4-Chromanone Chemical Properties

Melting point:

35-38 °C(lit.)

Boiling point:

127-128 °C13 mm Hg(lit.)

Density 

1.1291

refractive index 

n20/D 1.575(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Crystalline Powder, Crystals or Low Melting Mass

color 

White to yellow

Water Solubility 

Slightly soluble in water.

BRN 

124652

InChIKey

MSTDXOZUKAQDRL-UHFFFAOYSA-N

LogP

1.990 (est)

CAS DataBase Reference

491-37-2(CAS DataBase Reference)

NIST Chemistry Reference

4H-1-Benzopyran-4-one, 2,3-dihydro-(491-37-2)

EPA Substance Registry System

4H-1-Benzopyran-4-one, 2,3-dihydro- (491-37-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

33-36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

2

RTECS 

DJ2981225

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29329990

MSDS

• Language:English Provider:4-Chromanone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Chromanone Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

4-Chromanone has been used to study the substrate specificity and catalytic ability of 4-hydroxyacetophenone monooxygenase isolated from Pseudomonas fluorescens ACB

Definition

ChEBI: 4-Chromanone is a member of chromones.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 5160, 1983 DOI: 10.1021/jo00174a003

Purification Methods

It has been recrystallised from pet ether, or purified by dissolving in *C6H6 washing with H2O, drying (MgSO4), evaporating and distilling in a vacuum, then recrystallising the residue. The liquid has a pleasant lemon-like odour. The semicarbazone has m 227o. [Loudon & Razdan J Chem Soc 4299 1954.] The oxime is prepared from 3g of chromanone, 3g NH2OH.HCl in EtOH (50mL), 6g K2CO3 and refluxed on a water bath for 6hours. The solution is poured into H2O, the solid is filtered off, dried and dissolved in hot *C6H6 which on addition of pet ether yields the oxime as glistening needles m 140o. Hydrolysis of this gives very pure chromanone. The benzal derivative is prepared from 3g of chromanone and 4g PhCHO in 50mL EtOH, heated to boiling, 10mL of conc HCl are added dropwise and set aside for several days. The derivative separates and is recrystallised from EtOH to give yellow needles, m 112o [Powell J Am Chem Soc 45 2711 1923]. Reaction with Pb(OAc)4 yields the 3-acetoxy derivative m 74o (from pet ether + trace of EtOAc) [Cavill et al. J Chem Soc 4573 1954, Beilstein 17/10V 14].

4-Chromanone(491-37-2)Related Product Information

• Potassium hydrogen phthalate
• Oxybenzone
• Tetrahydro-4H-pyran-4-one
• Benzophenone
• Dihydromyrcenol
• Centchroman
• DIETHYLPROPION
• 6-Bromo-4-chromanone
• 4-CHROMANONE
• 6-Fluoro-4-chromanone
• 6-Methoxy-3-chromanone
• 8-Fluoro-4-chromanone
• 7-Fluoro-4-chromanone
• 6-Methoxy-4-chromanone
• 6-Nitro-4-chromanone
• 6,8-DIMETHYL-4',5,7-TRIHYDROXYFLAVANONE
• 8-Methoxy-3-chromanone
• 7-Fluoro-3-chromanone