49656-24-8

Basic information

• Product Name: 1-Propanone, 1-(4-chlorophenyl)-2-hydroxy-
• CAS NO: 49656-24-8
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• Mol File: 49656-24-8.mol

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 1-(4-chlorophenyl)-2-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 1-(4-chlorophenyl)-2-hydroxy-(49656-24-8)
• EPA Substance Registry System: 1-Propanone, 1-(4-chlorophenyl)-2-hydroxy-(49656-24-8)

Safety Data

• Hazardous Substances Data: 49656-24-8(Hazardous Substances Data)

Usage

Class

Synthetic cathinone drug

Psychoactive Effects

Stimulant, euphoric

Recreational Use

Banned in many countries due to associated risks

Negative Effects

Addiction, cardiovascular and psychiatric issues, potential for overdose

Legal Status

Controlled substance in many countries

Derivative

α-PVP with a chlorine atom added to the phenyl ring

Upstream product

• 126918-29-4 2-chloro-1-(4-chlorophenyl)propan-1-one 
• 6285-05-8 4'-chloropropiophenone 
• 13856-85-4 1-(4-chlorophenyl)-1-propanol 
• 106-39-8 bromochlorobenzene 
• 108-90-7 chlorobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 75-07-0 acetaldehyde 
• 33266-96-5 1-(4-chlorophenyl)-1-hydroxypropan-2-one 
• 83022-49-5 2-Hydroxy-1,1-dimethoxy-1-(4-chlor-phenyl)-propan 
• 90919-32-7 α-methoxy-p-chloropropiophenone 
• 877-37-2 2-bromo-1-(4-chlorophenyl)-1-propanone 

Downstream Products

• 132507-85-8 4-Chlorophenyl 1-(Tetrahydropyran-2-yloxy)ethyl Ketone 
• 151716-73-3 (R)-(+)-1-(4-chlorophenyl)-2-hydroxypropan-1-one 
• 126917-50-8 1-[(2R,3S)-2-(4-Chloro-phenyl)-3-methyl-oxiranylmethyl]-1H-[1,2,4]triazole 
• 126917-11-1 (2R*,3R*)-3-Amino-2-(4-chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol 
• 132507-86-9 2-(4-Chlorophenyl)-2-<1-(tetrahydropyran-2-yloxy)ethyl>oxirane 
• 126917-21-3 1-[(4S,5S)-5-(4-Chloro-phenyl)-4-methyl-oxazolidin-5-ylmethyl]-1H-[1,2,4]triazole 
• 126945-35-5 Methanesulfonic acid (1S,2S)-2-(4-chloro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester 
• 150852-11-2 2-(4-Chloro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-[1,2,4]triazol-1-yl-butan-2-ol 
• 126917-22-4 (E)-1-[(4S,5S)-5-(4-Chloro-phenyl)-4-methyl-5-[1,2,4]triazol-1-ylmethyl-oxazolidin-3-yl]-3-(4-trifluoromethyl-phenyl)-propenone 
• 89220-64-4 (2R^*,3R^*)-2-(4-Chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 89220-64-4 (2R^*,3S^*)-2-(4-Chlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 126917-23-5 [(4S,5S)-5-(4-Chloro-phenyl)-4-methyl-5-[1,2,4]triazol-1-ylmethyl-oxazolidin-3-yl]-(2-fluoro-4-trifluoromethyl-phenyl)-methanone 
• 23184-97-6 2-amino-1-(4-chlorophenyl)-1-propanone hydrochloride 
• 206556-03-8 4-(4-chlorophenyl)-2,5-dimethylthiazole 

Relevant articles and documents

Copper-catalyzed selective oxidation of hydrazones through C(sp3)-H functionalization

A simple and mild protocol for copper-catalyzed oxidation of hydrazones at the α-position has been reported. Various substrates are compatible, providing the corresponding products in moderate to good yields. This strategy provides an efficient and convenient solution for the synthesis of carbonyl hydrazone. A free radical pathway mechanism is suggested for the transformation.

Synthetic method of important intermediate of hexythiazox

The invention discloses a synthetic method of an important intermediate of hexythiazox. The synthetic route comprises acyl chlorination reaction, Friedel-Crafts acylation reaction, amination reactionand refining process. The method of the invention has the advantages of low cost, high content and high yield; and according to the present invention, lactic acid is utilized through acyl chlorination, Friedel-Crafts acylation and amination to prepare 2-amino-1-(p-chlorophenyl) acetone hydrochloride, lactic acid is cheap and easy to obtain as a reaction raw material, and during the preparation process, the crude product of 2-amino-1-(p-chlorophenyl) acetone hydrochloride is purified by alkaline hydrolysis and acidification, with high content and high final yield.

