4-(Bromomethyl)benzonitrile, 98%, Thermo Scientific Chemicals
4-(Bromomethyl)benzonitrile, 98%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

4-(Bromomethyl)benzonitrile, 98%, Thermo Scientific Chemicals

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5 g
25 g
Catalog number B20641.06
also known as B20641-06
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44,46
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Quantity:
5 g
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Price (EUR)/ Each
44,46
Online exclusive
49.40 
Save 4,94 (10%)
Add to cart
4-(Bromomethyl)benzonitrile, 98%, Thermo Scientific Chemicals
Catalog numberB20641.06
Price (EUR)/ Each
44,46
Online exclusive
49.40 
Save 4,94 (10%)
-
Add to cart
Chemical Identifiers
CAS17201-43-3
IUPAC Name4-(bromomethyl)benzonitrile
Molecular FormulaC8H6BrN
InChI KeyUMLFTCYAQPPZER-UHFFFAOYSA-N
SMILESBrCC1=CC=C(C=C1)C#N
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream
Assay (GC)≥97.5%
FormCrystals or powder or crystalline powder or lumps
Melting Point (clear melt)112.5-118.5?C
4-(Bromomethyl)benzonitrile is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
4-(Bromomethyl)benzonitrile is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.

Solubility
Soluble in chloroform and methanol. Insoluble in water.

Notes
Moisture and light sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents, strong acids and bases.
RUO – Research Use Only

General References:

  1. Alcohols can be protected as their 4-cyanobenzyl ethers, e.g. in the presence of NaH. They can be selectively cleaved by electrolytic reduction: Tetrahrdon Lett., 2643 (1979); Chem. Ber., 114, 946 (1981).
  2. Snelling, R.; Saavedra, J. Z.; Bayrasy, P.; Abdollahian, Y.; Singaram, B. Binary reducing agents containing dichloroindium hydride for the selective, partial, or tandem reductions of bifunctional compounds consisting of halo-nitriles, halo-esters and halo-carboxylic acids. Org. Chem. Front. 2015, 2 (2), 133-140.
  3. Bagala, D. B.; Bhanagea, B. M. Recent Advances in Transition Metal-Catalyzed Hydrogenation of Nitriles. Adv. Synth. Catal. 2015, 357 (5), 883-900.