ChemicalBook > CAS DataBase List > 2-Phenoxyethylbromide

2-Phenoxyethylbromide

Product Name
2-Phenoxyethylbromide
CAS No.
589-10-6
Chemical Name
2-Phenoxyethylbromide
Synonyms
NSC 8055;AKOS BC-2647;-Bromophenetole;Beta-broMoether;á-bromophenetole;B-BROMOPHENETOLE;β-Bromophenetole;AKOS BBS-00006631;BETA-BROMOPHENETOL;PHENOXYETHYLBROMIDE
CBNumber
CB5129104
Molecular Formula
C8H9BrO
Formula Weight
201.06
MOL File
589-10-6.mol
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2-Phenoxyethylbromide Property

Melting point:
31-34 °C(lit.)
Boiling point:
144 °C40 mm Hg(lit.)
Density 
1.45
refractive index 
1.555-1.557
Flash point:
150 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Solubility in methanol is almost transparent. Soluble in chloroform and ethyl acetate.
form 
Liquid After Melting
color 
Clear colorless
Water Solubility 
Insoluble in water.
BRN 
508290
CAS DataBase Reference
589-10-6(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, (2-bromoethoxy)-(589-10-6)
EPA Substance Registry System
Benzene, (2-bromoethoxy)- (589-10-6)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
23-24/25-26
RIDADR 
1325
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
4.1
PackingGroup 
II
HS Code 
29093038
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B75506
Product name
β-Bromophenetole
Purity
98%
Packaging
100g
Price
$260
Updated
2025/07/31
Sigma-Aldrich
Product number
B75506
Product name
β-Bromophenetole
Purity
98%
Packaging
25g
Price
$109
Updated
2023/06/20
TCI Chemical
Product number
B0931
Product name
beta-Bromophenetole
Purity
>97.0%(GC)
Packaging
25g
Price
$86
Updated
2025/07/31
Usbiological
Product number
286616
Product name
2-Phenoxyethylbromide
Packaging
25g
Price
$305
Updated
2021/12/16
TRC
Product number
B686385
Product name
1-Bromo-2-phenoxyethane
Packaging
250g
Price
$230
Updated
2021/12/16
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2-Phenoxyethylbromide Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

2-Phenoxyethyl bromide is used in the synthesis and antihypertensive activity of 4'-substituted spiro[4H-3,1-benzoxazine-4,4'-piperidin]-2(1H)-ones.

Application

2-Phenoxyethyl bromide can be used as a pharmaceutical intermediate for the synthesis of nafazodone and oxiperomide.

Preparation

2-Phenoxyethyl bromide is synthesized by the reaction of phenol and dibromoethane. Put phenol, dibromoethane and sodium hydroxide in a reaction pot and stir and mix, react at 110 °C for 6 hours, recover dibromoethane, the recovery amount is about 60%, wash with 5% sodium hydroxide solution and water, and divide Take the oil layer, distill under reduced pressure, and collect the fractions at 130-150°C (6.7kPa) to obtain (2-bromoethoxy)benzene.

Synthesis

106-93-4

108-95-2

589-10-6

The general procedure for the synthesis of 2-phenoxyethyl bromide from phenol and 1,2-dibromoethane was as follows: phenol (10 mmol), 1,2-dibromoethane (50 mmol) and anhydrous potassium carbonate (30 mmol) were suspended in anhydrous acetonitrile (50 mL) under nitrogen protection. The reaction mixture was stirred at 80 °C for 6 hours. Upon completion of the reaction, the mixture was filtered to recover potassium carbonate, which could be dried under vacuum at 120 °C for 5 h to reactivate. The filtrate was concentrated under reduced pressure to remove the solvent and the resulting crude product was purified by silica gel column chromatography using petroleum ether as eluent to give the target compound 2-phenoxyethyl bromide (Scheme 1, Table 4, Entry 1). The product was a solid with a melting point of 33-34 °C. Its structure was confirmed by 1H NMR (400 MHz, CDCl3), 13C NMR (100 MHz, CDCl3) and mass spectrometry (MS).1H NMR data: δ 7.29-7.26 (m, 2H), 6.95-6.92 (m, 3H), 4.26-4.23 (t, J = 3.6 Hz, 2H), 3.61- 3.58 (t, J = 3.6 Hz, 2H).13C NMR data: δ 158, 129.5, 121.4, 114.8, 67.8, 29.1. Mass spectrometry data: m/z 202 (50, M+2), 200 (48, M+), 109 (97), 107 (100), 94 (60), 77 (29), 65 (38), 51 (22), 39 (52).

