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2-phenyldihydro-2H-pyran-4(3H)-one

Product Name
2-phenyldihydro-2H-pyran-4(3H)-one
CAS No.
147688-62-8
Chemical Name
2-phenyldihydro-2H-pyran-4(3H)-one
Synonyms
2-phenyltetrahydropyran-4-one;2-(1-cyclohex-2-enyl)-4-pyranone;2-phenyltetrahydro-4H-pyran-4-one;2-phenyldihydro-2H-pyran-4(3H)-one;Tetrahydro-2-phenyl-4H-pyran-4-one;4H-Pyran-4-one,tetrahydro-2-phenyl-;2-phenyltetrahydropyran-4-one - [P83046]
CBNumber
CB71504502
Molecular Formula
C11H12O2
Formula Weight
176.21
MOL File
147688-62-8.mol
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2-phenyldihydro-2H-pyran-4(3H)-one Property

Boiling point:
306 °C
Density 
1.113
refractive index 
1.5410
Flash point:
141 °C
storage temp. 
Sealed in dry,Room Temperature
Appearance
Colorless to light yellow Liquid
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Safety

HS Code 
2932990090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
P319893
Product name
2-Phenyldihydro-2H-pyran-4(3H)-one
Packaging
100mg
Price
$60
Updated
2021/12/16
Matrix Scientific
Product number
074032
Product name
2-Phenyldihydro-2H-pyran-4(3H)-one
Purity
95+%
Packaging
250mg
Price
$260
Updated
2021/12/16
Activate Scientific
Product number
AS16069
Product name
2-Phenyldihydro-2H-pyran-4(3H)-one
Purity
95+%
Packaging
1g
Price
$365
Updated
2021/12/16
AK Scientific
Product number
W3222
Product name
2-Phenyldihydro-2H-pyran-4(3H)-one
Packaging
5g
Price
$475
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0388577
Product name
2-PHENYLDIHYDRO-2H-PYRAN-4(3H)-ONE
Purity
95.00%
Packaging
5MG
Price
$502.36
Updated
2021/12/16
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2-phenyldihydro-2H-pyran-4(3H)-one Chemical Properties,Usage,Production

Synthesis

82065-19-8

147688-62-8

General procedure for the synthesis of tetrahydro-2-phenyl-4H-pyran-4-one from 2-phenyltetrahydro-2H-pyran-4-ol: A DMSO solution of 2-phenyltetrahydro-2H-pyran-4-one (615 mmol) was added slowly and dropwise to a solution of oxaloyl chloride (128 mmol) in dichloromethane (100 mL) at -78 °C. The reaction mixture was stirred at -78°C for 15 minutes before a solution of 2-phenyltetrahydro-2H-pyran-4-ol (84 mmol) in dichloromethane (50 mL) was slowly added. Stirring was continued at -78 °C for 30 min, followed by the slow addition of N,N-diisopropylethylamine (DIPEA, 78 mL) and the reaction mixture was continued to be stirred at the same temperature for 3 hours. Upon completion of the reaction, water (100 mL) and dichloromethane (200 mL) were added and stirred for 15 minutes at room temperature. The organic layer was separated and the aqueous layer was extracted twice with dichloromethane. The organic phases were combined, washed twice with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using a petroleum ether solution of 50% ethyl acetate as eluent to afford the target product tetrahydro-2-phenyl-4H-pyran-4-one in 72% yield.1H NMR (D6-DMSO): δ 2.44 (1H, d), 2.65 (1H, m), 2.66 (1H, t), 2.74 (1H, m), 3.85 (1H , dt), 4.44 (1H, m), 4.65 (1H, dd), 7.40-7.30 (m, 5H).

References

[1] Journal of the American Chemical Society, 1982, vol. 104, # 17, p. 4666 - 4671
[2] Patent: WO2009/124882, 2009, A1. Location in patent: Page/Page column 36
[3] Chemische Berichte, 1955, vol. 88, p. 1053,1059
[4] Bulletin de la Societe Chimique de France, 1954, p. 534

2-phenyldihydro-2H-pyran-4(3H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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2-phenyldihydro-2H-pyran-4(3H)-one Suppliers

Alchem Pharmtech,Inc.
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8485655694
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United States
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63687
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Aladdin Scientific
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Matrix Scientific
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Alfa Chemistry
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Sphinx Scientific Laboratory, LLC
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Lianyungang Ziyan Chemical Co., Ltd.
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View Lastest Price from 2-phenyldihydro-2H-pyran-4(3H)-one manufacturers

Wuhan Boyuan Import & Export Co., LTD
Product
2-phenyldihydro-2H-pyran-4(3H)-one 147688-62-8
Price
US $25.00/g
Min. Order
1g
Purity
99.96%
Supply Ability
500ton
Release date
2023-06-14