3-Pentanone, 1-hydroxy-2-methyl-

Base Information

• Chemical Name: 3-Pentanone, 1-hydroxy-2-methyl-
• CAS No.: 27970-79-2
• Molecular Formula: C6H12 O2
• Molecular Weight: 116.16
• European Community (EC) Number: 939-893-5
• UNII: A025WL3PC2
• DSSTox Substance ID: DTXSID0029341
• Nikkaji Number: J592.303D
• Wikidata: Q27273445
• Mol file: 27970-79-2.mol

Synonyms:3-Pentanone, 1-hydroxy-2-methyl-;1-hydroxy-2-methylpentan-3-one;27970-79-2;1-hydroxy-2-methyl-3-pentanone;UNII-A025WL3PC2;A025WL3PC2;2-(Hydroxymethyl)-3-pentanone;2-methyl-1-oxidanyl-pentan-3-one;EC 939-893-5;hydroxy-2-methyl-pentanone;SCHEMBL637645;DTXSID0029341;J592.303D;EN300-4414482;A821891;Q27273445

Chemical Property of 3-Pentanone, 1-hydroxy-2-methyl-

Chemical Property:

• Vapor Pressure: 0.182mmHg at 25°C
• Boiling Point: 186.8°C at 760 mmHg
• Flash Point: 71.5°C
• Density: 0.947g/cm³
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 78.6

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C(C)CO

Technology Process of 3-Pentanone, 1-hydroxy-2-methyl-

There total 12 articles about 3-Pentanone, 1-hydroxy-2-methyl- 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: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (E)-3-[(trimethylsilyl)oxy]pent-2-ene (51425-53-7) → 1-hydroxy-2-methyl-3-pentanone (27970-79-2)

Guidance literature:

ytterbium(III) triflate; In tetrahydrofuran; methanol; water; for 24h; Ambient temperature;

DOI:10.1021/jo00092a017

Reference yield: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-trimethylsilyloxy-2-pentene (17510-47-3) → 1-hydroxy-2-methyl-3-pentanone (27970-79-2)

Guidance literature:

With ytterbium(III) triflate; In tetrahydrofuran; water; for 24h; Ambient temperature;

DOI:10.1246/cl.1991.2187

Reference yield: 70.0%

methylketene dimer (476365-41-0) → (R)-2-Methyl-3-oxopentanol (27970-79-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -78 ℃; for 0.25h;

DOI:10.1021/jo035668l

upstream raw materials:

formaldehyd

pentan-3-one

bis(2-chloromethyl)ether

2-bromopentan-3-one

Downstream raw materials:

4-Nitro-benzoic acid (R)-2-methyl-3-oxo-pentyl ester

Benzoic acid (R)-2-methyl-3-oxo-pentyl ester

3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester

[2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester

Refernces

• 1、 -. "METHOD FOR PREPARING A ?-HYDROXYKETONE". Paragraph 0119-0134. . Retrieved 2020/01/24.
• 2、 Rüthlein, Elisabeth,Classen, Thomas,Dobnikar, Lina,Sch?lzel, Melanie,Pietruszka, J?rg. "Finding the Selectivity Switch - A Rational Approach towards Stereocomplementary Variants of the Ene Reductase YqjM". supporting information. p. 1775 - 1786. Retrieved 2015/06/02.