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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;m-bromo-toluen;3-bromo-toluen;5-Bromotoluene;3-Tolylbromide
CBNumber:
CB8437237
Molecular Formula:
C7H7Br
Molecular Weight:
171.03
MDL Number:
MFCD00000085
MOL File:
591-17-3.mol
MSDS File:
SDS
Last updated:2023-12-25 17:47:29

3-Bromotoluene Properties

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)
EWG's Food Scores 1
FDA UNII 9426O61G73
NIST Chemistry Reference Benzene, 1-bromo-3-methyl-(591-17-3)
EPA Substance Registry System m-Bromotoluene (591-17-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS09
Signal word  Danger
Hazard statements  H226-H302-H331-H411
Precautionary statements  P210-P233-P240-P273-P301+P312-P304+P340+P311
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
8
Hazard Note  Harmful/Irritant
TSCA  Yes
HS Code  29036990
NFPA 704
2
2 0

3-Bromotoluene price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 167215 3-Bromotoluene 98% 591-17-3 25g $58.5 2024-03-01 Buy
Sigma-Aldrich 167215 3-Bromotoluene 98% 591-17-3 100g $70.8 2024-03-01 Buy
TCI Chemical B0660 3-Bromotoluene 591-17-3 25G $50 2024-03-01 Buy
TCI Chemical B0660 3-Bromotoluene 591-17-3 500G $427 2024-03-01 Buy
Alfa Aesar A13990 3-Bromotoluene, 98% 591-17-3 25g $49.65 2024-03-01 Buy
Product number Packaging Price Buy
167215 25g $58.5 Buy
167215 100g $70.8 Buy
B0660 25G $50 Buy
B0660 500G $427 Buy
A13990 25g $49.65 Buy

3-Bromotoluene Chemical Properties,Uses,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.

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%.

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.

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.

625-95-6
591-17-3
Synthesis of 3-Bromotoluene from 3-Iodotoluene
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View Lastest Price from 3-Bromotoluene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Bromotoluene pictures 2023-12-26 3-Bromotoluene
591-17-3
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
3-Bromotoluene pictures 2022-02-21 3-Bromotoluene
591-17-3
US $0.00 / KG 1KG 98.2% 100 tons Honest Joy Holdings Limited
3-Bromotoluene pictures 2019-07-06 3-Bromotoluene
591-17-3
US $1.00 / kg 1kg 99% Customized Career Henan Chemical Co
  • 3-Bromotoluene pictures
  • 3-Bromotoluene
    591-17-3
  • US $100.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
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