1-Hydroxy-3-methyl-2-butanone

Base Information

• Chemical Name: 1-Hydroxy-3-methyl-2-butanone
• CAS No.: 36960-22-2
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Hs Code.: 2914400090
• European Community (EC) Number: 842-345-7
• DSSTox Substance ID: DTXSID80190458
• Nikkaji Number: J95.396B
• Wikidata: Q83062823
• Mol file: 36960-22-2.mol

Synonyms:1-hydroxy-3-methylbutan-2-one;36960-22-2;1-HYDROXY-3-METHYL-2-BUTANONE;1-HYDROXY-3-METHYL-BUTAN-2-ONE;2-Butanone, 1-hydroxy-3-methyl-;SCHEMBL800918;DTXSID80190458;CHEBI:195497;NBEGXSQMVJTIAR-UHFFFAOYSA-N;MFCD18968789;AKOS016355156;NS-01002;EN300-157803

Chemical Property of 1-Hydroxy-3-methyl-2-butanone

Chemical Property:

• Boiling Point: 153°Cat760mmHg
• PKA: 12.78±0.10(Predicted)
• Flash Point: 53.8°C
• PSA: 37.30000
• Density: 0.962g/cm³
• LogP: 0.20380
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 102.068079557
• Heavy Atom Count: 7
• Complexity: 66.5

Purity/Quality:

1-hydroxy-3-methylbutan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)CO

Technology Process of 1-Hydroxy-3-methyl-2-butanone

There total 8 articles about 1-Hydroxy-3-methyl-2-butanone 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: 48.1%

3-Methyl-1-butene (563-45-1) → 3-methylbutane-1,2-diol (50468-22-9) + 2,2-dimethyl-3-hydroxypropanaldehyde (67755-97-9) + 1-hydroxy-3-methyl-2-butanone (36960-22-2) + isobutyraldehyde (78-84-2)

Guidance literature:

With air; dihydrogen peroxide; for 0.5h; Further Variations:; reaction time; Product distribution; Kinetics; UV-irradiation;

DOI:10.1039/b002053m

Reference yield:

1,3-Dichloro-3-methyl-2-butanone (57539-84-1) → 3-methyl-butan-2-one (563-80-4) + 1-hydroxy-3-methyl-2-butanone (36960-22-2) + 3-Methyl-but-2-enoic acid 3-methyl-2-oxo-butyl ester

Guidance literature:

With tetraethylammonium perchlorate; In N,N-dimethyl-formamide; at 20 ℃; glassy carbon electrode;

Reference yield:

1-hydroxy-3-methylbut-3-en-2-one → 3-methylbutane-1,2-diol (50468-22-9) + 1-hydroxy-3-methyl-2-butanone (36960-22-2)

Guidance literature:

With Pseudomonas putida ML 2; wild type strain; In phosphate buffer; at 4 ℃; pH=7.5; Enzymatic reaction;

DOI:10.1007/s007060070096

upstream raw materials:

1-chloro-3-methylbutan-2-one

3-methyl-butan-2-one

1,3-Dichloro-3-methyl-2-butanone

(±)-3-methylbut-3-ene-1,2-diol

Downstream raw materials:

(S)-valinol

(R)-4-isopropyl-4-(4-methoxyphenyl)-1,2,3-oxathiazolidine 2,2-dioxide

(S)-2-Methyl-1-((3E,7E,11E)-(R)-4,8,12-trimethyl-2-phenylsulfanyl-cyclotrideca-3,7,11-trienyl)-propan-1-ol

(R)-2-Methyl-1-((3E,7E,11E)-(R)-4,8,12-trimethyl-2-phenylsulfanyl-cyclotrideca-3,7,11-trienyl)-propan-1-ol

Refernces

• 1、 Boyd, Derek R.,Clarke, David,Cleij, Marcel C.,Hamilton, John T.G.,Sheldrake, Gary N.. "Bacterial biotransformation of isoprene and related dienes". . p. 673 - 685. Retrieved 2007/10/03.
• 2、 Chiarotto, Isabella,Feroci, Marta,Giomini, Claudio,Inesi, Achille. "Reactivity of α,α′-dichloroketones towards anions electrogenerated at carbonium and oxygen atoms. Electrochemically-induced Favorskii rearrangement. Part 2". . p. 167 - 175. Retrieved 2007/10/03.