57169-51-4

Basic information

• Product Name: ALPHA,ALPHA-DICHLOROPROPIOPHENONE
• Synonyms: ALPHA,ALPHA-DICHLOROPROPIOPHENONE;2,2-DICHLOROPROPIOPHENONE;1,1-Dichloropropyl phenyl ketone;1-Propanone, 2,2-dichloro-1-phenyl- (9CI)
• CAS NO: 57169-51-4
• Molecular Formula: C₉H₈Cl₂O
• Molecular Weight: 203.07
• Product Categories: ACETYLHALIDE
• Mol File: 57169-51-4.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 262°C at 760 mmHg
• Flash Point: 108.2°C
• Appearance: /
• Density: 1.266g/cm³
• Vapor Pressure: 0.0112mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: ALPHA,ALPHA-DICHLOROPROPIOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA,ALPHA-DICHLOROPROPIOPHENONE(57169-51-4)
• EPA Substance Registry System: ALPHA,ALPHA-DICHLOROPROPIOPHENONE(57169-51-4)

Safety Data

• Statements: R36/38:Irritating to eyes and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 57169-51-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 8, p. 75, 1978 DOI: 10.1080/00397917808062099

InChI:InChI=1/C9H8Cl2O/c1-9(10,11)8(12)7-5-3-2-4-6-7/h2-6H,1H3

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 116670-48-5 [2,2-Dichloro-1-phenyl-prop-(Z)-ylidene]-isopropyl-amine 
• 96142-73-3 C₂₂H₁₈Cl₂N₂ 
• 96127-06-9 C₂₃H₂₀Cl₂N₂ 
• 78102-52-0 cis-2,3-Dichlor-2-methyl-3-phenyloxiran 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 93-55-0 1-phenyl-propan-1-one 
• 55056-01-4 Cyclohexyl-[2,2-dichloro-1-phenyl-prop-(E)-ylidene]-amine 
• 93-58-3 benzoic acid methyl ester 
• 75-34-3 1,1-dichloroethane 
• 87018-36-8 1,2-Dichlor-1-phenyl-1-propen 
• 88039-23-0 [2-Chloro-3-imino-2-methyl-1,3-diphenyl-prop-(E)-ylidene]-phenyl-amine 
• 112253-48-2 [2-Chloro-3-imino-2-methyl-1,3-diphenyl-prop-(E)-ylidene]-p-tolyl-amine 
• 71115-30-5 2-Methyl-3-(4-methylphenylamino)-1,3-diphenyl-2-propenimine 

Downstream Products

• 41246-45-1 2,2-dichloro-1,3-diphenylpropane-1,3-diol 
• 57169-48-9 2,3-Dimethyl-1,4-diphenylbutan-1,4-diol 
• 1855-09-0 1-phenyl-1,2-propandiol 
• 73172-18-6 1-Deuterio-2,2-dichlor-1-phenyl-1-propanol 
• 2371-91-7 2,3-dimethyl-3-phenylbutan-2-ol 
• 73172-16-4 2-Chlor-2-phenyl-butanon-⁽³⁾ 
• 101530-98-7 2,2-Dibutoxy-1-phenyl-propan-1-one 
• 38868-78-9 2,2-dimethoxy-1-phenylpropan-1-one 
• 57711-28-1 1,1-dimethoxy-1-phenylpropan-2-one 
• 73611-82-2 α,α-diethoxypropiophenone 
• 73611-86-6 1,1-diethoxy-1-phenyl-2-propanone 
• 101530-97-6 2,2-Diisopropoxy-1-phenyl-propan-1-one 
• 73611-87-7 1,1-Diisopropoxy-1-phenyl-propan-2-one 
• 579-07-7 1-Phenylpropane-1,2-dione 

Relevant articles and documents

Visible-light-promoted oxidative halogenation of alkynes

In nature, halogenation promotes the biological activity of secondary metabolites, especially geminal dihalogenation. Related natural molecules have been studied for decades. In recent years, their diversified vital activities have been explored for treating various diseases, which call for efficient and divergent synthetic strategies to facilitate drug discovery. Here we report a catalyst-free oxidative halogenation achieved under ambient conditions (halide ion, air, water, visible light, room temperature, and normal pressure). Constitutionally, electron transfer between the oxygen and halide ion is shuttled via simple conjugated molecules, in which phenylacetylene works as both reactant and catalyst. Synthetically, it provides a highly compatible late-stage transformation strategy to build up dihaloacetophenones (DHAPs).

Halocarbocyclization versus dihalogenation: Substituent directed iodine(iii) catalyzed halogenations

The nucleophilicity of the substituents in iodobenzene pre-catalysts have a huge impact on product selectivity in iodine(iii) triggered halogenations, steering the reactivity from solely carbocyclizations towards dihalogenations. Utilizing this catalyst-dependent reactivity a diastereo- and chemoselective dihalogenation method was established allowing the conversion of structurally and electronically diverse unsaturated compounds in excellent yields.

Selective 1,2-dihalogenation and oxy-1,1-dihalogenation of alkynes by N-halosuccinimides

1,2-Dihalogenation and oxy-1,1-dihalogenation of alkynes by N-halosuccinimides can be selectively realized through using different reaction conditions. α,β-Dihalo alkenes were obtained exclusively using THF as solvent without using any catalyst, while α,α