ChemicalBook > CAS DataBase List > 2-BROMO-2'-METHOXYACETOPHENONE

2-BROMO-2'-METHOXYACETOPHENONE

Product Name
2-BROMO-2'-METHOXYACETOPHENONE
CAS No.
31949-21-0
Chemical Name
2-BROMO-2'-METHOXYACETOPHENONE
Synonyms
AKOS BBS-00003867;O-METHOXYPHENACYL BROMIDE;2-METHOXYPHENACYL BROMIDE;2'-METHOXYPHENACYL BROMIDE;2-Methoxyphenacylbromide97%;A-BROMO-O-METHOXYACETOPHENONE;2-Methoxyphenacyl bromide 98%;2-BROMO-2'-METHOXYACETOPHENONE;α-Bromo-2'-methoxyacetophenone;2'-Methoxy-α-bromoacetophenone
CBNumber
CB4350095
Molecular Formula
C9H9BrO2
Formula Weight
229.07
MOL File
31949-21-0.mol
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2-BROMO-2'-METHOXYACETOPHENONE Property

Melting point:
43-45 °C(lit.)
Boiling point:
130 °C1 mm Hg(lit.)
Density 
1.4921 (rough estimate)
refractive index 
1.5500 (estimate)
Flash point:
>230 °F
storage temp. 
2-8°C
form 
Crystalline Powder or Crystals
color 
White to off-white
Water Solubility 
Insoluble in water.
Sensitive 
Lachrymatory
BRN 
1938788
InChI
InChI=1S/C9H9BrO2/c1-12-9-5-3-2-4-7(9)8(11)6-10/h2-5H,6H2,1H3
InChIKey
GKNCPTLOPRDYMH-UHFFFAOYSA-N
SMILES
C(=O)(C1=CC=CC=C1OC)CBr
CAS DataBase Reference
31949-21-0(CAS DataBase Reference)
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Safety

Hazard Codes 
C,T
Risk Statements 
34
Safety Statements 
22-26-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
Hazard Note 
Lachrymatory/Toxic/Keep Cold
HazardClass 
8
PackingGroup 
III
HS Code 
29147000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
100854
Product name
2-Bromo-2′-methoxyacetophenone
Purity
98%
Packaging
5g
Price
$201
Updated
2025/07/31
Sigma-Aldrich
Product number
100854
Product name
2-Bromo-2′-methoxyacetophenone
Purity
98%
Packaging
1g
Price
$73
Updated
2023/06/20
Sigma-Aldrich
Product number
100854
Product name
2-Bromo-2′-methoxyacetophenone
Purity
98%
Packaging
10g
Price
$159
Updated
2025/07/31
TRC
Product number
B687495
Product name
2-Bromo-2''-methoxyacetophenone
Packaging
10g
Price
$250
Updated
2021/12/16
SynQuest Laboratories
Product number
2617-9-Y4
Product name
2-Methoxyphenacyl bromide
Purity
97%
Packaging
5G
Price
$40
Updated
2021/12/16
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2-BROMO-2'-METHOXYACETOPHENONE Chemical Properties,Usage,Production

Chemical Properties

White to greyish-green crystalline powder

Uses

2-Bromo-2'-methoxyacetophenone is used as a pharmaceutical intermediate .

Preparation

Also obtained according to the procedure of Buckman (80%).

Synthesis

579-74-8

31949-21-0

The general procedure for the synthesis of o-methoxy-2-bromoacetophenone from 2'-methoxyacetophenone was as follows: copper(II) bromide (2.97 g, 6.66 mmol) was added to a two-necked round-bottomed flask equipped with a reflux condenser. Ethyl acetate (10.0 mL) was added to the flask and the mixture was stirred at 70 °C for 5 min under nitrogen protection. A solution of chloroform (10.0 mL) of 1-(2-methoxyphenyl)ethanone (0.50 g, 3.33 mmol) was slowly added, followed by refluxing the reaction mixture for 8 hours. After completion of the reaction, it was cooled to room temperature, filtered through a diatomaceous earth pad and the filter cake was washed with ethyl acetate (20 mL). The filtrate was concentrated under reduced pressure and the crude product obtained was purified by column chromatography (eluent ratio ethyl acetate:hexane = 1:4) to afford the pure o-methoxy-2-bromoacetophenone (0.73 g, 96% yield) as a brown liquid. Thin layer chromatography Rf value was 0.43 (unfolding agent ratio ethyl acetate:hexane = 1:4); 1H NMR (300 MHz, CDCl3) δ: 7.81 (1H, dd, J = 7.8, 1.8 Hz), 7.52 (1H, td, J = 7.8, 1.8 Hz), 7.05-6.96 (2H, m), 4.61 (2H, s). 3.94 (3H, s); 13C NMR (75 MHz, CDCl3) δ: 192.3, 158.8, 134.9, 131.6, 124.9, 121.2, 111.7, 56.0, 38.0.

References

[1] Bulletin of the Korean Chemical Society, 2017, vol. 38, # 12, p. 1481 - 1485
[2] Tetrahedron Letters, 2006, vol. 47, # 27, p. 4707 - 4710
[3] Tetrahedron Letters, 2009, vol. 50, # 6, p. 700 - 703
[4] Chemistry - A European Journal, 2011, vol. 17, # 28, p. 7953 - 7959
[5] Molecules, 2017, vol. 22, # 5,

2-BROMO-2'-METHOXYACETOPHENONE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-BROMO-2'-METHOXYACETOPHENONE Suppliers

Aladdin Scientific
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View Lastest Price from 2-BROMO-2'-METHOXYACETOPHENONE manufacturers

Career Henan Chemical Co
Product
2-BROMO-2'-METHOXYACETOPHENONE 31949-21-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-03

31949-21-0, 2-BROMO-2'-METHOXYACETOPHENONERelated Search:


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