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103-63-9

Basic Information
CAS No.: 103-63-9
Name: (2-Bromoethyl)benzene
Article Data: 128
Cas Database
Molecular Structure:
Molecular Structure of 103-63-9 ((2-Bromoethyl)benzene)
Formula: C8H9Br
Molecular Weight: 185.063
Synonyms: 2-Bromoethyl benzene;1-Bromo-2-phenylethane;1-Phenyl-2-bromoethane;2-Bromo-1-phenylethane;2-Phenethyl bromide;2-Phenyl-1-bromoethane;2-Phenylbromoethane;2-Phenylethylbromide;NSC 33926;Phenethyl bromide;Phenylethyl bromide;b-Bromoethylbenzene;b-Phenethyl bromide;b-Phenylethyl bromide;
EINECS: 203-130-8
Density: 1.366 g/cm3
Melting Point: -56 °C
Boiling Point: 220.5 °C at 760 mmHg
Flash Point: 89.4 °C
Solubility: Miscible with ether, benzene, insoluble in water
Appearance: Colourless to yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36-36/37/38
Safety: 26-37/39
PSA: 0.00000
LogP: 2.62400
Synthetic route
60-12-8

2-phenylethanol

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With hydrogen bromide; Aliquat 336 In chlorobenzene at 85℃; without cat.;98.7%
With 1,2-dibromo-1,1,2,2-tetrachloroethane; triphenylphosphine In dichloromethane at 20℃; for 0.15h; Appel Halogenation;97%
With Silphos; bromine In acetonitrile for 0.416667h; Heating;96%
20020-27-3

2-phenylethyl mesylate

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 50℃; for 1h; Inert atmosphere; Green chemistry;97%
With lithium bromide In tetrahydrofuran Inert atmosphere; Reflux;94%
100-41-4

ethylbenzene

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; silica gel for 4h; UV-irradiation;94%
With dihydrogen peroxide; bromine In dichloromethane; water for 4h; Reagent/catalyst; Reflux;92%
458-87-7

1-fluoro-2-phenylethane

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With boron tribromide In dichloromethane at 0℃; for 0.0833333h;91%
With aluminum tri-bromide In chlorobenzene at 20℃; for 1h;
54673-12-0

(2-(methoxymethoxy)ethyl)benzene

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With phosphotungstic acid; tetrabutylammomium bromide at 130 - 142℃; for 0.0333333h; Microwave irradiation; Ionic liquid; chemoselective reaction;90%
With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0666667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;83%
76192-15-9

4-(4-Chloro-phenyl)-1-phenethyl-2,3,5,6-tetraphenyl-pyridinium; bromide

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With 2,4,6-triphenylpyridine at 180 - 220℃; under 0.5 - 1.5 Torr;75%
165904-22-3

4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; 2-methoxybenzo[d][1,3,2]dioxaborole; benzenesulfonyl bromide In methanol; dichloromethane; benzene at 70℃; for 16h; Inert atmosphere;75%
60-12-8

2-phenylethanol

603-35-0

triphenylphosphine

A

103-63-9

1-phenyl-2-bromoethane

B

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
With carbon tetrabromide In 1,2-dichloro-ethaneA 72%
B n/a
20020-27-3

2-phenylethyl mesylate

A

292638-84-7

styrene

B

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With lithium bromide In N,N-dimethyl-formamide at 120℃; Inert atmosphere;A 17%
B 72%

C22H17NO

106-95-6

allyl bromide

A

1227781-92-1

3,5-diphenyl-4-(2-propen-1-yl)isoxazole

B

103-63-9

1-phenyl-2-bromoethane

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 1h;A 68%
B 65 %Spectr.
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Specification

The 2-Phenylethyl bromide with CAS registry number of 103-63-9 is also known as Benzene,(2-bromoethyl)-. The IUPAC name is 2-Bromoethylbenzene. Its EINECS registry number is 203-130-8. In addition, the formula is C8H9Br and the molecular weight is 185.08. This chemical is a colourless to yellow liquid that miscible with ether, benzene but insoluble in water. It may cause damage to health and should be stored away from oxidants. What's more, this chemical is used as pharmaceutical and pesticide intermediates, and it is also used for organic synthesis.

Physical properties about 2-Phenylethyl bromide are: (1)ACD/LogP: 3.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.09; (4)ACD/LogD (pH 7.4): 3.09; (5)ACD/BCF (pH 5.5): 131.12; (6)ACD/BCF (pH 7.4): 131.12; (7)ACD/KOC (pH 5.5): 1141.38; (8)ACD/KOC (pH 7.4): 1141.38; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.556; (11)Molar Refractivity: 43.53 cm3; (12)Molar Volume: 135.4 cm3; (13)Surface Tension: 37.8 dyne/cm; (14)Density: 1.366 g/cm3; (15)Flash Point: 89.4 °C; (16)Enthalpy of Vaporization: 43.83 kJ/mol; (17)Boiling Point: 220.5 °C at 760 mmHg; (18)Vapour Pressure: 0.167 mmHg at 25 °C.

Preparation of 2-Phenylethyl bromide: it is prepared by reaction of phenylethanol with hydrogen bromide. Firstly, phenylethanol is heated to 110 °C and hydrogen bromide is slowly passed into for refluxing. After reaction, the reaction mixture is cooled, washed with water, 10% sodium carbonate solution and water by turns. At last, product is obtained by drying with anhydrous potassium carbonate, vacuum distillation and collecting distillate at 97-99 °C. The yield is about 90%.

Uses of 2-Phenylethyl bromide: it is used to produce 1-phenethyl-piperidine by reaction with piperidine. The reaction occurs with solvent toluene and other condition of heating for 24 hours. The yield is about 36%.

2-Phenylethyl bromide is used to produce 1-phenethyl-piperidine by reaction with piperidine.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. Besides, it is harmful if swallowed. During using it, wear suitable gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C=C1)CCBr
2. InChI: InChI=1S/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2
3. InChIKey: WMPPDTMATNBGJN-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 811mg/kg (811mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. OTS0536710,