| Identification | More | [Name]
3'-Hydroxyacetophenone | [CAS]
121-71-1 | [Synonyms]
1-(3-HYDROXY-PHENYL)-ETHANONE
3-ACETOPHENOL
3-ACETYLPHENOL
3'-HYDROXYACETOPHENONE
3-HYDROXYACETOPHENONE
3-HYDROXYPHENYL METHYL KETONE
AKOS BBS-00003275
LABOTEST-BB LT01658526
M-ACETOPHENOL
M-HYDROXYACETOPHENONE
1-(3-Hydroxyphenyl)ethan-1-one
1-(3-hydroxyphenyl)-ethanon
Acetophenone, 3'-hydroxy-
m-Acetylphenol
Ethanone, 1-(3-hydroxyphenyl)-
m-Hydroxyacetophenonel
3'-Hydroxyacetophenone 3-Acetylphenol m-Acetylphenol
3'-HYDROXYACETOPHENONE, 99+%
3-Hydroxyacetophenon
3-Hydroxyacetophenone98% | [EINECS(EC#)]
204-494-0 | [Molecular Formula]
C8H8O2 | [MDL Number]
MFCD00002298 | [Molecular Weight]
136.15 | [MOL File]
121-71-1.mol |
| Chemical Properties | Back Directory | [Appearance]
beige-brown crystalline powder | [Melting point ]
90-95 °C(lit.)
| [Boiling point ]
296 °C(lit.)
| [density ]
1.1 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.022Pa at 25℃ | [refractive index ]
1,534 | [Fp ]
296°C | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
22g/l | [form ]
Crystalline Powder | [pka]
9.19(at 25℃) | [color ]
Beige-brown | [Water Solubility ]
Soluble in alcohol. Insoluble in water. | [BRN ]
2040676 | [InChIKey]
LUJMEECXHPYQOF-UHFFFAOYSA-N | [LogP]
1.144 at 25℃ | [CAS DataBase Reference]
121-71-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethanone, 1-(3-hydroxyphenyl)-(121-71-1) | [EPA Substance Registry System]
121-71-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Harmful/Irritant | [TSCA ]
Yes | [HS Code ]
29145000 |
| Questions And Answer(Q&A) | Back Directory | [Description]
3’-Hydroxyacetophenone is a chemical compound and it is a component of castoreum, the exudate from the castor sacs of the mature beaver. It is used in the synthesis and preparation of chalcones and flavonoids as anti-tuberculosis agents, as well as antileishmanial chaocones.
|
| Hazard Information | Back Directory | [Chemical Properties]
beige-brown crystalline powder | [Uses]
3’Hydroxyacetophenone is a chemical reagent used in the synthesis and preparation of chalcones and flavonoids as anti-tuberculosis agents, as well as antileishmanial chaocones. | [Uses]
Useful in the preparation of chalcones, flavonoids, and phenylephrine. It is an active component of castoreum, which is used as a tincture in some perfumes and as a food additive. | [Preparation]
Preparation by diazotization of 3-aminoacetophenone, followed by hydrolysis of the obtained diazonium salt (78–82%). | [General Description]
3′-Hydroxyacetophenone is an hydroxy-substituted alkyl phenyl ketone. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
General procedure for the synthesis of 3-hydroxyacetophenone from 3-iodoacetophenone: 3-iodoacetophenone (1.0 mmol), CuCl? (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol (12 μL, 0.2 mmol), and a solvent mixture of DMSO/H?O were sequentially added to the test tube fitted with a magnetic stirrer ( 1.0 mL/0.5 mL). The reaction mixture was placed in a preheated 120 °C oil bath under argon protection and stirred for 24 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was extracted by partitioning with 5% HCl aqueous solution and ethyl acetate. The organic phase was washed sequentially with water and saturated saline, dried over anhydrous MgSO? and concentrated under reduced pressure to remove the solvent. The crude product was further purified by column chromatography (eluent: EtOAc/hexane) to afford the target product 3-hydroxyacetophenone. | [References]
[1] Journal of the American Chemical Society, 2016, vol. 138, # 41, p. 13493 - 13496
[2] Bulletin of the Korean Chemical Society, 2015, vol. 36, # 12, p. 2833 - 2840
[3] European Journal of Organic Chemistry, 2014, vol. 2014, # 2, p. 315 - 318
[4] European Journal of Organic Chemistry, 2014, vol. 2014, # 2, p. 315 - 318
[5] Synlett, 2016, vol. 27, # 12, p. 1814 - 1819 |
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