2-Hexanone, 4-hydroxy-5-methyl-, (4R)-(9CI)

Base Information

• Chemical Name: 2-Hexanone, 4-hydroxy-5-methyl-, (4R)-(9CI)
• CAS No.: 181185-40-0
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• DSSTox Substance ID: DTXSID70451146
• Nikkaji Number: J741.685G
• Wikidata: Q82271024
• Mol file: 181185-40-0.mol

Synonyms:181185-40-0;2-Hexanone, 4-hydroxy-5-methyl-, (4R)- (9CI);(4R)-4-HYDROXY-5-METHYLHEXAN-2-ONE;(R)-4-Hydroxy-5-methyl-2-hexanone;DTXSID70451146

Chemical Property of 2-Hexanone, 4-hydroxy-5-methyl-, (4R)-(9CI)

Chemical Property:

• PSA: 37.30000
• LogP: 0.98240
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CC(=O)C)O
• Isomeric SMILES: CC(C)[C@@H](CC(=O)C)O

Technology Process of 2-Hexanone, 4-hydroxy-5-methyl-, (4R)-(9CI)

There total 6 articles about 2-Hexanone, 4-hydroxy-5-methyl-, (4R)-(9CI) 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:

isobutyraldehyde (78-84-2) + acetone (67-64-1) → (E)-4-isopropylbut-3-en-2-one (1669-43-8,5166-53-0,1821-29-0) + (S)-4-hydroxy-5-methylhexan-2-one (38836-21-4,65651-63-0) + (R)-4-hydroxy-5-methylhexan-2-one (181185-40-0)

Guidance literature:

With water; L-proline; In N,N-dimethyl-formamide; at 20 ℃; for 216h; Further Variations:; Solvents; Reagents; reaction time; Product distribution;

DOI:10.1055/s-2004-831296

Reference yield:

isobutyraldehyde (78-84-2) + acetone (67-64-1) → (S)-4-hydroxy-5-methylhexan-2-one (38836-21-4,65651-63-0) + (R)-4-hydroxy-5-methylhexan-2-one (181185-40-0)

Guidance literature:

With triethylamine; (-)-diisopinocamphenylborane chloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) CH₂Cl₂, 0 deg C, 2 h; 2.) CH₂Cl₂, -78 deg C, 3 h;

DOI:10.1016/0040-4039(96)00969-0

Reference yield:

isobutyraldehyde (78-84-2) + acetone (67-64-1) → 5-methyl-3-hexene-2-one (5166-53-0) + (S)-4-hydroxy-5-methylhexan-2-one (38836-21-4,65651-63-0) + (R)-4-hydroxy-5-methylhexan-2-one (181185-40-0)

Guidance literature:

With 1H-imidazole; at 25 ℃; for 22h; Reagent/catalyst;

DOI:10.1016/j.molcata.2013.11.011

upstream raw materials:

N,N-Dimethyl-N'-[1-methyl-2-((R)-toluene-4-sulfinyl)-eth-(E)-ylidene]-hydrazine

isobutyraldehyde

acetone

4-Hydroxy-4-methyl-2-pentanone