| Identification | More | [Name]
4-Chromanone | [CAS]
491-37-2 | [Synonyms]
2,3-DIHYDRO-1-BENZOPYRAN-4-ONE
2,3-DIHYDRO-4H-CHROMEN-4-ONE
2,4-DIHYDRO-1-BENZOPYRAN-4-ONE
4-CHROMANONE
CHROMAN-4-ONE
CHROMANONE
CHROMANONE, 4-
,3-Dihydro-2-benzopyran-4-one
,3-Dihydro-4-benzopyranone
2,3-dihydro-4-benzopyranone
2,3-dihydro-4h-1-benzopyran-4-on
2,3-Dihydro-4H-1-benzopyran-4-one
4-chormanone
Isochromanone
4-Chlomanone
ChondrotinSulfateBp98
4-Chromanone, 98+%
4-Chromanone,99%
dihydrobenz-γ-pyrone
2H-1-Benzopyran-4(3H)-one | [EINECS(EC#)]
207-736-3 | [Molecular Formula]
C9H8O2 | [MDL Number]
MFCD00006840 | [Molecular Weight]
148.16 | [MOL File]
491-37-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
35-38 °C(lit.) | [Boiling point ]
127-128 °C13 mm Hg(lit.) | [density ]
1.1291 | [refractive index ]
n20/D 1.575(lit.)
| [Fp ]
>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. | [Detection Methods]
GC | [BRN ]
124652 | [InChI]
1S/C9H8O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-4H,5-6H2 | [InChIKey]
MSTDXOZUKAQDRL-UHFFFAOYSA-N | [SMILES]
O=C1CCOc2ccccc12 | [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) | [Storage Precautions]
Store under nitrogen | [EPA Substance Registry System]
491-37-2(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H303 | [Precautionary statements ]
P270-P301+P312-P403-P501c | [Hazard Codes ]
Xi | [Risk Statements ]
R33:Danger of cumulative effects.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
2
| [RTECS ]
DJ2981225
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29329990 | [Storage Class]
11 - Combustible Solids |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sodium hydroxide-->Phosphoric acid-->Phenol-->Phosphorus pentoxide-->3-Bromopropionic acid | [Preparation Products]
2H-1-Benzopyran-4-amine,3,4-dihydro-,(4R)-(9CI)-->2H-1-Benzopyran-4-amine,3,4-dihydro-,(4S)-(9CI)-->CHROMONE-->ethyl 4-oxo-3,4-dihydro-2H-1-benzopyran-3-carboxylate-->2H-1-Benzopyran-6-sulfonyl chloride, 3,4-dihydro-4-oxo--->2-[5H-Chromeno[4,3-d]pyrimidin-2-yl(methyl)amino]acetic acid-->3-[(E)-(3-Fluorophenyl)methylidene]-2,3-dihydro-4H-chromen-4-one-->3-[(E)-2-Thienylmethylidene]-2,3-dihydro-4H-chromen-4-one |
| Hazard Information | Back Directory | [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]. |
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