6048-21-1

Basic information

• Product Name: 4-BROMOBENZOYL CYANIDE
• Synonyms: 4-BROMOBENZOYL CYANIDE
• CAS NO: 6048-21-1
• Molecular Formula: C₈H₄BrNO
• Molecular Weight: 210.03
• Mol File: 6048-21-1.mol

Chemical Properties

• Melting Point: 67℃
• Boiling Point: 277.4±23.0℃ (760 Torr)
• Flash Point: 121.6±22.6℃
• Appearance: /
• Density: 1.609±0.06 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: 4-BROMOBENZOYL CYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMOBENZOYL CYANIDE(6048-21-1)
• EPA Substance Registry System: 4-BROMOBENZOYL CYANIDE(6048-21-1)

Safety Data

• Hazardous Substances Data: 6048-21-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromobenzoyl cyanide is used as a reagent for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its role in this industry is pivotal for the creation of compounds with specific medicinal properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Bromobenzoyl cyanide is utilized as a reagent in the production of agrochemicals, including herbicides. It aids in the development of compounds designed to control, repel, or kill pests that are harmful to crops.
Used in Dye and Pigment Industry:
4-Bromobenzoyl cyanide is employed as a building block in the synthesis of dyes and pigments, which are essential for coloring various materials in industries such as textiles, plastics, and printing inks.
Used in Polymer Industry:
4-BROMOBENZOYL CYANIDE is also used in the manufacture of certain polymers, where it contributes to the formation of polymeric materials with specific properties, enhancing their performance in various applications.
Used as a Precursor in Chemical Synthesis:
4-Bromobenzoyl cyanide serves as a precursor in the synthesis of other chemical compounds, indicating its importance in the broader scope of chemical production and research.

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 58289-69-3 2-(4-bromophenyl)-2-hydroxyacetonitrile 
• 586-75-4 4-chlorobenzoyl chloride 
• 74-90-8 hydrogen cyanide 
• 16532-79-9 4-Bromophenylacetonitrile 
• 748166-19-0 1-bromo-4-(1-bromoamino)toluene 
• 2179-92-2 tri-n-butyltin cyanide 
• 151-50-8 potassium cyanide 
• 544-92-3 copper(I) cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 99-73-0 para-bromophenacyl bromide 
• 5195-29-9 4-bromophenylglyoxal 
• 108-86-1 bromobenzene 
• 1115-12-4 carbonyl cyanide 

Downstream Products

• 69374-79-4 2-(4-bromophenyl)-2-oxoacetamide 
• 1255526-39-6 C₁₆H₁₂BrNO₂ 
• 1255526-42-1 C₁₆H₁₂BrNO₃ 
• 1255526-51-2 C₁₁H₁₀BrNO₂ 
• 586-76-5 4-Bromobenzoic acid 
• 32549-34-1 1-(4-Bromophenyl)imidazolidine-2,4-dione 
• 1203703-11-0 2-(4-bromophenyl)fumaronitrile 
• 1203702-89-9 2-(4-bromophenyl)maleonitrile 
• 89549-75-7 benzoic acid (4-bromophenyl)-cyano-methyl ester 
• 135120-41-1 5-(4-bromophenyl)-2,4-diphenyloxazole 
• 59247-47-1 tert-butyl-4-bromobenzoate 
• 1595288-03-1 2-(cyano(dimethylamino)methyl)phenyl 4-bromobenzoate 
• 1595288-10-0 2-(cyano(dimethylamino)methyl)-4,5-dimethylphenyl 4-bromobenzoate 
• 1255526-48-7 C₁₃H₈BrNO₃ 

Relevant articles and documents

A Cyanide-Free Synthesis of Acylcyanides through Ru-Catalyzed C(sp3)-H-Oxidation of Benzylic Nitriles

A practical method for generation of acylcyanides devoid of any external cyanide sources is presented that relies on a mild Ru-catalyzed selective C?H-oxidation of benzylic nitriles. The starting materials are smoothly generated through condensation of the corresponding carboxylic acid amides using silanes. The obtained acylcyanides can be employed in a plethora of transformation as exemplified to some larger extend in the sequence of C?H-oxidation-Tischenko-rearrangement for the generation of structurally diverse benzoyloxycyanohydrines.

Acceptorless and Base-free Dehydrogenation of Cyanohydrin with (η6-Arene)halide(Bidentate Phosphine)ruthenium(II) Complex

Ruthenium-catalyzed dehydrogenation of cyanohydrins under acceptorless and base-free conditions was demonstrated for the first time in the synthesis of acyl cyanide. As opposed to the thermodynamically preferred elimination of hydrogen cyanide, the dehydrogenation of cyanohydrins could be kinetically controlled with ruthenium (II) bidentate phosphine complexes. The effects of the arene, phosphine ligands and counter anions were investigated in regard to catalytic activity and selectivity. Selective dehydrogenation can occur via β-hydride elimination with the experimentally observed [(alkoxide)Ru] complex. (Figure presented.).

