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4-Bromotoluene

  • Product Name: 4-Bromotoluene
  • CasNo: 106-38-7
  • Purity:
  • Appearance: colourless or pale yellow liquid

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CasNo： 106-38-7

Molecular Formula： C7H7Br

Appearance： colourless or pale yellow liquid

Reliable Quality 4-Bromotoluene 106-38-7 Hot Sale with Chinese Manufacturer

  • Molecular Formula:C7H7Br
  • Molecular Weight:171.037
  • Appearance/Colour:colourless or pale yellow liquid 
  • Vapor Pressure:1.04mmHg at 25°C 
  • Melting Point:26-29 °C(lit.) 
  • Refractive Index:1.549  
  • Boiling Point:183.8 °C at 760 mmHg 
  • Flash Point:69 °C 
  • PSA：0.00000 
  • Density:1.39 g/cm3 
  • LogP:2.75750 

Benzene,1-bromo-4-methyl-(Cas 106-38-7) Usage

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, 1941Tetrahedron, 64, p. 4999, 2008 DOI: 10.1016/j.tet.2008.03.085

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.]

General Description

Crystals, clear pale yellow liquid.

InChI:InChI:1S/C7H7Br/c1-6-2-4-7(8)5-3-6/h2-5H,1H3

106-38-7 Relevant articles

Novel site-specific one-step bromination of substituted benzenes

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A simple and improved procedure for selective ring bromination of alkyl-substituted aromatic hydrocarbons on the surface of alumina

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, p. 1095 - 1099 (1992)

Highly selective ring bromination of alk...

Selective Halogenation of Aromatic Hydrocarbons with Alumina-Supported Copper(II) Halides

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, p. 2093 - 2094 (1988)

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Induced bromination of aromatic hydrocarbons by alkali metals bromides and sodium hypochlorite

Sadygov,Alimardanov,Chalabiev

, p. 1631 - 1636 (2005)

Induced bromination of aromatic compound...

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Brown,McGary

, p. 2310 (1955)

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de la Mare,Harvey

, p. 36,38 (1956)

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This work describes the first methodolog...

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, p. 4465 - 4468 (2005)

A new selective brominating system Br2/S...

A new method of bromination of aromatic rings by an iso-amyl nitrite/HBr system

Gavara, Laurent,Boisse, Thomas,Rigo, Beno?t,Hénichart, Jean-Pierre

, p. 4999 - 5004 (2008)

A mixture of iso-amyl nitrite/HBr is sho...

Reactivities of Several Nucleophiles toward 4-Methylbenzyne in Very Hot Water

Zoratti, Mario,Bunnett, J. F

, p. 1776 - 1782 (1980)

By means of competition experiments, the...

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Henne,Zimmer

, p. 1362 (1951)

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Halogenation of Aromatic Compounds by using Sodium Perborate as an Oxidant

Deshmukh, Anjali P.,Padiya, Kamlesh J.,Jadhav, Vidyadhar K.,Salunkhe, Manikrao M.

, p. 828 - 829 (1998)

A facile method for the halogenation of ...

Bipyridinium and Phenanthrolinium Dications for Metal-Free Hydrodefluorination: Distinctive Carbon-Based Reactivity

Burton, Katherine I.,Elser, Iris,Waked, Alexander E.,Wagener, Tobias,Andrews, Ryan J.,Glorius, Frank,Stephan, Douglas W.

, p. 11730 - 11737 (2021)

The development of novel Lewis acids der...

Dynamics of endoergic substitution reactions. I. Br+chlorinated aromatic compounds

Robinson, Gary N.,Continetti, Robert E.,Lee, Yuan T.

, p. 6226 - 6237 (1988)

The endoergic substitution reactions Br ...

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Brown,Stock

, p. 1421,1422 (1957)

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Selective para-Bromination of Toluene catalysed by Na-Y Zeolite in the Presence of an Epoxide

Vega, Fernando de la,Sasson, Yoel

, p. 653 - 654 (1989)

Propylene oxide, serving as an HBr scave...

Halogenation Using N-Halogenocompounds. II. Acid Catalyzed Bromination of Aromatic Compounds with 1,3-Dibromo-5,5-dimethylhydantoin

Eguchi, Hisao,Kawaguchi, Hideichiro,Yoshinaga, Sachiyo,Nishida, Akiko,Nishiguchi, Takeshi,Fujisaki, Shizuo

, p. 1918 - 1921 (1994)

Ring bromination of aromatic compounds u...

