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3-Hydroxy-3-methyl-2-butanone

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3-Hydroxy-3-methyl-2-butanone Basic information

Product Name:
3-Hydroxy-3-methyl-2-butanone
Synonyms:
  • 3-HYDROXY-3-METHYL-2-BUTANONE
  • ACETYLDIMETHYLCARBINOL
  • 1-Hydroxy-1-methylethyl methyl ketone
  • 2-Butanone, 3-hydroxy-3-methyl-
  • 2-Hydroxy-2-methyl-3-butanone
  • 2-Methyl-2-hydroxybutan-3-one
  • 3-hydroxy-3-methyl-2-butanon
  • 3-Hydroxy-3-methylbutanone
CAS:
115-22-0
MF:
C5H10O2
MW:
102.13
EINECS:
204-073-1
Product Categories:
  • C3 to C6
  • Carbonyl Compounds
  • Ketones
Mol File:
115-22-0.mol
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3-Hydroxy-3-methyl-2-butanone Chemical Properties

Melting point:
84-85 °C
Boiling point:
140-141 °C (lit.)
Density 
0.971 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.415(lit.)
Flash point:
108 °F
storage temp. 
Flammables area
solubility 
Soluble in chloroform.
pka
13.28±0.29(Predicted)
form 
Liquid
color 
Clear colorless to yellow or light red
BRN 
1616385
InChIKey
BNDRWEVUODOUDW-UHFFFAOYSA-N
LogP
0.112 (est)
CAS DataBase Reference
115-22-0(CAS DataBase Reference)
EPA Substance Registry System
2-Butanone, 3-hydroxy-3-methyl- (115-22-0)
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Safety Information

Risk Statements 
10
Safety Statements 
23-24/25-22
RIDADR 
UN 1224 3/PG 3
WGK Germany 
3
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29144000

MSDS

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3-Hydroxy-3-methyl-2-butanone Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

3-Hydroxy-3-methyl-2-butanone used to produce 2,5-dihydroxy-2-methyl-heptan-3-one, laboratory chemicals.

Application

3-Hydroxy-3-methyl-2-butanone is an alpha-hydroxy ketone compound. It can be used as a biologically active natural product and a pharmaceutical intermediate, and as a photoinitiator in UV-curable coatings. At the same time, α-hydroxyketone structural units are also widely used synthons in organic synthesis. Hydroxyl can be used as a mild reaction precursor for double bonds, ester groups, carbonyl groups, halogenated hydrocarbons and other groups. Carbonyl can be used as the reaction precursor of hydroxyl, amino, alkyl and other groups. Therefore, α-hydroxyketone compounds are a class of compounds with important application value.

Preparation

synthesis of 3-Hydroxy-3-methyl-2-butanone: 19ml of concentrated sulfuric acid (98wt%) was slowly mixed with 100ml of water, then 13g of yellow mercury oxide was added within 1.5h, 84g (1.0mol) of 2-methyl-3-butyn-2-ol was added dropwise to the sulfuric acid solution containing mercury oxide at 65-75°C, Then the reaction was stirred at 65-75°C for 30min, cooled to room temperature after the reaction was completed, the reaction product was subjected to suction filtration, the filtrate after suction filtration was extracted with ether (3×20ml), and the organic phase after extraction was water and hydrogen carbonate respectively. Washed with sodium solution, the washed organic phase was dried with anhydrous magnesium sulfate, and then filtered, the filtered filtrate was concentrated by rotary evaporation and then distilled, and the 140°C fraction was collected, 45.6 g of light yellow liquid was obtained as 3-hydroxy-3-methyl-2-butanone, and the yield was 32.2%.

Definition

ChEBI: 3-Hydroxy-3-methylbutan-2-one is a secondary alpha-hydroxy ketone.

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