-68-7) + butyl magnesium bromide (693-04-9) → (S)-3-butylcyclohexan-1-one (39178-69-3,57246-01-2,113829-98-4,72746-41-9)

Guidance literature:

butyl magnesium bromide; With Zn(OMe)2; In diethyl ether; at 20 ℃; for 1h;

cyclohexenone; (R)-binaphthol-(S,S)-chiral phosphoramidite; In diethyl ether; toluene; at -30 ℃; for 20h; Further stages.;

DOI:10.1021/ja710864p

Reference yield: 94.0%

cyclohexenone (930-68-7) + di-n-butylzinc (1119-90-0) → (S)-3-butylcyclohexan-1-one (39178-69-3,57246-01-2,113829-98-4,72746-41-9)

Guidance literature:

(Ra,S(C),S(C))-O,O'-[1,1'-binaphthyl-2,2'-diyl]-N,N-bis[1-phenylethyl]phosphoramidite; copper(II) bis(trifluoromethanesulfonate); In diethyl ether; toluene; at -30 ℃; for 20h; Product distribution / selectivity;

upstream raw materials:

n-butyllithium

cyclohexenone

n-butylcopper

(S)-N-methyl-1-phenyl-2-(piperidin-1-yl)ethanamine

Downstream raw materials:

(1S,3R)-3-n-butyl-cyclohexanol

(1S,3S)-trans-3-n-butylcyclohexanol

(1R,3R)-3-Butyl-cyclohexanol