Benzoylacetone Chemical Properties

Melting point:

54-56 °C(lit.)

Boiling point:

260-262°C

Density 

1.09 g/mL at 25 °C(lit.)

refractive index 

1.5678 (estimate)

Flash point:

260-262°C

storage temp. 

Store below +30°C.

solubility 

0.38g/l insoluble

pka

pK1: 8.23 (25°C)

form 

Crystalline Flakes or Crystalline Powder

color 

Yellow

Specific Gravity

1.09

Odor

at 100.00 %. acetophenone balsam woody dry opoponax vanilla

Odor Type

balsamic

Water Solubility 

insoluble

BRN 

742413

Dielectric constant

3.8（20℃）

LogP

2.520 (est)

CAS DataBase Reference

93-91-4(CAS DataBase Reference)

NIST Chemistry Reference

1,3-Butanedione, 1-phenyl-(93-91-4)

EPA Substance Registry System

1,3-Butanedione, 1-phenyl- (93-91-4)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

EK3540200

TSCA 

Yes

HS Code 

29143900

Toxicity

LD orl-rat: >500 mg/kg NCNSA6 5,28,53

MSDS

• Language:English Provider:1-Phenyl-1,3-butanedione
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Benzoylacetone Usage And Synthesis

Chemical Properties

Benzoylacetone is a yellowish crystalline flakes or White prismatic crystals and has balsamic odor type of medium strength. M.P: 61℃. B.P: 261℃. Sp.Gr. (liquid) = 1.09. Soluble in hot water, soluble in cold alcohol and oils. Faint, but very tenacious balsamic-sweet, Vanilla-1ike odor of "oriental" fragrance type. Benzoyl acetone is widely used in cosmetic industry, as a flavour and fragrance agent.
Benzoylacetone is formed together with acetophenon and benzoic acid when benzoylacetic acid is boiled with water. It is also a product of the action of sodium ethylate on a mixture of acetone and ethyl benzoate.

Uses

Benzoylacetone has been used as a 1,3-dicarbonyl compound model for studying keto-enol equilibria in aqueous acid and micellar solutions. Additionally, it has been studied using gas-phase electron diffraction and quantum chemistry. It is used as pharmaceutical intermediates.

Preparation

From Acetophenone plus Ethylacetate plus Sodium ethoxide, or directly by Acetylation of Acetophenone.

Synthesis Reference(s)

Chemistry Letters, 9, p. 257, 1980
Journal of the American Chemical Society, 75, p. 626, 1953 DOI: 10.1021/ja01099a031
Tetrahedron Letters, 37, p. 3885, 1996 DOI: 10.1016/0040-4039(96)00689-2

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits acrid smoke andirritating vapors.

Purification Methods

Crystallise benzoylacetone from Et2O or MeOH and dry it under vacuum at 40o. [Beilstein 7 IV 2151.]

Benzoylacetone(93-91-4)Related Product Information

• Phenylhydrazine
• Triphenylphosphine
• 2,3-Butanedione
• 1-Phenyl-1,2-propanedione
• Dimethylglyoxime
• Acetoacetamide
• 2-Phenylphenol
• Benzoyl peroxide
• PHENYL VALERATE
• 1-PHENYL-2-PROPANOL
• 1-Phenyl-2-nitropropene
• Dibenzoylmethane
• 1-(2-HYDROXYPHENYL)-3-PHENYL-1,3-PROPANEDIONE
• 2-DIPHENYLACETYL-1,3-INDANDIONE-1-HYDRAZONE
• PINDONE
• 1,3-BIS(4-METHOXYPHENYL)-1,3-PROPANEDIONE
• 4,4,4-Trifluoro-1-phenyl-1,3-butanedione
• Phenylacetone