2912-62-1

Basic information

• Product Name: 2-CHLORO-2-PHENYLACETYL CHLORIDE
• Synonyms: TIMTEC-BB SBB007783;2-CHLORO-2-PHENYLACETYL CHLORIDE;A-CHLOROPHENYLACETYL CHLORIDE;ALPHA-CHLORO-ALPHA-PHENYLACETYL CHLORIDE;ALPHA-CHLOROPHENYLACETIC ACID CHLORIDE;ALPHA-CHLOROPHENYLACETYL CHLORIDE;LABOTEST-BB LTBB000774;DL-2-CHLORO-2-PHENYLACETYL CHLORIDE
• CAS NO: 2912-62-1
• Molecular Formula: C₈H₆Cl₂O
• Molecular Weight: 189.04
• EINECS: 220-826-7
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks;Acid Halides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 2912-62-1.mol

Chemical Properties

• Melting Point: 285 °C
• Boiling Point: 120 °C23 mm Hg(lit.)
• Flash Point: 220 °F
• Appearance: clear yellow to pink-orange liquid
• Density: 1.303 g/mL at 20 °C
• Vapor Pressure: 0.0753mmHg at 25°C
• Refractive Index: n20/D 1.544(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 1073019
• CAS DataBase Reference: 2-CHLORO-2-PHENYLACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-2-PHENYLACETYL CHLORIDE(2912-62-1)
• EPA Substance Registry System: 2-CHLORO-2-PHENYLACETYL CHLORIDE(2912-62-1)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37-14-10
• Safety Statements: 26-36/37/39-45-27
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 19-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2912-62-1(Hazardous Substances Data)

Usage

Chemical Description

2-chloro-2-phenylacetyl chloride is an acid chloride used in the synthesis of pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
2-CHLORO-2-PHENYLACETYL CHLORIDE is used as a synthetic intermediate for the production of α-chlorophenylacetic acid (CPAA). CPAA is an important compound in the pharmaceutical industry, as it is used in the synthesis of various drugs, including anti-inflammatory and analgesic medications.
Used in Polymer Industry:
In the polymer industry, 2-CHLORO-2-PHENYLACETYL CHLORIDE is used as a precursor to prepare chloro-telechelic macroinitiators. These macroinitiators are essential in the synthesis of polymers with specific end-groups, which can be tailored for various applications, such as adhesives, coatings, and elastomers.
Used in Chemical Synthesis:
2-CHLORO-2-PHENYLACETYL CHLORIDE is also utilized in the synthesis of other organic compounds due to its reactive nature. Its ability to participate in various chemical reactions, such as substitution and condensation, makes it a valuable building block in the creation of complex molecules for a wide range of applications.

InChI:InChI=1/C8H6Cl2O/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H/t7-/m1/s1

Upstream product

• 103-82-2 phenylacetic acid 
• 17199-29-0 (S)-Mandelic acid 
• 611-71-2 MANDELIC ACID 
• 4755-72-0 Chloro-phenyl-acetic acid 
• 5936-98-1 trichloromethyltrimethylsilane 
• 100-52-7 benzaldehyde 
• 774-40-3 hydroxy-phenyl-acetic acid ethyl ester 

Downstream Products

• 101600-36-6 chloro-phenyl-acetic acid-[2-(2-piperidino-ethoxy)-ethyl ester]; hydrochloride 
• 31579-25-6 N-(chloro-phenyl-acetyl)-N'-phenyl-urea 
• 29125-24-4 (S)-2-Chloro-2-phenylacetic acid 
• 859800-79-6 2-(C-chloro-C-phenyl-acetylamino)-3.3-diethoxy-propionic acid methyl ester 
• 102173-45-5 chloro-phenyl-acetic acid-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamide) 
• 65117-31-9 2-chloro-N,N-diethyl-2-phenylacetamide 
• 981-24-8 1,1,2,2-tetraphenyl-ethanol 
• 103159-63-3 2,2'-diphenyl-2,2'-oxy-di-acetic acid bis-cyclohexylamide 
• 53056-11-4 N-[(2-chloro-phenyl)-acetyl]-glycine 
• 65117-33-1 2-chloro-N-methyl-N,2-diphenylacetamide 
• 27946-19-6 N-benzyl-α-chlorophenylacetamide 
• 77787-77-0 α-mesityl-α-phenyl-2,4,6-trimethylacetophenone 
• 49596-52-3 6-phenyl-7-oxo-8-oxa-5-azonia-spiro[4.5]decane; chloride 
• 49596-53-4 2-oxo-1-phenyl-3-oxa-6-azonia-spiro[5.5]undecane; chloride 

