4638-79-3

Basic information

• Product Name: 2-Chloroacetophenone
• Synonyms: 2-chloro-2-phenylacetaldehyde
• CAS NO: 4638-79-3
• Molecular Formula: C₈H₇ClO
• Molecular Weight: 154.5936
• Mol File: 4638-79-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 244.5 °C at 760 mmHg
• Flash Point: 104.8 °C
• Appearance: /
• Density: 1.168 g/cm³
• CAS DataBase Reference: 2-Chloroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloroacetophenone(4638-79-3)
• EPA Substance Registry System: 2-Chloroacetophenone(4638-79-3)

Safety Data

• Hazardous Substances Data: 4638-79-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 51, p. 2467, 1995 DOI: 10.1016/0040-4020(94)01111-C

Upstream product

• 122-78-1 phenylacetaldehyde 
• 1194-34-9 α-chlorostyrene oxide 
• 22259-83-2 2-chloro-2-phenylacetonitrile 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1004-99-5 2-chloro-2-phenylethanol 
• 73805-18-2 trans-β-chlorostyrene oxide 
• 82737-11-9 (+/-)-2-phenylselenophenyacetaldehyde 
• 2612-36-4 2,2-dichloro-1-phenylethanol 
• 96-09-3 styrene oxide 
• 5153-67-3 nitrostyrene 
• 100-52-7 benzaldehyde 
• 103-82-2 phenylacetic acid 
• 60-12-8 2-phenylethanol 

Downstream Products

• 7114-36-5 phenyl-piperidin-1-yl-acetaldehyde 
• 21504-23-4 2,2-dimethoxy-1-(phenyl)ethanol 
• 39136-63-5 5-phenyl-1,3-thiazol-2-amine 
• 59950-99-1 α-chlorophenylacetaldehyde dimethyl acetal 
• 71501-66-1 ((Z)-2-Chloro-2-phenyl-vinyloxy)-trimethyl-silane 
• 35809-28-0 2-Etylthio-phenylacetaldehyd 
• 22518-17-8 α-Phenyl-α-chlor-α-bromacetaldehyd 
• 71501-65-0 Acetic acid (Z)-2-chloro-2-phenyl-vinyl ester 
• 71501-67-2 1-Chlor-2-methoxy-1-phenylethen 
• 52040-92-3 cinnamyl diethyl phosphate 
• 91873-52-8 chloro-2 trimethylsiloxy styrene 
• 1004-99-5 2-chloro-2-phenylethanol 
• 134895-49-1 1-Chloro-1-phenyl-butan-2-ol 
• 134933-56-5 (S)-Chloro(phenyl)acetaldehyde 

Relevant articles and documents

Synthesis of trans-2-Substituted Cyclopropylamines from α-Chloroaldehydes

Cyclopropylamines are prevalent in pharmaceuticals and agrochemicals. Herein, we report the synthesis of trans-2-substituted cyclopropylamines in high diastereoselectivity from readily available α-chloroaldehydes. The reaction proceeds via trapping of an electrophilic zinc homoenolate with an amine followed by ring closure to generate the cyclopropylamine. We have also observed that cyclopropylamine cis/trans-isomerization occurs in the presence of zinc halide salts and that this process can be turned off by the addition of a polar aprotic cosolvent.

Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles

Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.

Trichloromethanesulfonyl chloride: A chlorinating reagent for aldehydes

Trichloromethanesulfonyl chloride (CCl3SO2Cl), a commercially available reagent, has been found to perform efficiently in the α-chlorination of aldehydes, including its catalytic asymmetric version, under very mild reaction conditions. Under our reaction conditions, this compound outperforms typical chlorinating reagents for organic synthesis, facilitates workup and purification of the product, and minimizes the formation of toxic, chlorinated organic waste.