4981-63-9

Basic information

• Product Name: 4'-CHLOROBUTYROPHENONE
• Synonyms: P-CHLOROBUTYROPHENONE;1-(4-CHLOROPHENYL)-1-BUTANONE;4-CHLOROPHENYL N-PROPYL KETONE;4'-CHLOROBUTYROPHENONE;4-CHLOROBUTYROPHENONE;1-Butanone, 1-(4-chlorophenyl)-;4-Chlorophenyl propyl ketone;Butyrophenone, 4'-chloro-
• CAS NO: 4981-63-9
• Molecular Formula: C₁₀H₁₁ClO
• Molecular Weight: 182.65
• EINECS: 225-631-0
• Mol File: 4981-63-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 36-39 °C
• Boiling Point: 253-254 °C
• Flash Point: 253-254°C
• Appearance: white to light beige cryst. powder or flakes
• Density: 1,14 g/cm3
• Refractive Index: 1.5169 (estimate)
• Storage Temp.: 0-10°C
• BRN: 1864288
• CAS DataBase Reference: 4'-CHLOROBUTYROPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-CHLOROBUTYROPHENONE(4981-63-9)
• EPA Substance Registry System: 4'-CHLOROBUTYROPHENONE(4981-63-9)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 4981-63-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 4981-63-9 differently. You can refer to the following data:
1. 4'-Chlorobutyrophenone is used in the synthesis of aromatic terminal allenes and aliphatic terminal alkynes from hydrazones.
2. 4''-Chlorobutyrophenone is used in the synthesis of aromatic terminal allenes and aliphatic terminal alkynes from hydrazones.

Chemical Properties

WHITE TO LIGHT BEIGE CRYST. POWDER OR FLAKES

Upstream product

• 106-31-0 butanoic acid anhydride 
• 108-90-7 chlorobenzene 
• 14506-33-3 1-(4-chlorophenyl)but-3-en-1-ol 
• 13856-86-5 1-(4-chlorophenyl)butan-1-ol 
• 104-88-1 4-chlorobenzaldehyde 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 15499-27-1 4-n-butylchlorobenzene 
• 109480-78-6 N-methoxy-N-methylbutanamide 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 156909-45-4 C₁₀H₁₁ClO 
• 64-18-6 formic acid 
• 637-87-6 1-Chloro-4-iodobenzene 
• 106-94-5 propyl bromide 
• 123-73-9 trans-Crotonaldehyde 

Downstream Products

• 104820-14-6 ethyl 2-cyano-3-(4-chlorophenyl)-2-hexenoate 
• 864426-81-3 3-(4-chloro-benzoyl)-2-oxo-pentanoic acid ethyl ester 
• 38847-67-5 1-(4-chloro-phenyl)-butane-1,2-dione-2-oxime 
• 195062-61-4 4-chlorophenylboronic acid pinacol ester 
• 14547-82-1 4-chloro-N-(pyridine-2-yl)benzamide 
• 95826-96-3 (E)-1-(4-chlorophenyl)-2-buten-1-one 

Relevant articles and documents

Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones

We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.

Iridium-Catalyzed Asymmetric Hydrogenation of α-Fluoro Ketones via a Dynamic Kinetic Resolution Strategy

The discrimination of a fluorine atom from a hydrogen atom has been challenging in asymmetric catalysis. We herein report iridium-catalyzed hydrogenation of α-fluoro ketones using a strategy of dynamic kinetic resolution. Both enantiomeric and diastereomeric selectivities were satisfactory in the preparation of β-fluoro alcohols. The DFT calculation revealed a C-F···Na charge-dipole interaction in the transition state of hydride transfer. This noncovalent interaction would be responsible for the diastereomeric control.

Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones-activity, selectivity, efficiency

We report the first manganese catalyzed isomerization of allylic alcohols to produce the corresponding carbonyl compounds. The ligand plays a decisive role in the efficiency of this reaction. Very high conversions could be obtained using a solvent-free reaction system. A detailed DFT study reveals a self-dehydrogenation/hydrogenation reaction mechanism which was verified by the isolation of the α,β-unsaturated ketone as intermediate and a deuterium labeling experiment. It also provided a rationale for the observed selectivity and the higher efficiency of phenyl over isopropyl substitution.