Induced bromination of aromatic hydrocarbons with alkali metal bromides in the presence of oxidants

Sadygov,Alimardanov,Chalabiev

, p. 949 - 956 (2006)

The features of induced bromination of a...

Convenient Synthesis of Aryl Halides from Arylamines via Treatment of 1-Aryl-3,3-dialkyltriazenes with Trimethylsilyl Halides

Ku, Hao,Barrio, Jorge R.

, p. 5239 - 5241 (1981)

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Synthesis of tin-containing cyclodextrins as potential enzyme models

Zhou, You,Marinescu, Lavinia,Pedersen, Christian Marcus,Bols, Mikael

, p. 6383 - 6389,7 (2012)

The synthesis and the characterization o...

Room-temperature catalytic hydrodefluorination of C(sp3)-F bonds

Scott, Valerie J.,Celenligil-Cetin, Remle,Ozerov, Oleg V.

, p. 2852 - 2853 (2005)

Room-temperature catalytic hydrodefluori...

Molecular structures of the metastable charge-transfer complexes of benzene (and toluene) with bromine as the pre-reactive intermediates in electrophilic aromatic bromination

Vasilyev, Alexandr V.,Lindeman, Sergey V.,Kochi, Jay K.

, p. 582 - 592 (2002)

Successful crystallization and X-ray cry...

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Bunce

, p. 664,668 (1972)

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1,3-dibromo-5,5-dimethylhydantoin, a useful reagent for aromatic bromination

Chassaing, Christophe,Haudrechy, Arnaud,Langlois, Yves

, p. 4415 - 4416 (1997)

1,3-dibromo-5,5-dimethylhydantoin (DBDMH...

OOxidative bromination of activated aromatic compounds using aqueous nitric acid as an oxidant

Joshi, Ashutosh V.,Baidossi, Mubeen,Mukhopadhyay, Sudip,Sasson, Yoel

, p. 568 - 570 (2004)

Oxidative bromination of activated aroma...

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, p. 2124 - 2126 (2010)

An aerobic oxybromination of arenes cata...

Direct bromodeboronation of arylboronic acids with CuBr2 in water

Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei

supporting information, (2021/01/05)

An efficient and practical method has be...

Poly-N-bromosulfonamide-melamine as a novel brominating reagent for regioselective ipso-bromination of arylboronic acids

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, p. 1269 - 1276 (2021/08/27)

A practical synthetic method for the syn...

Hydrogen-Bond-Donor Solvents Enable Catalyst-Free (Radio)-Halogenation and Deuteration of Organoborons

Yang, Yi,Gao, Xinyan,Zeng, Xiaojun,Han, Junbin,Xu, Bo

supporting information, p. 1297 - 1300 (2020/12/23)

A hydrogen bond donor solvent assisted (...

The graphite-catalyzed: ipso -functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes

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An efficient, metal-free, and sustainabl...

106-38-7 Process route

1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

chloranil
118-75-2

chloranil

toluene
108-88-3,15644-74-3,16713-13-6

toluene

para-bromotoluene
106-38-7

para-bromotoluene

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

benzyl bromide
100-39-0

benzyl bromide

Conditions
Conditions Yield
at 100 ℃; Product distribution;
1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

toluene
108-88-3,15644-74-3,16713-13-6

toluene

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

para-bromotoluene
106-38-7

para-bromotoluene

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

benzyl bromide
100-39-0

benzyl bromide

Conditions
Conditions Yield
at 100 ℃; Product distribution;

106-38-7 Upstream products

  • 108-32-7
    108-32-7

    1,2-propylene cyclic carbonate

  • 128-08-5
    128-08-5

    N-Bromosuccinimide

  • 118-75-2
    118-75-2

    chloranil

  • 108-88-3
    108-88-3

    toluene

106-38-7 Downstream products

  • 31053-03-9
    31053-03-9

    N-(4-methylphenyl)piperidine

  • 71982-24-6
    71982-24-6

    N-(3-methylphenyl)piperidine

  • 622-96-8
    622-96-8

    4-methylethylbenzene

  • 101273-46-5
    101273-46-5

    1-(4′-methylphenyl)isoquinoline

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