5-BROMO-2-CYANOBENZENEACETONITRILE

Product Name: 5-BROMO-2-CYANOBENZENEACETONITRILE
CAS No.: 925672-88-4
Chemical Name: 5-BROMO-2-CYANOBENZENEACETONITRILE
Synonyms: 5-BROMO-2-CYANOBENZENEACETONITRILE;4-bromo-2-(cyanomethyl)benzonitrile;Benzeneacetonitrile, 5-bromo-2-cyano-
CBNumber: CB92453762
Molecular Formula: C9H5BrN2
Formula Weight: 221.05
MOL File: 925672-88-4.mol

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5-BROMO-2-CYANOBENZENEACETONITRILE Property

Boiling point:: 345.2±27.0 °C(Predicted)
Density: 1.58±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Appearance: Light yellow to yellow Solid

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Safety

RIDADR: 3439
HazardClass: 6.1
PackingGroup: Ⅲ

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: B683278
Product name: 5-Bromo-2-cyanobenzeneacetonitrile
Packaging: 25mg
Price: $110
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB153721
Product name: 5-Bromo-2-cyanobenzeneacetonitrile
Packaging: 100mg
Price: $119
Updated: 2021/12/16

AK Scientific

Product number: W9548
Product name: 5-Bromo-2-cyanobenzeneacetonitrile
Packaging: 250mg
Price: $174
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB153721
Product name: 5-Bromo-2-cyanobenzeneacetonitrile
Packaging: 250mg
Price: $237.5
Updated: 2021/12/16

AK Scientific

Product number: W9548
Product name: 5-Bromo-2-cyanobenzeneacetonitrile
Packaging: 1g
Price: $361
Updated: 2021/12/16

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5-BROMO-2-CYANOBENZENEACETONITRILE Chemical Properties,Usage,Production

Synthesis

105942-08-3

105-34-0

925672-88-4

The general procedure for the synthesis of 5-bromo-2-cyanophenylacetonitrile from 4-bromo-2-fluorobenzonitrile and methyl cyanoacetate was carried out as follows: first, sodium hydride (47.2 g, 1.18 mol) was suspended in 320 mL of dimethylsulfoxide (DMSO) and cooled to 0°C in an ice-water bath. The mixture gradually became viscous as the DMSO began to freeze. Subsequently, methyl cyanoacetate (104 mL, 1.18 mol) was slowly added, a process that caused a slight temperature increase, thus making the mixture easier to stir. The reaction mixture was stirred at room temperature for 30 minutes. Next, a solution of 4-bromo-2-fluorobenzonitrile (118 g, 590 mmol, commercially available from Acros Organics, Order No. 29049) in 500 mL of DMSO was added to the reaction system via cannula. The mixture was heated to an internal temperature of 90°C. After the reaction was complete, the mixture was cooled and allowed to stand overnight. 1.2 L of water was added to the reaction mixture and heated to an internal temperature of 104 °C over 3 hours. Another 2.3 L of water was added and the mixture was heated to reflux for 16 hours. After that, the mixture was cooled to 5 °C and 0.2 N hydrochloric acid (700 mL) was added and stirred at 5 °C for 30 min. The resulting precipitate was filtered, washed with water and dried to give the final target product 4-bromo-2-(cyanomethyl)benzonitrile (102 g, 78% yield). The product was analyzed by LCMS (API-ES), m/z: 223,221 ([M-H]+).

References

[1] Tetrahedron Letters, 2007, vol. 48, # 3, p. 487 - 489
[2] Patent: WO2009/11871, 2009, A2. Location in patent: Page/Page column 188-189
[3] Patent: WO2009/11880, 2009, A2. Location in patent: Page/Page column 159
[4] Patent: WO2010/83246, 2010, A1. Location in patent: Page/Page column 54-55
[5] Journal of Organic Chemistry, 2018, vol. 83, # 17, p. 9682 - 9695

5-BROMO-2-CYANOBENZENEACETONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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5-BROMO-2-CYANOBENZENEACETONITRILE Suppliers

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925672-88-4, 5-BROMO-2-CYANOBENZENEACETONITRILERelated Search:

5-BROMO-A,2-DICYANOBENZENEACETIC ACID METHYL ESTER HOMOPHTHALONITRILE 4-Bromo-2-methylbenzonitrile 3-Bromophenylacetonitrile 5-BROMO-2-CYANOBENZENEACETONITRILE

5-BROMO-2-CYANOBENZENEACETONITRILE

4-bromo-2-(cyanomethyl)benzonitrile

Benzeneacetonitrile, 5-bromo-2-cyano-

925672-88-4