1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE
- Product Name
- 1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE
- CAS No.
- 1836-05-1
- Chemical Name
- 1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE
- Synonyms
- 2-Acetyl-6-broMophenol;3'-Bromo-2'-hydroxyacetophenone;3’-Bromo-2’-hydroxyacetophenone;3'-Bromo-2'-hydroxyacetophenone97%;1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE;3'-Bromo-2'-hydroxyacetophenone 97%;Ethanone, 1-(3-broMo-2-hydroxyphenyl)-;1-(3-Bromo-2-hydroxyphenyl)ethan-1-one, 2-Acetyl-6-bromophenol
- CBNumber
- CB9489248
- Molecular Formula
- C8H7BrO2
- Formula Weight
- 215.04
- MOL File
- 1836-05-1.mol
1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE Property
- Melting point:
- 33°C
- Boiling point:
- 252.3±25.0 °C(Predicted)
- Density
- 1.586±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 8.63±0.10(Predicted)
- form
- solid
- color
- Light beige
- InChI
- InChI=1S/C8H7BrO2/c1-5(10)6-3-2-4-7(9)8(6)11/h2-4,11H,1H3
- InChIKey
- XPYYOCANFXTCKX-UHFFFAOYSA-N
- SMILES
- C(=O)(C1=CC=CC(Br)=C1O)C
Safety
- HS Code
- 2914790090
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.
N-Bromosuccinimide Price
- Product number
- B696238
- Product name
- 1-(3-Bromo-2-hydroxyphenyl)ethanone
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B696238
- Product name
- 1-(3-Bromo-2-hydroxyphenyl)ethanone
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- OR54360
- Product name
- 3'-Bromo-2'-hydroxyacetophenone
- Purity
- 98%
- Packaging
- 1g
- Price
- $58
- Updated
- 2021/12/16
- Product number
- 2620-9-X1
- Product name
- 3'-Bromo-2'-hydroxyacetophenone
- Packaging
- 1g
- Price
- $64
- Updated
- 2021/12/16
- Product number
- FB142883
- Product name
- 1-(3-Bromo-2-hydroxyphenyl)ethanone
- Packaging
- 250mg
- Price
- $70
- Updated
- 2021/12/16
1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE Chemical Properties,Usage,Production
Preparation
Preparation by diazotization of 5-amino-3-bromo-2- hydroxyacetophenone, followed by hydrolysis of the obtained diazonium salt (49%).
Synthesis
1829-37-4
1836-05-1
GENERAL STEPS: A solution of commercially available 2-bromophenol (10.0 g, 57.8 mmol) in anhydrous dichloromethane (50 mL) was added to a round-bottomed flask, followed by dropwise addition of acetyl chloride (5.0 g, 63.6 mmol) and triethylamine (4.67 mL, 63.6 mmol). The reaction mixture was stirred at room temperature for 1 h. The solvent was removed by distillation under reduced pressure to give pure 2'-bromophenyl acetate (12.18 g, 56.6 mmol, 98% yield). The resulting ester was dissolved in 1,2-dichlorobenzene (100 mL) and aluminum trichloride (11.3 g, 84.9 mmol) was added. The reaction mixture was heated to 140 °C and stirred for 3 hours. Upon completion of the reaction, it was adjusted to slightly acidic (pH) by adding ice and 10% hydrochloric acid. The organic phase was separated and the aqueous phase was extracted with dichloromethane (3 x 50 mL). The organic phases were combined, dried with magnesium sulfate and filtered. Dichloromethane was removed by evaporation under reduced pressure. The crude product was treated with hexane (300 mL) and cooled at -20 °C to crystallize most of the para-substituted by-products, which were removed by filtration. The filtrate was filtered through a silica gel column and washed with hexane to remove 1,2-dichlorobenzene, followed by replacement of the eluent with dichloromethane-triethylamine (20:1). After separation by column chromatography, the eluate was evaporated under reduced pressure to afford the pure product 1-(3-bromo-2-hydroxyphenyl)ethanone (8) as a colorless oil (7.55 g, 35.1 mmol, 62% yield). The product was analyzed by IR, 1H NMR, 13C NMR and mass spectrometry to confirm the structure.
References
[1] Synthesis (Germany), 2016, vol. 48, # 1, p. 97 - 102
[2] Monatshefte fuer Chemie, 1965, vol. 96, p. 450 - 460
[3] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 7, p. 909 - 913
[4] Organic Letters, 2016, vol. 18, # 15, p. 3766 - 3769
1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE manufacturers
- Product
- 1-(3-BROMO-2-HYDROXYPHENYL)ETHANONE 1836-05-1
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2020-01-14