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4-Bromotoluene

Description References
Product Name
4-Bromotoluene
CAS No.
106-38-7
Chemical Name
4-Bromotoluene
Synonyms
1-BROMO-4-METHYLBENZENE;P-BROMOTOLUENE;PARA BROMO TOLUENE;1-Brom-4-methylbenzol;uene;ai328596;4-BromotoL;4-Bromtoluol;p-Tolybromide;p-bromo-toluen
CBNumber
CB6731117
Molecular Formula
C7H7Br
Formula Weight
171.03
MOL File
106-38-7.mol
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4-Bromotoluene Property

Melting point:
26-29 °C(lit.)
Boiling point:
184 °C(lit.)
Density 
1.39 g/mL at 25 °C(lit.)
refractive index 
1.549
Flash point:
185 °F
storage temp. 
Store below +30°C.
solubility 
0.11g/l insoluble
form 
Crystalline Low Melting Mass
Specific Gravity
1.390
color 
White
Water Solubility 
<0.1 g/100 mL at 24 ºC
Merck 
14,1439
BRN 
1903636
Dielectric constant
5.5（58.0℃）
CAS DataBase Reference
106-38-7(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-bromo-4-methyl-(106-38-7)
EPA Substance Registry System
p-Bromotoluene (106-38-7)
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Safety

Hazard Codes 
Xn,N,T
Risk Statements 
22-38-51/53-36/37/38
Safety Statements 
28-61-37/39-26
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
XS7965600
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29036990
Hazardous Substances Data
106-38-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H332Harmful if inhaled

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B82200
Product name
4-Bromotoluene
Purity
98%
Packaging
5g
Price
$36.4
Updated
2024/03/01
Sigma-Aldrich
Product number
B82200
Product name
4-Bromotoluene
Purity
98%
Packaging
100g
Price
$57.2
Updated
2024/03/01
TCI Chemical
Product number
B0661
Product name
4-Bromotoluene
Purity
>99.0%(GC)
Packaging
25g
Price
$39
Updated
2024/03/01
TCI Chemical
Product number
B0661
Product name
4-Bromotoluene
Purity
>99.0%(GC)
Packaging
100g
Price
$89
Updated
2024/03/01
Alfa Aesar
Product number
A15843
Product name
4-Bromotoluene, 98%
Packaging
25g
Price
$26.65
Updated
2024/03/01
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4-Bromotoluene Chemical Properties,Usage,Production

Description

4-Bromotoluene is a p-substituted aryl bromide. As a toluene derivative, it is used as a solvent and starting material for organic synthesis and is found in paints, paint thinners, glues, and other products. 4-Bromotoluene was used in the synthesis of ketones by Cu/Pd-catalyzed decarboxylative cross-coupling reaction. It is also used in manufacturing pharmaceuticals (especially for antihypertensive like losartan, Irbesartan), pesticides and other organic compounds1-3.

References

  1. https://www.sigmaaldrich.com/catalog/search?term=4-Bromotoluene&interface=All&N=0&mode=match%20partialmax&lang=en&region=US&focus=product
  2. https://bbzfrankie.wordpress.com/2013/11/21/application-of-4-bromotoluene/
  3. https://toxnet.nlm.nih.gov/cgi-bin/sis/search/a?dbs+hsdb:@term+@DOCNO+6015

Chemical Properties

white crystalline low melting mass, soluble in ethanol, ether and benzene, insoluble in water. toxic, harmful if swallowed, irritating to eyes, respiratory system and skin. 4-bromotoluene is a raw material of organic synthesis, which can be used as the manufacture of p-bromobenzyl, p-bromodibromobenzyl and p-bromobenzaldehyde, etc.

Uses

4-Bromotoluene was used in the synthesis of ketones by Cu/Pd-catalyzed decarboxylative cross-coupling reaction. 4-Bromotoluene undergoes Heck reaction with styrene in the presence of in situ generated palladium complexes of phosphine-functionalized N-heterocyclic carbene ligands.

Preparation

4-Bromotoluene is prepared by diazotization and replacement of p-toluidine. First, add aqueous sulfuric acid solution to crushed p-toluidine while hot, cool to 5°C, and slowly add aqueous sodium nitrite solution until the starch potassium iodide test paper turns blue. Then add a small amount of urea to destroy the excess of sodium nitrite. Then add the synthesized cuprous bromide to hydrobromic acid, heat it to boiling, then slowly add the above diazo salt and distill it until no oil-like substance comes out. Wash, dry, filter, distill at atmospheric pressure and collect 183-185℃ fraction to obtain 4-Bromotoluene.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 1, p. 136, 1941
Tetrahedron, 64, p. 4999, 2008 DOI: 10.1016/j.tet.2008.03.085

General Description

Crystals, clear pale yellow liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-Bromotoluene is incompatible with strong oxidizing agents.

Fire Hazard

4-Bromotoluene is combustible.

Safety Profile

Moderately toxic by inhalation and intraperitoneal routes. When heated to decomposition it emits toxic vapors of Br-.

Purification Methods

Crystallise it from EtOH [Taylor & Stewart J Am Chem Soc 108 6977 1986]. [Beilstein 5 IV 827.]

4-Bromotoluene Preparation Products And Raw materials

Raw materials

PotassiuM iodide starch pa Sodium molybdate dihydrate Sodium bromide Copper shavings Cuprous bromide Copper(II) sulfate p-Toluidine

Preparation Products

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL BIS(P-TOLYL)PHOSPHINE OXIDE 4-((N,N-DIMETHYLAMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER HYDROCHLORIDE 4-Bromobenzoic acid (S)-7,7'-Bis[di(p-methylphenyl)phosphino]-1,1'-spirobiindane ,97% TRI-P-TOLYLPHOSPHINE (R)-(+)-7,7'-BIS[DI(4-METHYLPHENYL)PHOSPHINO]-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE (4-PHENYLAMINOCARBONYLPHENYL)BORONIC ACID 2-(4-Methylphenyl)pyridine 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl TERT-BUTYL 4-(4-FORMYLBENZYL)PIPERAZINE-1-CARBOXYLATE (R)-(+)-TolBINAP 4-Bromobenzyl bromide 4-Bromobenzaldehyde 4-(METHOXYCARBONYL)PHENYLBORONIC ACID 4-N-BUTYLTOLUENE 3-(4-METHYLPHENYL)BENZALDEHYDE
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View Lastest Price from 4-Bromotoluene manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
4-Bromotoluene 106-38-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-26
Hebei Yanxi Chemical Co., Ltd.
Product
4-Bromotoluene 106-38-7
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-13
Hebei Yanxi Chemical Co., Ltd.
Product
4-Bromotoluene 106-38-7
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-13

106-38-7, 4-BromotolueneRelated Search:

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