1-Hydroxy-4-methyl-2-pentanone

Base Information

• Chemical Name: 1-Hydroxy-4-methyl-2-pentanone
• CAS No.: 68113-55-3
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• UNII: 60PZB594QD
• DSSTox Substance ID: DTXSID60218306
• Nikkaji Number: J3.153.036I
• Wikidata: Q27263244
• Mol file: 68113-55-3.mol

Synonyms:1-HYDROXY-4-METHYL-2-PENTANONE;1-HYDROXY-4-METHYLPENTAN-2-ONE;68113-55-3;2-Pentanone, 1-hydroxy-4-methyl-;FEMA No. 4463;60PZB594QD;UNII-60PZB594QD;Oxymethylisobutylketon;SCHEMBL359488;DTXSID60218306;ARVGGOVEVYSUPQ-UHFFFAOYSA-N;CHEBI:195499;NS00022671;EN300-370711;Q27263244

Chemical Property of 1-Hydroxy-4-methyl-2-pentanone

Chemical Property:

• Vapor Pressure: 0.701mmHg at 25°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 76.6

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(=O)CO

Technology Process of 1-Hydroxy-4-methyl-2-pentanone

There total 6 articles about 1-Hydroxy-4-methyl-2-pentanone 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: 15.0%

4-Methyl-1-pentene (691-37-2,25068-26-2) → 1-hydroxy-4-methylpentan-2-one (68113-55-3)

Guidance literature:

With potassium permanganate; acetic acid; In water; acetone; at 20 ℃;

DOI:10.1002/ejoc.201403695

Reference yield:

1-(acetyloxy)-4-methyl-2-pentanone (68113-54-2) → 1-hydroxy-4-methylpentan-2-one (68113-55-3)

Guidance literature:

With hydrogenchloride; In methanol; at 40 - 50 ℃; for 5h; Yield given;

DOI:10.1248/cpb.34.3252

Reference yield:

1-diazo-4-methylpentan-2-one (20609-35-2) → 1-hydroxy-4-methylpentan-2-one (68113-55-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / diethyl ether / 0.5 h / 0 °C

2: aq. ethanol / 8 h / Heating

3: 6 N HCl / methanol / 5 h / 40 - 50 °C

With hydrogenchloride; In methanol; diethyl ether; ethanol;

DOI:10.1248/cpb.34.3252

upstream raw materials:

cyclohexyl-(1,3-dimethyl-butylidene)-amine

1-(acetyloxy)-4-methyl-2-pentanone

1-diazo-4-methylpentan-2-one

1-chloro-4-methylpentan-2-one

Downstream raw materials:

1-Allyl-2-methyl-4-isobutylimidazole

1-Allyl-4-isobutylimidazole

(S)-2-amino-4-methylpentan-1-ol

4-methyl-1,2-pentanediol

Refernces

• 1、 Ogawa,Terada,Muranaka,Hamakawa,Hashimoto,Fujii. "Studies on hypolipidemic agents. II. Synthesis of 1-arenesulfonyloxy-2-alkanone derivatives as potent esterase inhibitors and hypolipidemic agents". . p. 3252 - 3266. Retrieved 2007/10/02.