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4-Bromochlorobenzene

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Name

4-Bromochlorobenzene

EINECS 203-392-3
CAS No. 106-39-8 Density 1.628 g/cm3;
PSA 0.00000 LogP 3.10250
Solubility Soluble in hot ethanol, ethyl ether, benzene and chloroform, insoluble in water. Melting Point 64-67 °C(lit.)
Formula C6H4BrCl Boiling Point 192.651 °C at 760 mmHg
Molecular Weight 191.455 Flash Point 78.434 °C
Transport Information UN 1230 3/PG 2 Appearance white to almost white crystalline powder
Safety 26-36/37/39-45 Risk Codes 36/37/38-20/22-39/23/24/25
Molecular Structure Molecular Structure of 106-39-8 (4-Bromochlorobenzene) Hazard Symbols IrritantXi,HarmfulXn,ToxicT
Synonyms

1-Bomo-4-chlorobenzene;1-Chloro-4-bromobenzene;4-Chlorophenyl bromide;4-Chloro-1-bromobenzene;4-Chlorobromobenzene;Benzene, 1-bromo-4-chloro-;p-Bromophenyl chloride;p-Chlorophenyl bromide;p-Bromochlorobenzene;p-Chlorobromobenzene;para-Bromo Chlorobenzene;p-Chlorobromobenzen;4-Bromo Chlorobenzene;

Article Data 137

4-Bromochlorobenzene Synthetic route

673-41-6

p-chlorobenzenediazonium tetrafluoroborate

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide In acetonitrile at 20℃; for 0.333333h; Sandmeyer bromination;99%
With N-Bromosuccinimide; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 3h; Sandmeyer Reaction; Electrochemical reaction;52%
108-90-7

chlorobenzene

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
With sulfuric acid; tetramethylammonium bromide at 120℃; for 3h; Product distribution; Further Variations:; Reagents;98%
With sulfuric acid; potassium bromide at 60℃; for 2h;95%
With Oxone; sodium bromide In water at 20℃; for 3h; regioselective reaction;90%
66021-66-7

p-Toluolsulfonylnitrit

A

106-39-8

bromochlorobenzene

B

56410-24-3

N,N'-bis(p-toluenesulfonyl)hydroxylamine

Conditions
ConditionsYield
With 4-bromo-aniline; copper dichloride In acetonitrile at 25℃; for 1h;A 93%
B 83%
106-40-1

4-bromo-aniline

A

106-39-8

bromochlorobenzene

B

56410-24-3

N,N'-bis(p-toluenesulfonyl)hydroxylamine

Conditions
ConditionsYield
With p-toluenesulfonyl nitrite; copper dichloride In acetonitrile for 0.75h;A 93%
B n/a
1679-18-1

4-Chlorophenylboronic acid

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
With sodium nitrite In acetonitrile at 80℃; for 1h; Sealed tube;93%
With N-Bromosuccinimide In acetonitrile at 81℃; for 8h;65%

4-bromo-benzenediazonium; tetrachloro cuprate(II)

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
In dimethyl sulfoxide Ambient temperature;92%
1203709-75-4

4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
With copper(l) chloride In acetonitrile at 80℃; for 2h;89%
1204518-00-2

(4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
With copper(I) bromide In acetonitrile at 80℃; for 2h;85%
106-40-1

4-bromo-aniline

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
With N-chloro-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 6h;83%
With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride; copper dichloride; 10-camphorsulfonic acid In acetonitrile at 20℃; for 24h; Time; Solvent;43%
7203-90-9

1-(p-chlorophenyl)-3,3-dimethyl-1-triazene

106-39-8

bromochlorobenzene

Conditions
ConditionsYield
With methanesulfonic acid; tetrabutyl-ammonium chloride; copper In acetonitrile at 40℃; for 0.25h;82%

4-Bromochlorobenzene Specification

The 4-Bromochlorobenzene, with the CAS registry number 106-39-8, is also known as 4-Chlorophenyl bromide. It belongs to the product categories of Benzene Based Bromo; A-BAlphabetic; Alpha Sort; B; BromoChemical Class; Chloro; Halogenated; Volatiles/ Semivolatiles; Aryl; C6; Halogenated Hydrocarbons. Its EINECS number is 203-392-3. This chemical's molecular formula is C6H4BrCl and molecular weight is 191.45. What's more, its systematic name is 1-Bromo-4-chlorobenzene. Its classification code is Mutation data. This chemical should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It is used as solvent and organic synthesis intermediate.

Physical properties of 4-Bromochlorobenzene are: (1)ACD/LogP: 3.462; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.46; (4)ACD/LogD (pH 7.4): 3.46; (5)ACD/BCF (pH 5.5): 251.62; (6)ACD/BCF (pH 7.4): 251.62; (7)ACD/KOC (pH 5.5): 1819.97; (8)ACD/KOC (pH 7.4): 1819.97; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.575; (13)Molar Refractivity: 38.838 cm3; (14)Molar Volume: 117.569 cm3; (15)Polarizability: 15.397×10-24cm3; (16)Surface Tension: 38.91 dyne/cm; (17)Density: 1.628 g/cm3; (18)Flash Point: 78.434 °C; (19)Enthalpy of Vaporization: 41.13 kJ/mol; (20)Boiling Point: 192.651 °C at 760 mmHg; (21)Vapour Pressure: 0.67 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-(4-chloro-phenyl)-3,3-dimethyl-triazene at the temperature of 40 °C. This reaction will need reagents Bu4N(+)Cl(-), MeSO3H, Cu and solvent acetonitrile with the reaction time of 15 min. The yield is about 82%.

4-Bromochlorobenzene can be prepared by 1-(4-chloro-phenyl)-3,3-dimethyl-triazene at the temperature of 40 °C

Uses of 4-Bromochlorobenzene: it can be used to produce 4-chloro-aniline at the ambient temperature. It will need reagent Mg and solvent diethyl ether. The yield is about 92%.

4-Bromochlorobenzene can be used to produce 4-chloro-aniline at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemcial is irritating to eyes, respiratory system and skin. It is harmful by inhalation and if swallowed. This substance is toxic as it has a danger of very serious irreversible effects in contact with skin and if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(Br)cc1
(2)Std. InChI: InChI=1S/C6H4BrCl/c7-5-1-3-6(8)4-2-5/h1-4H
(3)Std. InChIKey: NHDODQWIKUYWMW-UHFFFAOYSA-N 

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