ChemicalBook--->CAS DataBase List--->106-38-7

106-38-7

106-38-7 Structure

106-38-7 Structure
IdentificationMore
[Name]

4-Bromotoluene
[CAS]

106-38-7
[Synonyms]

1-BROMO-4-METHYLBENZENE
4-BROMO-1-METHYLBENZENE
4-BROMOTOLUENE
4-Methyl-1-bromobenzene
AKOS BBS-00004360
PARA BROMO TOLUENE
P-BROMOTOLUENE
p-Methylbromobenzene
p-methylphenyl bromide
P-TOLYL BROMIDE
1-Brom-4-methylbenzol
1-bromo-4-methyl-benzen
1-Methyl-4-bromobenzene
4-Bromo-1-methybezene
4-bromo-toluen
4-Bromtoluol
4-Methylbromobenzene
4-Methylphenyl bromide
4-methylphenylbromide
4-tolylbromide
[EINECS(EC#)]

203-391-8
[Molecular Formula]

C7H7Br
[MDL Number]

MFCD00000109
[Molecular Weight]

171.03
[MOL File]

106-38-7.mol
Chemical PropertiesBack Directory
[Appearance]

WHITE CRYSTALLINE LOW MELTING MASS
[Melting point ]

26-29 °C(lit.)
[mp ]

26-29 °C(lit.)
[Boiling point ]

184 °C(lit.)
[bp ]

184 °C(lit.)
[density ]

1.39 g/mL at 25 °C(lit.)
[refractive index ]

1.549
[Fp ]

185 °F
[storage temp. ]

Store below +30°C.
[solubility ]

0.11g/l insoluble
[form ]

Crystalline Low Melting Mass
[color ]

White
[Specific Gravity]

1.390
[Water Solubility ]

<0.1 g/100 mL at 24 ºC
[Merck ]

14,1439
[BRN ]

1903636
[CAS DataBase Reference]

106-38-7(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzene, 1-bromo-4-methyl-(106-38-7)
[EPA Substance Registry System]

106-38-7(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,N,T
[Risk Statements ]

R22:Harmful if swallowed.
R38:Irritating to the skin.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

XS7965600
[TSCA ]

Yes
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29036990
[Safety Profile]

Moderately toxic by inhalation and intraperitoneal routes. When heated to decomposition it emits toxic vapors of Br-.
[Hazardous Substances Data]

106-38-7(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Copper(II) sulfate-->Sodium bromide-->Cuprous bromide-->p-Toluidine-->Sodium molybdate dihydrate-->Phenetole
[Preparation Products]

(S)-7,7'-Bis[di(p-methylphenyl)phosphino]-1,1'-spirobiindane ,97%-->(R)-(+)-7,7'-BIS[DI(4-METHYLPHENYL)PHOSPHINO]-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE-->TERT-BUTYL 4-(4-FORMYLBENZYL)PIPERAZINE-1-CARBOXYLATE-->2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl-->4-Bromobenzaldehyde-->(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL-->(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl-->4-((N,N-DIMETHYLAMINO)METHYL)PHENYLBORONIC ACID PINACOL ESTER HYDROCHLORIDE-->3-(4-METHYLPHENYL)BENZALDEHYDE-->TRI-P-TOLYLPHOSPHINE-->BIS(P-TOLYL)PHOSPHINE OXIDE-->4-Bromobenzoic acid-->4-(METHOXYCARBONYL)PHENYLBORONIC ACID-->Methyl 4'-methylbiphenyl-2-carboxylate-->(4-PHENYLAMINOCARBONYLPHENYL)BORONIC ACID-->2-(4-Methylphenyl)pyridine-->4-N-BUTYLTOLUENE-->4-Bromobenzyl bromide-->2-Bromo-4-chlorotoluene-->1,2-DI(P-TOLYL)ETHANE
Hazard InformationBack Directory
[General Description]

Crystals, clear pale yellow liquid.
[Reactivity Profile]

P-BROMOTOLUENE(106-38-7) is incompatible with strong oxidizing agents.
[Air & Water Reactions]

Insoluble in water.
[Fire Hazard]

This chemical is combustible.
[Chemical Properties]

WHITE CRYSTALLINE LOW MELTING MASS
[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
[Purification Methods]

Crystallise it from EtOH [Taylor & Stewart J Am Chem Soc 108 6977 1986]. [Beilstein 5 IV 827.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-Bromo-4-methylbenzene(106-38-7).msds
Questions And AnswerBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

4-Bromotoluene(106-38-7)MS
4-Bromotoluene(106-38-7)1HNMR
4-Bromotoluene(106-38-7)13CNMR
4-Bromotoluene(106-38-7)IR1
4-Bromotoluene(106-38-7)IR2
4-Bromotoluene(106-38-7)IR3
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Bromotoluene, 99%(106-38-7)
[Alfa Aesar]

4-Bromotoluene, 98%(106-38-7)
[Sigma Aldrich]

106-38-7(sigmaaldrich)
[TCI AMERICA]

4-Bromotoluene,>99.0%(GC)(106-38-7)
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