Green preparation method α - hydroxyketone

The invention relates to a green preparation method of alpha-hydroxyketone. The method comprises the following steps: adding ketone, iodine, 1,4-diazabicyclo[2.2.2]octane and methanol into a glass reaction bottle in sequence; then stirring and reacting for 14 to 30h at room temperature in an air atmosphere under the irradiation of a 23W compact type fluorescent lamp, so as to obtain a reaction mixture; carrying out silica gel column chromatographic separation to obtain the pure alpha-hydroxyketone. The green preparation method provided by the invention has the characteristics of greenness, high efficiency, simplicity in operation, moderate conditions, wide applicability and easiness for industrialization.

Solvent-Free Synthesis of α-Amino Ketones from α-Hydroxyl Ketones via A Novel Tandem Reaction Sequence Based on Heyns Rearrangement

Heyns rearrangement have been famous for carbohydrate chemists for several decades. However, this reaction was underrated as a useful method for synthetic chemists due to preparative shortcomings. Herein we developed an efficient method for the synthesis of pharmaceutically important α-amino ketones from readily available α-hydroxy ketones and secondary amines through a tandem reaction sequence based on Heyns rearrangement. The reaction smoothly proceeded by using catalytic PTSA as catalyst without solvent. Primary and secondary α-hydroxy ketones were readily used and regioselectively afforded the correspondingly α-amino ketones with moderate yield.

Halogen-bonded iodonium ion catalysis: A route to α-hydroxy ketones: Via domino oxidations of secondary alcohols and aliphatic C-H bonds with high selectivity and control

A domino synthesis of α-hydroxy ketones has been developed from benzylic secondary alcohols employing catalytic iodonium ions stabilized by DMSO. The reaction proceeds through an unprecedented sequential oxidation of alcohols to ketone and its α-hydroxylation in a controlled manner. The spectroscopic evidence establishes the possibility of formation of a stable halogen-bonded adduct between DMSO and iodonium ions.

Α - hydroxy ketone compound low priced high-efficient synthetic method

The invention discloses a cheap and efficient synthesis method of an alpha-hydroxyketone compound. The synthesis method is characterized in that a carbonyl compound undergoes an oxidation hydroxylation reaction at 10-120DEG C under normal pressure with iodine simple substance, N-bromosuccimide, copper bromide, bromine simple substance, hydrogen bromide, N-iodosuccimide or hydrogen iodide as a catalyst, sulfoxide as an oxidant, water or sulfoxide as a hydroxy source and sulfoxide, ethyl acetate, N,N-dimethyl formamide, acetonitrile, toluene, 1,4-dioxane, 1,2-dichloroethane, tetrahydrofuran or H2O as a solvent, and converts into the alpha-hydroxyketone compound in a high selectivity manner. Compared with traditional synthesis methods, the method disclosed in the invention has the advantages of simple operation, high yield, simple conditions, easy purification, small waste discharge amount, simple reaction apparatus, and easy industrial production. The method has wide applicability and can be used for synthesizing various alpha-hydroxyketone compounds.

N,N-Dimethylformamide (DMF) as a Source of Oxygen to Access α-Hydroxy Arones via the α-Hydroxylation of Arones

An unprecedented α-hydroxylation strategy was developed for the synthesis of α-hydroxy arones using N,N-dimethylformamide (DMF) as an oxygen source. Control experiments demonstrated that the oxygen atom of the hydroxy group in the α-hydroxy arones produced in this reaction was derived from DMF. This new reaction therefore not only provides an alternative strategy for the α-hydroxylation of arones but also highlights the possibility of using the inexpensive common solvent DMF as a source of oxygen in organic synthesis.

I2- or NBS-catalyzed highly efficient α-hydroxylation of ketones with dimethyl sulfoxide

An efficient method for the direct preparation of high synthetic valuable α-hydroxycarbonyls is described. The simple and readily available I2 or NBS was used as catalyst. DMSO acts as the oxidant, oxygen source, and solvent. A diverse range of tertiary Csp3-H bonds as well as more challenging secondary Csp3-H bonds could be hydroxylated in this transformation. The reaction is mild, less toxic and easy to perform.

Iodine promoted α-hydroxylation of ketones

A novel method for α-hydroxylation of ketones using substoichiometric amount of iodine under metal-free conditions is described. This method has been successfully employed in synthesizing a variety of heterocyclic compounds, which are useful precursors. α-Hydroxylation of diketones and triketones are illustrated. This strategy provides a novel, efficient, mild and inexpensive method for α-hydroxylation of aryl ketones using a sub-stoichiometric amount of molecular iodine.

Switching regioselectivity in crossed acyloin condensations between aromatic aldehydes and acetaldehyde by altering n -heterocyclic carbene catalysts

An unprecedented high level of regioselectivities (up to 96%) in the intermolecular crossed acyloin condensations of various aromatic aldehydes with acetaldehyde was realized by an appropriate choice of N-heterocyclic carbene catalysts.(Figure Presented)