Pinacolone Chemical Properties

Melting point:

-52.5 °C

Boiling point:

106 °C(lit.)

Density 

0.801 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.396(lit.)

Flash point:

75 °F

storage temp. 

Flammables area

solubility 

19g/l

form 

Liquid

color 

Clear colorless to light yellow

Odor Threshold

0.043ppm

Water Solubility 

2.44 g/100 mL (15 ºC)

Merck 

14,7440

BRN 

1209331

Dielectric constant

12.8（17℃）

Stability:

Stable. Incompatible with strong oxidizing agents. Flammable.

InChIKey

PJGSXYOJTGTZAV-UHFFFAOYSA-N

CAS DataBase Reference

75-97-8(CAS DataBase Reference)

NIST Chemistry Reference

2-Butanone, 3,3-dimethyl-(75-97-8)

EPA Substance Registry System

Pinacolone (75-97-8)

Safety Information

Hazard Codes 

F,Xn,Xi

Risk Statements 

11-22-10

Safety Statements 

9-16-29-33-20/21

RIDADR 

UN 1224 3/PG 2

WGK Germany 

2

RTECS 

EL7700000

Hazard Note 

Irritant/Highly Flammable

TSCA 

Yes

HazardClass 

3

PackingGroup 

II

HS Code 

29141990

Hazardous Substances Data

75-97-8(Hazardous Substances Data)

MSDS

• Language:English Provider:3,3-Dimethyl-2-butanone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Pinacolone Usage And Synthesis

Chemical Properties

3,3-Dimethyl-2-butanone is a colorless liquid with a light peppermint- or camphor-like odor. 3,3-Dimethyl-2-butanone is stable toward autoxidation; under standard conditions it does not form hydroperoxides. Only the a-methyl group can undergo condensation reactions. At the carbonyl group the usual reactions (hydrogenation, reductive amination) can take place.

Uses

Pinacolone is a precursor to triazolylpinacolone, triadimefon, paclobutrazol, uniconazole and metribuzin. Furthermore, it acts as an intermediate for biologically active products such as antibacterial, antifungal, antiviral and antituberculous products. It is an important ketone in organic chemistry and participates in condensation, hydrogenation and reductive amination reactions.

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 5656, 1966 DOI: 10.1021/ja00975a058
Organic Syntheses, Coll. Vol. 1, p. 462, 1941
Tetrahedron Letters, 30, p. 945, 1989

Synthesis

3,3-Dimethyl-2-butanone can be produced by the following routes: Hydrolysis of 4,4,5-trimethyl-1,3-dioxane, the product of the Prins reaction of isoprene with formaldehyde.

Purification Methods

Reflux the ketone with a little KMnO4. Dry it with CaSO4 and distil it. [Beilstein 1 IV 3310.]

Pinacolone(75-97-8)Related Product Information

• Cyclobutanone
• 2-Butanone oxime
• 2,6-Lutidine
• Dimethyl carbonate
• Dimethyl ether
• Dimethyl phthalate
• Dimethyl sebacate
• Pinacol
• tert-Butyl methyl ether
• Methyl tributyl ammonium chloride
• Methyl salicylate
• 2,3-Dimethyl-2-butene
• Methyl acrylate
• Dimethyl sulfoxide
• Kresoxim-methyl
• Dimethyl fumarate
• Methanol
• Tribenuron methyl