2-Pentanone, 3-hydroxy-4,4-dimethyl-

Base Information

• Chemical Name: 2-Pentanone, 3-hydroxy-4,4-dimethyl-
• CAS No.: 7737-47-5
• Molecular Formula: C7H14O2
• Molecular Weight: 130.18500
• DSSTox Substance ID: DTXSID80485316
• Mol file: 7737-47-5.mol

Synonyms:7737-47-5;2-Pentanone, 3-hydroxy-4,4-dimethyl-;SCHEMBL1783189;DTXSID80485316;3-hydroxy-4,4-dimethyl-2-pentanone

Chemical Property of 2-Pentanone, 3-hydroxy-4,4-dimethyl-

Chemical Property:

• Boiling Point: 108-111 °C(Press: 100 Torr)
• PSA: 37.30000
• Density: 0.9523 g/cm3(Temp: 0 °C)
• LogP: 0.98240
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 111

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C(C)(C)C)O

Technology Process of 2-Pentanone, 3-hydroxy-4,4-dimethyl-

There total 12 articles about 2-Pentanone, 3-hydroxy-4,4-dimethyl- 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: 49.0%

-butyl vinyl ether (111-34-2,92680-80-3) + pivalaldehyde (630-19-3) → 3-hydroxy-4,4-dimethylpentan-2-one (7737-47-5,97869-12-0)

Guidance literature:

-butyl vinyl ether; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -65 - 20 ℃; Inert atmosphere;

pivalaldehyde; In tetrahydrofuran; pentane; at -65 - 0 ℃; Inert atmosphere;

With hydrogenchloride; In methanol; for 1h; Inert atmosphere;

DOI:10.1039/c9ob00358d

Reference yield:

2,2-dimethyl-1-(2-methylbenzo[d][1,3]dithiol-2-yl)propan-1-ol → 3-hydroxy-4,4-dimethylpentan-2-one (7737-47-5,97869-12-0)

Guidance literature:

2,2-dimethyl-1-(2-methylbenzo[d][1,3]dithiol-2-yl)propan-1-ol; With mercury(II) oxide; In ethanol; ethyl acetate; at 20 ℃; for 0.0833333h;

With tetrafluoroboric acid; In ethanol; ethyl acetate; at 20 ℃; for 2h;

DOI:10.1002/adsc.201800357

Reference yield:

tert-butyl allene oxide (51211-86-0) → 3-hydroxy-4,4-dimethylpentan-2-one (7737-47-5,97869-12-0)

Guidance literature:

With water; In tetrachloromethane;

DOI:10.1021/jo00409a013

upstream raw materials:

2.2-Dimethyl-4-hydroxy-3-pentanone

4-chloro-2,2-dimethyl-pentan-3-one

potassium formate

2-methyl-1,3-dithian

Downstream raw materials:

5,5-dimethyl-4-hydroxy-1-phenyl-1-hexen-3-one

1-Hydroxy-5,5-dimethyl-1-phenyl-4-trimethylsilanyloxy-hexan-3-one

Refernces

• 1、 Di Carmine, Graziano,Bortolini, Olga,Massi, Alessandro,Müller, Michael,Bernacchia, Giovanni,Fantin, Giancarlo,Ragno, Daniele,Giovannini, Pier Paolo. "Enzymatic Cross-Benzoin-Type Condensation of Aliphatic Aldehydes: Enantioselective Synthesis of 1-Alkyl-1-hydroxypropan-2-ones and 1-Alkyl-1-hydroxybutan-2-ones". supporting information. p. 4132 - 4141. Retrieved 2018/09/12.