3141-41-1

Usage

Uses

Used in Pharmaceutical Industry:
α-Methylbenzylidene dichloride is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its reactivity allows for the formation of new chemical bonds, facilitating the creation of diverse drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, α-Methylbenzylidene dichloride serves as a key intermediate in the production of various pesticides and insecticides. Its ability to participate in different chemical reactions enables the development of effective compounds for crop protection and pest control.
Used in Dye and Pigment Industry:
α-Methylbenzylidene dichloride is utilized as a chemical intermediate in the synthesis of dyes and pigments. Its reactive nature allows for the formation of color-producing compounds, which are used in various applications such as textiles, plastics, and printing inks.
Used in Polymer Industry:
In the polymer industry, α-Methylbenzylidene dichloride is employed as a monomer or a building block for the synthesis of polymers with specific properties. Its reactivity contributes to the development of polymers with tailored characteristics, such as improved strength, flexibility, or chemical resistance.
Used in Flavor and Fragrance Industry:
α-Methylbenzylidene dichloride is used as a starting material in the synthesis of various flavor and fragrance compounds. Its ability to undergo different chemical reactions allows for the creation of unique scents and tastes for use in perfumes, cosmetics, and food products.
Overall, α-Methylbenzylidene dichloride's versatility in organic synthesis and its reactivity make it a valuable chemical intermediate across various industries, including pharmaceuticals, agrochemicals, dyes and pigments, polymers, and flavors and fragrances.

Upstream product

• 100-41-4 ethylbenzene 
• 512-22-1 2,4,6-trimethyl-2,4,6-triphenyl-[1,3,5]trithiane 
• 536-74-3 phenylacetylene 
• 98-86-2 acetophenone 
• 2492-30-0 acetophenone semicarbazone 
• 10026-13-8 phosphorus pentachloride 
• 7782-50-5 chlorine 
• 13283-01-7 tungsten(VI) chloride 

Downstream Products

• 4160-92-3 3-methyl-3-phenylpentanedioic acid 
• 18905-76-5 2-acetyl-3-phenylbut-2-enoic acid ethyl ester 
• 28025-83-4 bis(diethoxythiophosphorylthio)methyl(phenyl)methane 
• 536-74-3 phenylacetylene 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

A crystallographic and spectroscopic study on the reactions of WCl 6 with carbonyl compounds

WCl6, 1, reacted with two equivalents of HC(O)NR2 (R = Me, Et) in CH2Cl2 to afford the W(vi) oxo-derivatives WOCl4(OCHNR2) (R = Me, 2a; R = Et, 2b) as main products. The hexachlorotungstate(v) salts [{OC-N(Me)CH2CH2CH 2}2(μ-H)][WCl6], 3, and [PhNHC(Me)N(Ph)C(O) Me][WCl6], 4, were isolated in moderate yields from the 1:2 molar reactions of 1 with N-methyl-2-pyrrolidone (in CH2Cl2) and acetanilide (in CDCl3), respectively. The additions of two equivalents of ketones/aldehydes to 1/CH2Cl2 yielded the complexes WOCl4[OC(R)(R′)] (R = Me, R′ = Ph, 5a; R = R′ = Ph, 5b; R = R′ = Me, 5c; R = R′ = Et, 5d; R = H, R′ = 2-Me-C6H4, 5e) and equimolar amounts of C(R)(R′)Cl2. Analogously, WOCl3[κ2- {1,2-C6H4(O)(CHO)}], 5f, and 1,2-C6H 4(OH)(CHCl2) were obtained from 1 and salicylaldehyde. The 1:1 reaction of 1 with acetone in CH2Cl2 resulted in the clean formation of WOCl4 and 2,2-dichloropropane. Compounds 5a,b,f were isolated as crystalline solids, whereas 5c,d,e could be detected by solution NMR only. The interaction of 1/CH2Cl2 with isatin, in a 1:1 molar ratio, revealed to be a new, convenient route for the synthesis of 3,3-dichloro-2,3-dihydro-1H-indol-2-one, 6. The 1:1 reactions of 1 with R′OCH(R)CO2Me (R = H, R′ = Me; R = Me, R′ = H) in a chlorinated solvent afforded the tungsten(v) adducts WCl 4[κ2-OCH(R)CO2Me] (R = H, 7a; R = Me, 7b). 1/CH2Cl2 reacted sluggishly with equimolar quantities of trans-(CO2Et)CHCH(CO2Et) and CH2(CO 2Me)2 to give, respectively, the W(iv) derivatives WCl4[κ2-CH2(CO2Me) 2], 8a, and [WCl4-κ2-{trans-(CO 2Et)CHCH (CO2Et)}]n, 8b, in about 70% yields. The molecular structures of 2a, 3, 4, 5a, 5f, 7a and 7b were ascertained by X-ray diffraction studies.

