3-Bromotoluene

Product Name: 3-Bromotoluene
CAS No.: 591-17-3
Chemical Name: 3-Bromotoluene
Synonyms: 1-BROMO-3-METHYLBENZENE;META-BROMOTOLUENE;3-Methylbromobenzene;3-BromotoL;3-Bromtoluol;3-Bromotolune;3-bromo-toluen;5-Bromotoluene;3-Tolylbromide;m-bromo-toluen
CBNumber: CB8437237
Molecular Formula: C7H7Br
Formula Weight: 171.03
MOL File: 591-17-3.mol

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3-Bromotoluene Property

Melting point:: -40 °C
Boiling point:: 183.7 °C(lit.)
Density: 1.41 g/mL at 25 °C(lit.)
refractive index: n20/D 1.552(lit.)
Flash point:: 140 °F
storage temp.: Store below +30°C.
solubility: 0.05g/l
form: Liquid
Specific Gravity: 1.410
color: Clear colorless to light yellow
Water Solubility: insoluble
Merck: 14,1439
BRN: 1903633
Dielectric constant: 5.3600000000000003
CAS DataBase Reference: 591-17-3(CAS DataBase Reference)
NIST Chemistry Reference: Benzene, 1-bromo-3-methyl-(591-17-3)
EPA Substance Registry System: m-Bromotoluene (591-17-3)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
Safety Statements: 26-36-37/39
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: XS7965400
F: 8
Hazard Note: Harmful/Irritant
TSCA: Yes
HS Code: 29036990
Hazardous Substances Data: 591-17-3(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H331Toxic if inhaled

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 167215
Product name: 3-Bromotoluene
Purity: 98%
Packaging: 25g
Price: $58.5
Updated: 2024/03/01

Sigma-Aldrich

Product number: 167215
Product name: 3-Bromotoluene
Purity: 98%
Packaging: 100g
Price: $70.8
Updated: 2024/03/01

TCI Chemical

Product number: B0660
Product name: 3-Bromotoluene
Packaging: 25G
Price: $50
Updated: 2024/03/01

TCI Chemical

Product number: B0660
Product name: 3-Bromotoluene
Packaging: 500G
Price: $427
Updated: 2024/03/01

Alfa Aesar

Product number: A13990
Product name: 3-Bromotoluene, 98%
Packaging: 25g
Price: $49.65
Updated: 2024/03/01

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3-Bromotoluene Chemical Properties,Usage,Production

Chemical Properties

colorless to light yellow liquid. Insoluble in water, soluble in ethanol and ether.

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.

Application

3-Bromotoluene is used as a solvent (for fats, waxes or resins, and as a medium for carrying out reactions) and as a chemical intermediate.

Preparation

Synthesis of 3-Bromotoluene: It is derived from 3-bromo-4-aminotoluene by diazotization and reduction. The mixture of 95% ethanol, concentrated sulfuric acid and 3-bromo-4-aminotoluene was stirred and cooled to 10°C, and sodium nitrite solution was added to keep the reaction temperature not exceeding 10°C. After adding, continue stirring for 20min. Add the copper powder washed with ether, heat carefully, stop heating after the reaction starts, nitrogen will be released violently, and acetaldehyde will be formed. Then steam distillation is carried out until no oily substance evaporates. Separate the organic phase from the distillate and wash with 10% sodium hydroxide, water, concentrated sulfuric acid, and 5% sodium carbonate solution in sequence. Dry with anhydrous calcium chloride, filter, distill, collect 180-183 ℃ (99.75kPa) fractions to obtain colorless pure 3-bromotoluene with a yield of over 50%.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 1, p. 133, 1941
The Journal of Organic Chemistry, 57, p. 3772, 1992 DOI: 10.1021/jo00040a010

General Description

3-Bromotoluene is an electron-rich aryl bromide. It participates in the Heck reaction. 3-Bromotoluene undergoes palladium-catalyzed cyanation reaction in the presence of K4[Fe(CN)6] as the cyanide surrogate. It undergoes palladium-catalysed reaction with alkynyltriarylborates to yield trisubstituted alkenylboranes.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

3-Bromotoluene is incompatible with strong oxidizing agents.

Fire Hazard

3-Bromotoluene is combustible.

3-Bromotoluene Preparation Products And Raw materials

Raw materials

2-Bromo-4-methylaniline Copper Ethanol

Preparation Products

TERT-BUTYL 4-(3-FORMYLBENZYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE 3-Bromobenzoic acid TRI-M-TOLYLPHOSPHINE 3-(ETHYL(METHYL)CARBAMOYL)PHENYLBORONIC ACID 3-(DIMETHYLCARBAMOYL)PHENYLBORONIC ACID

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3-Bromotoluene Suppliers

Americas 1 Belgium 2 Canada 3 China 190 Cyprus 1 Europe 3 Germany 5 India 38 Japan 4 Slovakia 1 Switzerland 2 Ukraine 2 United Kingdom 17 United States 36 Global 305

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View Lastest Price from 3-Bromotoluene manufacturers

Henan Fengda Chemical Co., Ltd

Product: 3-Bromotoluene 591-17-3
Price: US $100.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-25

Honest Joy Holdings Limited

Product: 3-Bromotoluene 591-17-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.2%
Supply Ability: 100 tons
Release date: 2022-02-18

Career Henan Chemical Co

Product: 3-Bromotoluene 591-17-3
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: Customized
Release date: 2018-12-20

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591-17-3

C7H7Br2

Building Blocks

C7

Aryl

Halogenated Hydrocarbons

Organic Building Blocks

ARYL HALIDE

alkyl bromide

Building Blocks

Chemical Synthesis

Halogenated Hydrocarbons

Organic Building Blocks

Aromatic Hydrocarbons (substituted) & Derivatives

Halogen toluene

Miscellaneous

Bromine Compounds

Aryl

C7