Rh-Catalyzed Asymmetric Hydrogenation of 1,2-Dicyanoalkenes

A highly efficient enantioselective hydrogenation of 1,2-dicyanoalkenes catalyzed by the complex of rhodium and f-spiroPhos has been developed. A series of 1,2-dicyanoalkenes were successfully hydrogenated to the corresponding chiral 1,2-dicyanoalkanes under mild conditions with excellent enantioselectivities (up to 98% ee). This methodology provides efficient access to the asymmetric synthesis of chiral diamines.

Preparation method for D, L-phenylglycine and analogue thereof

The invention provides a preparation method for D, L-phenylglycine and an analogue thereof. According to the method, benzaldehyde, an analogue thereof and hydrocyanic acid are adopted as raw materials and subjected to cyanidation reaction, and then 2-hydroxy-benzyl cyanide or 2-hydroxy-benzyl cyanide analogue (cyanohydrin for short) is generated. Cyanohydrin reacts with carbon dioxide and the aqueous solution of ammonia, and then 5-phenyl-hydantoin and an analogue thereof (hydantoin for short) are generated. hydantoin is successively subjected to steam stripping, alkaline hydrolysis, steam stripping, decolorization, neutralization, crystallization, washing, centrifuging, drying and the like to obtain D, L-phenylglycine and the analogue thereof. Compared with the prior art, the preparation method for D, L-phenylglycine and the analogue thereof can significantly and effectively reduce the pollution, and fewer inorganic salt by-products are generated. Meanwhile, the prepared D, L-phenylglycine and the analogue thereof are high in product yield and high in purity. Counted in benzaldehyde and the analogue thereof, the yield of D, L-phenylglycine and the analogue thereof is larger than or equal to 96%, and the product purity is larger than or equal to 99%. Meanwhile, the process flow is simple and feasible, so that the method is worthy of market popularization and application.

Synthesis of benzoyl cyanide through aerobic photooxidation of benzyl cyanide using carbon tetrabromide as a catalyst

We developed a synthetic method toward benzoyl cyanide through aerobic photooxidation of benzyl cyanide in the presence of carbon tetrabromide under visible light irradiation with fluorescent lamps.

A new convenient synthesis of aroyl cyanides via the formation of cyanohydrin nitrate intermediates

The treatment of α-bromoarylacetonitriles with AgNO3 generates cyanohydrin nitrate intermediates, which easily eliminate nitrous acid with the formation of carbonyl bond to afford aroyl cyanides in good to high yields.

AgI-PEG400-KI catalyzed environmentally benign synthesis of aroyl cyanides using potassium hexacyanoferrate(II) as the cyanating agent

A practical cyanation of aroyl chlorides with 0.2 equivalent of non-toxic cyanide source, K4[Fe(CN)6], 3 mol% AgI, 4 mol% PEG-400, and 3 mol% KI as the catalyst system is described. The reactions were performed in DMF at room temperature and provided the corresponding aroyl cyanides in 64-89% yield, typically in less than ten hours. Georg Thieme Verlag Stuttgart.

A novel heterogeneous synthesis of acyl cyanides catalyzed by PEG400 and zinc iodide

Aroyl cyanides were readily synthesized in moderate yields by the cyanation of aroyl chlorides with dry powdered potassium cyanide under the catalysis of PEG400 and zinc iodide in dichloromethane at room temperature. A preliminary study on the one-pot preparation of acetyl cyanide was also reported.

Synthesis of α,α-difluoronitriles from acyl cyanides

Aromatic α,α-difluoronitriles (aryl α,α-difluoroacetonitriles) have been synthesized by reaction of aroyl cyanides with diethylamino sulphur trifluoride.Some liquid crystalline difluoronitriles have been prepared by this method.

Reaction of Aromatic Acyl Chlorides with Potassium or Sodium Cyanide Impregnated onto Amberlite XAD Resins. Efficient Synthesis of Aromatic Acyl Cyanides

The effects of alkali metal cyanide impregnated on Amberlite XAD resins (KCN/XAD, NaCN/XAD) have been examined using the cyanation of benzoyl chloride.In benzene, benzoyl cyanide was obtained in a very high yield with high selectivity under mild conditions.It is proposed that the reaction occurs on the surface of the resin.On the basis of the result obtained in the absence of any solvent, the reactivity of KCN/XAD toward dimerization of benzoyl cyanide has been found to be much poorer than that of KCN in solution.Although the reaction of acyl chlorides with KCN/XADor NaCN/XAD in benzene gave various acyl cyanides in good to excellent yields, no aliphatic acyl cyanide could be obtained.