ChemicalBook > CAS DataBase List > 5-Bromo-2-methylbenzonitrile

5-Bromo-2-methylbenzonitrile

Product Name: 5-Bromo-2-methylbenzonitrile
CAS No.: 156001-51-3
Chemical Name: 5-Bromo-2-methylbenzonitrile
Synonyms: 4-Bromo-2-cyanotoluene;Bromo-2-methylbenzonitrile;5-BROMO-2-METHYLBENZONITRILE;3-BROMO-6-METHYLBENZONITRILE;5-Bromo-2-methylbenzonotrile;2-Methyl-5-bBromobenzonitrile;Benzonitrile, 5-bromo-2-methyl-;5-BROMO-2-METHYLBENZONITRILE,98%
CBNumber: CB8285164
Molecular Formula: C8H6BrN
Formula Weight: 196.04
MOL File: 156001-51-3.mol

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5-Bromo-2-methylbenzonitrile Property

Melting point:: 47-51 °C
Boiling point:: 251℃
Density: 1.51
Flash point:: 110 °C
storage temp.: Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
color: White to Orange to Green
InChI: InChI=1S/C8H6BrN/c1-6-2-3-8(9)4-7(6)5-10/h2-4H,1H3
InChIKey: WNVUTFDOGUGEIS-UHFFFAOYSA-N
SMILES: C(#N)C1=CC(Br)=CC=C1C

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Safety

Hazard Codes: Xn
Risk Statements: 22
RIDADR: UN 3439 6.1/PG III
WGK Germany: 3
HazardClass: 6.1
PackingGroup: III
HS Code: 2926907090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 694827
Product name: 5-Bromo-2-methylbenzonitrile
Purity: 97%
Packaging: 1g
Price: $93
Updated: 2023/01/07

Sigma-Aldrich

Product number: 694827
Product name: 5-Bromo-2-methylbenzonitrile
Purity: 97%
Packaging: 5g
Price: $167
Updated: 2023/01/07

TCI Chemical

Product number: B4808
Product name: 5-Bromo-2-methylbenzonitrile
Purity: >98.0%(GC)
Packaging: 1g
Price: $38
Updated: 2025/07/31

TCI Chemical

Product number: B4808
Product name: 5-Bromo-2-methylbenzonitrile
Purity: >98.0%(GC)
Packaging: 5g
Price: $180
Updated: 2025/07/31

TRC

Product number: B697060
Product name: 5-Bromo-2-methylbenzonitrile
Packaging: 250mg
Price: $55
Updated: 2021/12/16

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5-Bromo-2-methylbenzonitrile Chemical Properties,Usage,Production

Uses

2-Hydroxy-6-methyl-5-nitropyridine is a versatile building block that can be used to create a range of compounds, such as 5-Bromo-2-methylbenzaldehyde, 1-(5-Bromo-2-methylphenyl)ethanone, etc.

Reactions

5-Bromo-2-methylbenzonitrile is a substrate for the enzyme benzoate kinase and is used as an intermediate in the synthesis of cyclen. It can be activated by addition of acid, which leads to a rapid increase in the rate of reaction. The kinetic data for this reaction have been analyzed and show that it obeys first order kinetics with respect to both 5-bromo-2-methylbenzonitrile and benzoic acid. This reaction is also catalyzed by an analog of cyclen, which binds to the enzyme more tightly than 5-bromo-2-methylbenzonitrile, resulting in a higher activation energy. It is possible to analyze the kinetics of this reaction using agarose gel electrophoresis or supercoiled DNA analysis.

Synthesis

50670-64-9

156001-51-3

General procedure for the synthesis of 5-bromo-2-methylbenzonitrile from 2-methyl-5-aminobenzonitrile: Example 22: To a flask was added water (13.5 mL), HBr (74%, 14.4 mL), and 5-amino-2-methylbenzonitrile (2.0 g, 15.1 mmol) dissolved in water (24 mL). The mixture was heated to 50 °C and kept for 20 min. Subsequently, the mixture was cooled to 0-5 °C and an aqueous solution of NaNO2 (1.2 g, 17.4 mmol) was added. The reaction mixture was stirred at 0-5 °C for 10 min and then warmed up to 40 °C. Next, a solution of CuBr (6.5 g, 45.1 mmol) in water (36 mL) and HBr (7.2 mL) was added. The mixture was refluxed for 2 hours. After completion of the reaction, the mixture was extracted with ethyl acetate (AcOEt) and the organic layer was washed sequentially with saturated NaHCO3 solution and brine and dried with Na2SO4. The crude product was purified by column chromatography (petroleum ether:ethyl acetate = 50:1) to give 2.3 g of 5-bromo-2-methylbenzonitrile as a white solid (yield: 77%). 1H NMR (400 MHz, CDCl3) δ 7.72 (s, 1H), 7.59 (d, J = 8.0 Hz, 1H), 7.19 (d, J = 8.0 Hz, 1H), 2.51 (s, 3H).

References

[1] Patent: US2009/203657, 2009, A1. Location in patent: Page/Page column 48
[2] Patent: US2009/203677, 2009, A1. Location in patent: Page/Page column 51
[3] Patent: US2009/197871, 2009, A1. Location in patent: Page/Page column 50-51
[4] Patent: WO2005/97750, 2005, A1. Location in patent: Page/Page column 69
[5] Patent: WO2009/100169, 2009, A1. Location in patent: Page/Page column 127

5-Bromo-2-methylbenzonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Bromo-2-methylbenzonitrile manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 5-BROMO-2-METHYLBENZONITRILE 156001-51-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: 5-BROMO-2-METHYLBENZONITRILE 156001-51-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

156001-51-3, 5-Bromo-2-methylbenzonitrileRelated Search:

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5-BROMO-2-METHYLBENZONITRILE,98%

5-Bromo-2-methylbenzonotrile

Bromo-2-methylbenzonitrile

3-BROMO-6-METHYLBENZONITRILE

5-BROMO-2-METHYLBENZONITRILE

2-Methyl-5-bBromobenzonitrile

Benzonitrile, 5-bromo-2-methyl-

4-Bromo-2-cyanotoluene

156001-51-3

165001-51-3

C8 to C9

Cyanides/Nitriles

Nitrogen Compounds

Aromatic Nitriles