2-Bromotoluene

Base Information

• Chemical Name: 2-Bromotoluene
• CAS No.: 95-46-5
• Molecular Formula: C7H7Br
• Molecular Weight: 171.037
• Hs Code.: 29036990
• European Community (EC) Number: 202-421-7
• NSC Number: 6532
• UN Number: 1760
• UNII: TBG2F2VA19
• DSSTox Substance ID: DTXSID2024660
• Nikkaji Number: J47.008B
• Wikidata: Q27289881
• ChEMBL ID: CHEMBL1339978
• Mol file: 95-46-5.mol

Synonyms:2-BROMOTOLUENE;95-46-5;1-Bromo-2-methylbenzene;o-Bromotoluene;2-Methylbromobenzene;o-Tolyl bromide;Benzene, 1-bromo-2-methyl-;Toluene, o-bromo-;2-bromo-1-methylbenzene;2-Tolyl bromide;1-Methyl-2-bromobenzene;o-Methylphenyl bromide;o-Tolylbromide;1-bromo-2-methyl-benzene;BROMOTOLUENE;Toluene, 2-bromo-;NSC 6532;CCRIS 5982;2-Bromotoluene-d7;HSDB 6013;EINECS 202-421-7;UNII-TBG2F2VA19;TBG2F2VA19;AI3-26648;DTXSID2024660;NSC-6532;MFCD00000068;bromo toluene;2-bromtoluen;2-bromo-toluene;2-Bromotoluene, 99%;ORTHO-BROMOTOLUENE;1-bromo-2-methyl benzene;SCHEMBL9840;Benceno, 1-bromo-2-metil-;MLS001056299;DTXCID404660;CHEMBL1339978;SCHEMBL10520629;NSC6532;STR01411;Tox21_200379;STL280374;AKOS000120045;AM87480;LS-1975;CAS-95-46-5;NCGC00091045-01;NCGC00091045-02;NCGC00257933-01;SMR001216592;B0659;FT-0611621;EN300-19975;F81553;J-508561;Q27289881;4734-69-4;7-(4-amino-6-methyl-tetrahydropyran-2-yl)oxy-9-(1,2-dihydroxyethyl)-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

Chemical Property of 2-Bromotoluene

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 1.2mmHg at 25°C
• Melting Point: -27 °C
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 180.8 °C at 760 mmHg
• Flash Point: 67.1 °C
• PSA: 0.00000
• Density: 1.403 g/cm³
• LogP: 2.75750
• Storage Temp.: 2-8°C
• Water Solubility.: <0.1 g/100 mL at 15℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 169.97311
• Heavy Atom Count: 8
• Complexity: 70.8
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

2-Bromotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 36/37/39-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Brominated Solvents
• Canonical SMILES: CC1=CC=CC=C1Br
• Uses: 2-Bromotoluene was used in the synthesis of (±)-isocomene. Suzuki coupling of 2-bromotoluene with phenylboronic acid using palladium nanoparticles supported on alumina-based oxides as catalyst has been reported. 2-Bromotoluene is used in manufacturing pharmaceuticals (especially for nonsteroidal antiinflammatory drugs; Meclofenamic acid, Mefenamic acid) and other organic compounds

Technology Process of 2-Bromotoluene

There total 82 articles about 2-Bromotoluene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.3%

toluene (108-88-3,15644-74-3,16713-13-6) → meta-bromotoluene (591-17-3) + para-bromotoluene (106-38-7) + 2-methylphenyl bromide (95-46-5)

Guidance literature:

With bromine; In trifluoroacetic acid; at 25 ℃; Rate constant;

Reference yield: 43.0%

toluene (108-88-3,15644-74-3,16713-13-6) → para-bromotoluene (106-38-7) + 2-methylphenyl bromide (95-46-5) + benzyl bromide (100-39-0)

Guidance literature:

With K₁₀-montmorillonite clay; bromine; In tetrachloromethane; for 1.5h; Ambient temperature;

DOI:10.1016/S0040-4020(96)01147-7

Reference yield: 5.0%

toluene (108-88-3,15644-74-3,16713-13-6) → para-bromotoluene (106-38-7) + 2-methylphenyl bromide (95-46-5) + benzylidene dibromide (618-31-5) + benzyl bromide (100-39-0)

Guidance literature:

With sodium bromate; sodium hydrogensulfite; In water; acetonitrile; at 20 ℃; for 4h;

DOI:10.1021/jo972263q

upstream raw materials:

1,2-propylene cyclic carbonate

N-Bromosuccinimide

chloranil

toluene

Downstream raw materials:

toluene

1-(4-Bromo-3-methyl phenyl)-propan-1-one

1-(4-bromo-3-methylphenyl)ethan-1-one

(2-bromophenyl)methylene diacetate

Refernces

• 1、 Deore, Tushar S.,Sadgar, Amid L.,Jayaram, Radha V.. "Mixed Micelles of Surface Active Ionic Liquid (SAIL)–Octylphenol Ethoxylate: A Novel Reaction Medium for Selective Oxidation of Toluene to Benzaldehyde". . p. 185 - 190. Retrieved 2020/07/30.
• 2、 Hayashi, Yoshihito,Inada, Yasuhiro,Katayama, Misaki,Kikukawa, Yuji,Kitajima, Hiromasa,Seto, Kensuke,Watanabe, Daiki,Yamashita, Shohei. "Induced Fitting and Polarization of a Bromine Molecule in an Electrophilic Inorganic Molecular Cavity and Its Bromination Reactivity". supporting information. p. 14399 - 14403. Retrieved 2020/07/13.