References

[1] Journal of Chemistry, 2017, vol. 2017,
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 3, p. 1244 - 1251
[3] Patent: US4474964, 1984, A
[4] Patent: US4533731, 1985, A
[5] Russian Journal of Organic Chemistry, 2009, vol. 45, # 5, p. 681 - 686

2-Phenoxyethylbromide Preparation Products And Raw materials

Raw materials

CHLOROPICRIN & ETHYLENE DIBROMIDE Phenetole

Preparation Products

2-Phenoxyethylamine
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2-Phenoxyethylbromide Suppliers

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View Lastest Price from 2-Phenoxyethylbromide manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
2-Phenoxyethylbromide 589-10-6
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
100 mt
Release date
2024-11-20
Career Henan Chemical Co
Product
2-Phenoxyethylbromide 589-10-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons/month
Release date
2020-01-09

589-10-6, 2-PhenoxyethylbromideRelated Search:

2-Phenoxyethanol Glycidyl phenyl ether Tamoxifen Triton X-100 PHENYL VALERATE Ethopabate Dimethyl ether Phenoxyacetic acid Phenoxybenzamine hydrochloride Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate Tetrabromobisphenol A bis(dibromopropyl ether) 1-Bromo-2-methoxyethane Ethylbenzene PETROLEUM ETHER 2-Butoxyethanol Decabromodiphenyl oxide Allyl phenoxyacetate 2-(2-Bromoethoxy)anisole

  • (2-bromoethoxy)-benzen
  • Benzene,(2-bromoethoxy)-
  • -Bromophenetole
  • Phenetole, beta-bromo-
  • PHENOXYETHYLBROMIDE
  • (2-BROMOETHOXY)BENZENE
  • 2-BROMOETHYL PHENYL ETHER
  • (2-BROMETHOXY)BENZENE
  • 2-PHENOXYETHYL BROMIDE
  • 1-(2-BROMOETHOXY)BENZENE
  • 1-BROMO-2-PHENOXYETHANE
  • AKOS BBS-00006631
  • AKOS BC-2647
  • BETA-PHENOXYETHYL BROMIDE
  • BETA-BROMOPHENETOL
  • BETA-BROMOPHENETOLE
  • 2-Phenoxyethylbromide Synonyms 2-Bromoethyl phenyl ether
  • (2-Bromethoxy)benzene for synthesis
  • Domiphen Impurity 1
  • beta-Bromoethyl phenyl ether
  • á-bromophenetole
  • 2-bromophenyl ethyl ether
  • 2-Phenoxyethyl bromide 98%
  • 2-Phenoxyethylbromide,98%
  • NSC 8055
  • 2-Bromoethyl Phenyl Ether 2-Phenoxyethyl Bromide
  • Phenyl(2-bromoethyl) ether
  • beta-Bromophenetole,98%
  • (2-BROMETHOXY)BENZENE 97+%
  • 1-Phenoxy-2-bromoethane
  • BETA-BROMOPHENYLETHYL ETHER
  • B-PHENOXYETHYL BROMIDE
  • B-BROMOETHYL PHENYL ETHER
  • B-BROMOPHENETOLE
  • Beta-broMoether
  • BetabroMobenzeneether
  • 2-BroMoethyl Phenyl Ether, 97+%
  • (2-Bromoethoxy)benzene, 2-Bromoethyl phenyl ether
  • β-Bromophenetole &gt
  • β-Bromophenetole
  • Tamsulosin Impurity 24
  • FMOC-BETA-HOMOGLU(OTBU)-OH, >=98.0%
  • 589-10-6
  • 509-10-6
  • C6H5OCH2CH2Br
  • BrC2H4OC6H5
  • C6H5OCH22Br
  • HALOGEN
  • Oxygen Compounds
  • Organic Building Blocks
  • Ethers
  • Building Blocks
  • Aromatic Ethers
  • Phenetole
  • Aromatics Compounds
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Bromine Compounds
  • Aromatics