Facile conversion of aldehydes and ketones to gem-dichlorides using chlorodiphenylphosphine/N-chlorosuccinimide as a new and neutral system

Aldehydes and ketones are easily converted to their corresponding gem-dichlorides using a mixture of chlorodiphenylphosphine and N-chlorosuccinimide (ClPPh2/NCS) in dichloromethane under neutral conditions and at room temperature. Copyright Taylor & Francis Group, LLC.

Method for chlorinating ketones

In a process for chlorinating ketones which, apart from the carbonyl group, are inert in respect of triarylphosphine dichlorides, except for cyclopropyl methyl ketone, in which the ketones are reacted with a chlorinating agent in the presence of triarylphosphine oxides, the amount of triarylphosphine oxide is from 0.1 to 10 mol %, based on the amount of ketone. The ketones preferably have a least one CH-acid proton in the α position to the carbonyl group.

Method for the selective alpha halogenation of alkylaromatic compounds

Inorganic and organic hypohalites are used to obtain good selectivity to alpha halogenation of alkyl aromatic compounds. Alkali and alkaline earth hypohalites must be used in conjunction with a phase transfer medium. Useful organic hypohalites are the tertiary alkyl hypohalites, which are employed in the presence of free radical generating media such as light or compounds which produce free radicals thermally. At least one mole of hypohalite reactant must be used for every alpha hydrogen in the alkyl aromatic compound. A new bisphenol which contains biphenyl functionality has been made as well as an aromatic polyester derived therefrom.

AN EFFECTIVE CHLORINATING AGENT BENZYLTRIMETHYLAMMONIUM TETRACHLOROIODATE, BENZYLIC CHLORINATION OF ALKYLAROMATIC COMPOUNDS

The reaction of alkylaromatic compounds with benzyltrimethylammonium tetrachloroiodate in carbon tetrachloride in the presence of AIBN under reflux for several hours gave α-chloro-substituted compounds in fairly good yields.

Reaction of Phosphorus Pentachloride with 2-Acetylthiophene and Acetophenone

The treatment of 2-acetylthiophene with PCl5, followed by dehydrochlorination, is known to be a poor method for synthesizing 2-ethynylthiophene (1a).Reinvestigation of the reaction showed the major products to be the E- and Z- isomers of 1,2-dichloro-1-(2-thienyl)ethylene (7a), with minor amounts of 1,1-dichloro-1-(2-thienyl)ethane (3a), 1-chloro-1-(2-thienyl)ethylene (4a), 2-(chloroacetyl)thiophene, and 2-(dichloroacetyl)thiophene.The treatment of acetophenone with PCl5 yielded similar products, and the mechanism of these reactions is discussed.The major product 7a could be converted into 1a by reaction with magnesium.The yield of 4a was increased when pyridine was also used, when only 1 equiv of PCl5 was added by portions to the ketone, or when catecholphosphorus trichloride was used instead of PCl5.The best method for converting 2-acetylthiophene into 1a goes through the enol phosphonate of 2-(bromoacetyl)thiophene, which is treated with sodium amide.

Unusual Products from the Reactions of Anhydrous Hydrogen Chloride with Arylacetylenes

Liquid-phase reactions of anhydrous hydrogen chloride with p-methyl-, p-methoxy-, p-fluoro-, and unsubstituted phenylacetylene afforded cyclic trimers, tetramers, and pentamers of the corresponding arylacetylenes.Phenylacetylene gave additionally 1-methyl-1-phenyl-3-chloroindene.The reactions proceeded via the corresponding HCl diadducts, i.e., via 1-aryl-1,1-dichloroethanes as intermediates.

Reaction of Substituted Hydrazones with Thionyl Chloride and Sulfuryl Chloride

Treatment of acetylhydrazones 2, ethoxycarbonylhydrazones 3, p-tolylsulfonylhydrazones 4 or semicarbazones 5 with thionyl chloride leads to the 1,2,3-thiadiazoles 6a-o.Sulfuryl chloride on the other hand accomplishes the transfer of chlorine without incorporating a sulfur atom.The new synthesized 1,2,3-thiadiazoles 6g-o are characterized in detail by spectroscopic methods.