6273-45-6

Basic information

• Product Name: 4-(4-CHLOROPHENYL)-4-OXO-2-PHENYLBUTANENITRILE
• Synonyms: 4-(4-CHLOROPHENYL)-4-OXO-2-PHENYLBUTANENITRILE
• CAS NO: 6273-45-6
• Molecular Formula: C₁₆H₁₂ClNO
• Molecular Weight: 269.73
• Mol File: 6273-45-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 466.1°C at 760 mmHg
• Flash Point: 235.7°C
• Appearance: /
• Density: 1.221g/cm³
• Vapor Pressure: 7.26E-09mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 4-(4-CHLOROPHENYL)-4-OXO-2-PHENYLBUTANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-CHLOROPHENYL)-4-OXO-2-PHENYLBUTANENITRILE(6273-45-6)
• EPA Substance Registry System: 4-(4-CHLOROPHENYL)-4-OXO-2-PHENYLBUTANENITRILE(6273-45-6)

Safety Data

• Hazardous Substances Data: 6273-45-6(Hazardous Substances Data)

Usage

Description

4-(4-CHLOROPHENYL)-4-OXO-2-PHENYLBUTANENITRILE, also known as 4-Chloro-γ-oxo-α-phenylbenzenebutanenitrile, is an organic compound that serves as a crucial intermediate in the synthesis of various chemical compounds. It is characterized by its unique molecular structure, which includes a nitrile group, an oxo group, and two phenyl rings, one of which is substituted with a chloro group.

Uses

Used in Agricultural Industry:
4-(4-CHLOROPHENYL)-4-OXO-2-PHENYLBUTANENITRILE is used as an intermediate in the synthesis of Fenbuconazole-lactone B R-9130 (T767730), a metabolite of Fenbuconazole (F246800). Fenbuconazole is a conazole-based fungicide that is employed as a spray for the control of various fungal diseases in crops. It is particularly effective against leaf spot, yellow and brown rust, powdery mildew, and net blotch on wheat and barley. Additionally, it is used to control apple scab, pear scab, and apple powdery mildew on apples and pears, thus playing a vital role in ensuring the health and productivity of these crops.

InChI:InChI=1/C16H12ClNO/c17-15-8-6-13(7-9-15)16(19)10-14(11-18)12-4-2-1-3-5-12/h1-9,14H,10H2

Upstream product

• 151-50-8 potassium cyanide 
• 956-02-5 4'-chlorochalcone 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 22966-22-9 (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one 
• 109-77-3 malononitrile 
• 613-90-1 benzoyl cyanide 
• 105-56-6 ethyl 2-cyanoacetate 
• 53066-09-4 2-hydroxy-2-(4-chlorophenyl)-propanenitrile 
• 100-52-7 benzaldehyde 
• 532-28-5 (RS)-mandelonitrile 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 6273-34-3 methyl 4-oxo-4-(4-chlorophenyl)-2-phenyl-butanoate 
• 116776-52-4 4-(4-chloro-phenyl)-4-oxo-2-phenyl-butyric acid 
• 75616-30-7 6-(4-Chloro-phenyl)-4-phenyl-2H-pyridazin-3-one 
• 2166-12-3 6-(4-chloro-phenyl)-4-phenyl-4,5-dihydro-2H-pyridazin-3-one 
• 116776-62-6 3-Chloro-6-(4-chloro-phenyl)-4-phenyl-pyridazine 
• 116776-64-8 [6-(4-Chloro-phenyl)-4-phenyl-pyridazin-3-yl]-dimethyl-amine 
• 116776-58-0 6-(4-Chloro-phenyl)-2-methyl-4-phenyl-4,5-dihydro-2H-pyridazin-3-one 
• 116776-70-6 6-(4-Chloro-phenyl)-4-phenyl-3-piperidin-1-yl-pyridazine 
• 116776-67-1 4-[6-(4-Chloro-phenyl)-4-phenyl-pyridazin-3-yl]-morpholine 
• 75616-26-1 6-(4-Chloro-phenyl)-2,4-diphenyl-4,5-dihydro-2H-pyridazin-3-one 
• 853996-41-5 3-bromo-4-(4-chloro-phenyl)-4-oxo-2-phenyl-butyric acid 
• 56961-35-4 4-(4-chloro-phenyl)-3-hydroxy-4-oxo-2-phenyl-butyric acid 

Relevant articles and documents

Cyano-borrowing reaction: Nickel-catalyzed direct conversion of cyanohydrins and aldehydes/ketones to β-cyano ketone

A direct nickel-catalyzed, high atom- and step-economical reaction of cyanohydrins with aldehydes or ketones via an unprecedented "cyano-borrowing reaction" has been developed. Cleavage of the C-CN bond of cyanohydrins followed by aldol condensation and conjugate addition of cyanide to α,β-unsaturated ketones proceeded to deliver a range of racemic β-cyano ketones with good to high yields. The practical procedure with the use of a commercial and less-toxic CN source bodes well for wide application of this protocol.

Conjugate hydrocyanation of aromatic enones using potassium hexacyanoferrate(II) as an eco-friendly cyanide source

A selective conjugate hydrocyanation of aromatic enones by a one-pot, two-step procedure using potassium hexacyanoferrate(II) as an original eco-friendly cyanide source, potassium hydroxide as a base, and benzoyl chloride as a promoter was described. This protocol has the advantages of a nontoxic cyanide source, high yield, and simple workup procedure. Georg Thieme Verlag Stuttgart · New York.

An efficient conjugate hydrocyanation of chalcones and related enones with TMSCN under solvent- and additive-free microwave conditions

A first example of solvent- and additive-free 1,4-addition reaction of α,β-unsaturated ketones such as chalcones, 3-nonen-2-one and benzalacetone with trimethylsilyl cyanide (TMSCN) is described. The addition of TMSCN to chalcones, 3-nonen-2-one, and benzalacetone under microwave irradiation in the absence of Lewis or Br?nsted acids and solvents, yielded the corresponding β-cyanoketones in good to moderate yields, as quite rapidly as in 5 min. No systematic substituent effect of chalcones on the yields was observed. No reaction of α,β-unsaturated esters such as methyl cinnamate with TMSCN took place under the same conditions.