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4-Bromobenzonitrile

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CAS:623-00-7
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4-Bromobenzonitrile Basic information
Product Name:4-Bromobenzonitrile
Synonyms:PBBN;4-BROMOBENZONITRILE FOR SYNTHESIS;4-Cyanophenyl bromide;p-Cyanobromobenzene;p-Cyanophenyl bromide;A nitrile of broMobenzene;Of broMoxynil;4-BroMobenzonitrile, 98% 10GR
CAS:623-00-7
MF:C7H4BrN
MW:182.02
EINECS:210-764-9
Product Categories:Building Blocks;C6 to C7;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Phenyls & Phenyl-Het;Nitrile;Nitriles;Miscellaneous;Bromine Compounds;Benzonitriles (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Phenyls & Phenyl-Het;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;Halides;FINE Chemical & INTERMEDIATES;blocks;Bromides;Carboxes;bc0001
Mol File:623-00-7.mol
4-Bromobenzonitrile Structure
4-Bromobenzonitrile Chemical Properties
Melting point 110-115 °C(lit.)
Boiling point 235-237 °C(lit.)
density 1,562 g/cm3
refractive index 1.5999 (estimate)
Fp 130°C
storage temp. Sealed in dry,Room Temperature
solubility 0.2g/l
form Powder or Flakes
color White to light yellow or flakes
Water Solubility Very slightly soluble in water(0.2g/L). Soluble in alcohol and ether.
BRN 2041518
InChIKeyHQSCPPCMBMFJJN-UHFFFAOYSA-N
LogP2.3 at 22.5℃ and pH7
CAS DataBase Reference623-00-7(CAS DataBase Reference)
NIST Chemistry Reference4-Bromobenzoic acid nitrile(623-00-7)
Safety Information
Hazard Codes Xn,T,Xi
Risk Statements 22-36/37/38-20/21/22
Safety Statements 61-36/37/39-26-24/25
RIDADR UN 3439 6.1/PG 3
WGK Germany 2
RTECS DI2460000
Hazard Note Toxic/Irritant
HazardClass 6.1
PackingGroup III
HS Code 29269095
MSDS Information
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4-Bromobenzoic acid nitrile English
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4-Bromobenzonitrile Usage And Synthesis
Chemical Properties4-Bromobenzonitrile is white to light yellow powder or flakes
Uses4- Bromobenzonitrile is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceu ticals and other organic chemicals,
Uses4-Bromobenzonitrile is used as reagents and solvents. Reaction of 2-propanol, 4-bromobenzonitrile, and NaH in the presence of 1.5 mol % Pd2(dba)3 and 3 mol % (S)-(-)2,2?-bis(di-p-tolylphosphino)- 1,1?-binaphthyl at 50°C afforded 4-isopropoxy- benzonitrile in 80% isolated yield. The synthesis of 4-cyanobiphenyl at room temperature in a flow injection microreactor, using a supported catalyst, without the addition of a base gave a product yield of 67±7% (n=6). This was achieved by injecting 4-bromobenzonitrile. The 3-arylation of 2,5-dimethylthiophene with 4-bromopropiophenone, 4-trifluoromethylbromobenzene or 4-bromobenzonitrile gave 3-5 in only 38-50% yields in Palladium-catalysed direct 3-or 4-arylation of thiophene derivatives using aryl bromides.
Synthesis Reference(s)Tetrahedron Letters, 27, p. 1925, 1986 DOI: 10.1016/S0040-4039(00)84413-5
SynthesisTo a 10 mL glass tube aryl halide (1 mmol), K4FeCN6 (0.6 mmol,220 mg), K2CO3 (1.5 mmol, 207 mg), catalyst (10 mg), and 2 mL DMF were added and the mixture was stirred for appropriate reaction time at 120 ℃ under argon atmosphere. The progress of the reaction was monitored by GC analysis. After completion of the reaction, the reaction mixture was washed with 5 mL water, and the crude product was isolated using dichloromethane (5× 1 mL). Organic extracts were combined, evaporated, and purified by flash chromatography using hexane/EtOAc to give 4-Bromobenzonitrile.
4-Bromobenzonitrile
Tag:4-Bromobenzonitrile(623-00-7) Related Product Information
4-Bromophenylacetonitrile 4-Bromophenylacetic acid 4-Bromobenzoic acid 4-Bromo-alpha-phenethylamine 4-Bromostyrene (4-bromophenyl)(indolin-7-yl)methanone Bromfenac Impurity 34 Bromfenac Impurity 48 7-(4-BroMobenzoyl)- bromfenac sodiumImpurity e Bromfenac Impurity 43 bromfenac sodiumImpurity 2 Bromfenac Impurity 8 Bromfenac Impurity 35 Methanone, (4-broMophenyl)(3-chloro-1H-indol-7-yl)- Bromfenac Impurity 51 Bromfenac Impurity 57 Bromfenac-d4 Sodium Salt