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(2-Bromoethyl)benzene

(2-Bromoethyl)benzene Structure
CAS No.
103-63-9
Chemical Name:
(2-Bromoethyl)benzene
Synonyms
PHENETHYL BROMIDE;2-Phenethyl bromide;2-PHENYLETHYL BROMIDE;1-BROMO-2-PHENYLETHANE;1-phenyl-2-bromoethane;Tetrabomoethane;2-phenethylbromide;-Bromoethylbenzene;β-Bromophenylethane;2-bromoethy benzene
CBNumber:
CB0427485
Molecular Formula:
C8H9Br
Molecular Weight:
185.06
MOL File:
103-63-9.mol
MSDS File:
SDS
Modify Date:
2024/8/4 20:11:12

(2-Bromoethyl)benzene Properties

Melting point -56 °C
Boiling point 220-221 °C(lit.)
Density 1.355 g/mL at 25 °C(lit.)
refractive index n20/D 1.556(lit.)
Flash point 193 °F
storage temp. 2-8°C
solubility 0.039g/l
form Liquid
color Clear colorless to pale yellow
Water Solubility INSOLUBLE
BRN 507487
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey WMPPDTMATNBGJN-UHFFFAOYSA-N
CAS DataBase Reference 103-63-9(CAS DataBase Reference)
NIST Chemistry Reference 1-Bromo-2-phenylethane(103-63-9)
EPA Substance Registry System Benzene, (2-bromoethyl)- (103-63-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H319
Precautionary statements  P301+P312+P330-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36-36/37/38
Safety Statements  26-37/39-39
RIDADR  UN 1993 / PGIII
WGK Germany  3
RTECS  CY9032000
TSCA  Yes
HS Code  29036990
NFPA 704
2
1 0

(2-Bromoethyl)benzene price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) B65780 (2-Bromoethyl)benzene 98% 103-63-9 5G ₹1052.89 2022-06-14 Buy
Sigma-Aldrich(India) B65780 (2-Bromoethyl)benzene 98% 103-63-9 100G ₹2152.2 2022-06-14 Buy
Sigma-Aldrich(India) B65780 (2-Bromoethyl)benzene 98% 103-63-9 500G ₹5623.15 2022-06-14 Buy
TCI Chemicals (India) B0594 (2-Bromoethyl)benzene min. 98.0 % 103-63-9 25G ₹1500 2022-05-26 Buy
TCI Chemicals (India) B0594 (2-Bromoethyl)benzene min. 98.0 % 103-63-9 100G ₹2700 2022-05-26 Buy
Product number Packaging Price Buy
B65780 5G ₹1052.89 Buy
B65780 100G ₹2152.2 Buy
B65780 500G ₹5623.15 Buy
B0594 25G ₹1500 Buy
B0594 100G ₹2700 Buy

(2-Bromoethyl)benzene Chemical Properties,Uses,Production

Description

Phenethylbromide is an analytical reference material that is structurally categorized as an organobromide. It is used in the synthesis of a variety of compounds, including fentanyl. Phenethylbromide is combined with 4-piperidinone to produce N-phenethyl-4-piperidone, which, as a precursor in the synthesis of fentanyl, is scheduled as a List I chemical in the United States. Phenethylbromide may be found as in impurity in samples of fentanyl produced using this pathway.

Chemical Properties

colourless to yellow liquid. It is miscible with ether and benzene, but insoluble in water.

Uses

(2-Bromoethyl)benzene is used in the preparation of phenelzine by reacting with hydrazine. It is also used as a starting material to prepare various beta-phenethyl derivatives, active pharmaceutical ingredients, and fragrances. It finds application as a flame retardant.

Uses

(2-Bromoethyl)benzene is an important starting material for the production of various b-phenethyl derivatives, pharmaceuticals, fragrances, and other fine chemicals.

Preparation

(2-Bromoethyl)benzene is synthesized by the reaction of phenethyl alcohol with hydrogen bromide.
Reaction: The phenethyl alcohol was heated to 110°C, hydrogen bromide was slowly introduced, and the reaction was refluxed. The reaction was completed, cooled, washed with water, 10% sodium carbonate solution, and water in turn. After drying with anhydrous potassium carbonate, fractional distillation under reduced pressure was carried out to collect fractions at 97-99°C (2.0 kPa) with a yield of over 90%.

Safety

Store at 2-8° C in a tightly closed container in a dry, well-ventilated place. Containers that are opened must be carefully resealed and kept upright to prevent leakage. (2-Bromoethyl)benzene is incompatible with strong oxidizing agents. This chemical is harmful if swallowed and causes severe eye irritation.

Purification Methods

Wash the bromide with conc H2SO4, water, aqueous 10% Na2CO3 and water again, then dry it with CaCl2 and fractionally distil it just before use. [Beilstein 5 IV 907.]

References

1. Shukla, P.; Sharma, A.; Pallavi, B.; Cheng, C. H. Nickel-catalyzed reductive Heck type coupling of saturated alkyl halides with acrylates and oxabenzonorbornadiene. Tetrahedron 2015, 71 (15), 2260-2266. DOI:10.1016/J.TET.2015.02.067
2. Huang, Y. B.; Yan, L.; Chen, M. Y.; Guo, Q. X.; Fu, Y. Selective hydrogenolysis of phenols and phenyl ethers to arenes through direct C-O cleavage over ruthenium-tungsten bifunctional catalysts. Green Chem. 2015, 17 (5), 3010-3017. DOI:10.1039/C5GC00326A
3. Justice, D.E.A.D.o. Control of a chemical precursor used in the illicit manufacture of fentanyl as a List I chemical. Final rule. Federal Register 73(144), 43355-43357 (2008). PMID: 18949877

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