3-Bromotoluene

Base Information

• Chemical Name: 3-Bromotoluene
• CAS No.: 591-17-3
• Molecular Formula: C7H7Br
• Molecular Weight: 171.037
• Hs Code.: 29036990
• European Community (EC) Number: 209-702-3
• UN Number: 1992
• UNII: 9426O61G73
• DSSTox Substance ID: DTXSID3024659
• Nikkaji Number: J47.829F
• Wikidata: Q27271632
• ChEMBL ID: CHEMBL1538200
• Mol file: 591-17-3.mol

Synonyms:3-Bromo-1-methylbenzene;3-Methyl-1-bromobenzene;m-Bromotoluene;Benzene, 1-bromo-3-methyl-;5-Bromotoluene;4-05-00-00827 (Beilstein Handbook Reference);Toluene, 3-bromo-;Toluene, m-bromo-;m-Methylbromobenzene;m-Tolyl bromide;3-Methylbromobenzene;1-Bromo-3-methylbenzene;1-bromo-3-methyl-benzene;

Chemical Property of 3-Bromotoluene

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 1.12mmHg at 25°C
• Melting Point: -40 °C
• Refractive Index: n20/D 1.552(lit.)
• Boiling Point: 182.1 °C at 760 mmHg
• Flash Point: 60 °C
• PSA: 0.00000
• Density: 1.403 g/cm³
• LogP: 2.75750
• Storage Temp.: Store below +30°C.
• Solubility.: 0.05g/l
• Water Solubility.: insoluble
• XLogP3: 3.3
• 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: Flammable Liquid Poison

Purity/Quality:

99% ^*data from raw suppliers

3-Bromotoluene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Brominated Solvents
• Canonical SMILES: CC1=CC(=CC=C1)Br
• Uses: 3-Bromotoluene was used in the precise determination of bromine isotope ratio in organic compounds by MC-ICPMS ( Multicollector-Inductively Coupled Plasma Mass Spectrometer). It undergoes palladium-catalyzed cyanation reaction in the presence of K4[Fe(CN)6] as the cyanide surrogate. It also undergoes palladium-catalyzed reaction with alkynyltriarylborates to yield trisubstituted alkenylboranes.

Technology Process of 3-Bromotoluene

There total 43 articles about 3-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: 96.0%

3-methylbenzenediazonium tetrafluoroborate (1422-76-0) → meta-bromotoluene (591-17-3)

Guidance literature:

With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1055/s-2007-983784

Reference yield: 76.0%

meta-bromobenzyl bromide (823-78-9) → meta-bromotoluene (591-17-3)

Guidance literature:

With diethylzinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In hexane; N,N-dimethyl-formamide; at 25 ℃; for 1h;

DOI:10.1021/jo00076a066

Reference yield: 74.0%

C6H4S2O4N(1-)*N2C6H5CH2(1+) → meta-bromotoluene (591-17-3)

Guidance literature:

With tetrabutylammomium bromide; copper; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1021/jo9819537

upstream raw materials:

2-bromo-p-toluidine

4-bromo-phenol

toluene

2,4,6-tribromophenol

Downstream raw materials:

meta-bromobenzyl bromide

toluene

3-(trimethylsilyl)toluene

(3-methylphenyl)triethylsilane

Refernces

• 1、 Phuc Tran, Dat,Nomoto, Akihiro,Mita, Soichiro,Dong, Chun-ping,Kodama, Shintaro,Mizuno, Takumi,Ogawa, Akiya. "Metal- and base-free synthesis of aryl bromides from arylhydrazines". supporting information. . Retrieved 2020/05/08.
• 2、 Beletskaya, Irina P.,Sigeev, Alexander S.,Peregudov, Alexander S.,Petrovskii, Pavel V.. "Catalytic Sandmeyer bromination". . p. 2534 - 2538. Retrieved 2008/03/13.