Relevant articles and documents

Effects of Pimozide Derivatives on pSTAT5 in K562 Cells

STAT5 is a transcription factor, a member of the STAT family of signaling proteins. STAT5 is involved in many types of cancer, including chronic myelogenous leukemia (CML), in which this protein is found constitutively activated as a consequence of BCR-ABL expression. The neuroleptic drug pimozide was recently reported to act as an inhibitor of STAT5 phosphorylation and is capable of inducing apoptosis in CML cells in vitro. Our research group has synthesized simple derivatives of pimozide with cytotoxic activity and that are able to decrease the levels of phosphorylated STAT5. In this work we continued the search for novel STAT5 inhibitors, synthesizing compounds in which the benzoimidazolinone ring of pimozide is either maintained or modified, in order to obtain further structure–activity relationship information for this class of STAT5 inhibitors. Two compounds of the series showed potent cytotoxic activity against BCR-ABL-positive and pSTAT5-overexpressing K562 cells and were able to markedly decrease the levels of phosphorylated STAT5.

Α-chloro -4 fluoro phenyl benzylone method for the synthesis of

The invention relates to the field of chemistry, particularly to the field of medicinal chemistry, more particularly to a synthetic method for alpha-chlorine-4fluorine phenyl benzyl ketone, and aims to solve the problems that in the traditional preparation technology, the cost for preparing phenylacetic acid synthetic compound is high, the technology is complicated and the technology is not suitable for industrial production. The invention provides a novel synthetic method for alpha-chlorine-4fluorine phenyl benzyl ketone through adopting mandelic acid, which includes the following steps: alpha position chloro takes as the first step reaction, corresponding synthetic parameters are matched, and the mandelic acid takes as a starting material for synthesizing compound (4). Therefore, the total yield reaches 67.8% after three-step synthesis, by-products generated in the reaction are reduced, the purity of a target object is high, the purification is easy, and the method is suitable for industrial production.

Kinetic resolution of α-bromophenylacetamides using quinine or Cinchona alkaloid salts

The kinetic resolution of racemic α-bromophenylacetamides 1 was achieved in the presence of benzenethiolate and Cinchona alkaloid salts as phase-transfer catalysts or benzenethiol and quinine, yielding (S)-enantioenriched α-sulfanylated products. The observed stereoselection was rationalized on the basis of the best fitting of 1 and the resolving agent in the ternary complexes.

Antimalarial and antitrypanosomal activity of a series of amide and sulfonamide derivatives of a 2,5-diaminobenzophenone

Here, we describe a series of readily obtainable benzophenone derivatives with antimalarial and antitrypanosomal activity. The most active compounds display submicromolar activity against Plasmodium falciparum. Micromolar activity is obtained against Trypanosoma brucei. Main problem of the compounds is low selectivity. However, there are indications that separation of antimalarial and cytotoxic activity might by possible. In addition, some compounds inhibit human ABC transporter with nanomolar activity.

4-hydroxy-3-quinolinecarboxamides with antiarthritic and analgesic activities

A series of 4-hydroxy-3-quinolinecarboxamides has been synthesized and evaluated by the oral route as antiinflammatory agents in carrageenin-induced foot edema and adjuvant-induced arthritis and as analgesic agents in the acetic acid induced writhing test. Among the most active molecules, some have shown both analgesic and acute antiinflammatory activities. Others, such as compounds 24, 37, and 52, were only powerful peripherally acting analgesics. Compound 52, being active at 1 mg/kg (ED50), is the most potent compound in the series. Some analogues, substituted in the 2-position by an alcohol, ester, or amine function, displayed potent antiarthritic activity in the same range as that of piroxicam and were also active in acute tests of inflammation and nociception. They inhibited the activity of both cyclooxygenase and 5-lipoxygenase at micromolar concentrations. Compound 102 (RU 43526) showed potent antiarthritic activity (adjuvant-induced arthritis, ED50 = 0.7 mg/kg, po), and gastrointestinal tolerance (ED100 250 mg/kg, po) and thus it is presently undergoing an extensive pharmacological evaluation.

Substituted phenylacetic acid iodopropargyl esters, biocidal agents containing same and process for manufacturing same

Substituted phenylactic acid iodopropargyl ester compounds of the general formula: STR1 in which R may represent hydrogen, fluorine, chlorine, bromine, iodine, methoxy, 1-imidazolyl or 1,2,4-triazolyl, X represents one or more of the same or different substituents selected from fluorine, chlorine, bromine, iodine, cyano, nitro, carboxyl, an alkyl having from 1 to 12 carbon atoms, an alkoxy having from 1 to 12 carbon atoms, a cycloalkyl having from 3 to 6 carbon atoms, formyl, acetyl, propionyl, benzoyl, phenylsulfonyl, phenyl, phenoxy, and substituted phenyl and phenoxy groups having from 1 to 3 substituents selected from fluorine, chlorine, bromine, nitro, methyl or methoxy, and n is an integer from 1 to 5 and may be zero provided that R does not represent hydrogen. The invention also relates to a process of making the compounds, which are effective ingredients of biocidal agents.

Dichlorocarbene from Flash Vacuum Pyrolysis of Trimethyl(trichloromethyl)silane. Possible Observation of 1,1-Dichloro-3-Phenyl Carbonyl Ylide

Flash vacuum pyrolysis of trimethyl(trichloromethyl)silane 3 at 500-700 deg C was shown to be a simple and efficient method for the production of :CCl2 in the gas phase.The copyrolysis of silane 3 and benzaldehyde (7) at 600 deg C led to 1,1,1-trichloro-2-phenyl-2-(trimethylsiloxy)ethane (8), a 1:1 adduct, in addition to benzal chloride (15) and α-chlorophenylacetyl chloride (16), product thought to arise from 1,1-dichloro-3-phenyl carbonyl ylide 17 as outlined in Scheme I.An orange-red material trapped at deg K could be photobleached as well as thermally bleached and had an IR band at 1650 cm-1 and a si gnificant absorption with λmax 510 nm (and a broad shoulder at a 580 nm).

Process for preparing acid chlorides

A process for preparing acid chlorides, wherein a silyl ester having an aliphatic, aromatic, alkanoaromatic or heterocyclic group which may support substituents, and having a low molecular weight alkyl or phenyl group is reacted with thionyl chloride in an inert solvent at a temperature of from -15° to 50° C, preferably from 10° to 50° C.

Pharmaceutically effective novel 3,4-dihydro-1,2- and 1,3-thiozolo [4,3a] is

The invention relates to new thiazoloisoquinolines of the general formula (I), or salts thereof, SPC1 Wherein A stands for a group of the formula EQU1 R1 stands for hydrogen, hydroxy, alkoxy or aralkoxy, R2 stands for hydrogen, hydroxy, alkoxy or aralkoxy, R3 stands for hydrogen, alkyl, aryl, nitro, carboxy or a carboxy derivative, and Y stands for oxygen, sulfur, or a group of the formula =N--R4, wherein R4 stands for hydrogen, alkyl, aryl, acyl, alkylsulfonyl or arylsulfonyl. These new compounds can be used in practice as heart medicines or respiratory analeptics. The new compounds according to the invention can be prepared as follows: an isoquinoline of the general formula (II) or a salt thereof SPC2 Wherein R5 stands for hydrogen, hydroxy, alkoxy or aralkoxy, R6 stands for hydrogen, hydroxy, alkoxy or aralkoxy, R7 stands for hydrogen, alkyl, aryl, carboxy or a carboxy derivative, and X stands for hydrogen, halogen or mercapto, Is reacted with a reactive carbonic acid derivative, provided that at least one of the reactants contains a sulfur atom, and/or an isoquinoline of the general formula (III) SPC3 wherein R5, R6 and R7 each have the same meanings as defined above, and Y' stands for oxygen, sulfur or a group of the formula =N--R 8, wherein R8 represents hydrogen, alkyl, aryl, acyl, arylsulfonyl or alkylsulfonyl, is oxidized, and/or substituents A', R5, R6 and R7 of the obtained thiazoloisoquinoline of the general formula (IA) SPC4 wherein A' stands for a group of the formula EQU2 and R5, R6, R7 and Y' each have the same meanings as defined above, are converted into those required in the end-products.