131153-94-1

Basic information

• Product Name: (Z)-1-CHLORO-4-ETHOXY-1,1-DIFLUORO-3-BUTEN-2-ONE
• Synonyms: (E)-1-chloro-4-ethoxy-1,1-difluorobut-3-en-2-one;(Z)-1-CHLORO-4-ETHOXY-1,1-DIFLUORO-3-BUTEN-2-ONE
• CAS NO: 131153-94-1
• Molecular Formula: C₆H₇ClF₂O₂
• Molecular Weight: 184.57
• Mol File: 131153-94-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-1-CHLORO-4-ETHOXY-1,1-DIFLUORO-3-BUTEN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-CHLORO-4-ETHOXY-1,1-DIFLUORO-3-BUTEN-2-ONE(131153-94-1)
• EPA Substance Registry System: (Z)-1-CHLORO-4-ETHOXY-1,1-DIFLUORO-3-BUTEN-2-ONE(131153-94-1)

Safety Data

• Hazardous Substances Data: 131153-94-1(Hazardous Substances Data)

Upstream product

• 2834-23-3 chlorodifluoroacetic anhydride 
• 109-92-2 ethyl vinyl ether 
• 354-24-5 chlordifluoroacetyl chloride 

Downstream Products

• 1069130-48-8 2-acetyl-3-(chlorodifluoromethyl)phenol 
• 1069130-50-2 C₁₁H₁₁ClF₂O₃ 
• 1069130-49-9 methyl 6-(chlorodifluoromethyl)-2-hydroxy-3-methoxybenzoate 

Relevant articles and documents

Pyridine C-region analogs of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent TRPV1 antagonists

A series of pyridine derivatives in the C-region of N-((6-trifluoromethyl-pyridin-3-yl)methyl) 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides were investigated as hTRPV1 antagonists. The SAR analysis indicated that 6-difluorochloromethyl pyridine derivatives were the best surrogates of the C-region for previous leads. Among them, compound 31 showed excellent antagonism to capsaicin as well as to multiple hTRPV1 activators. It demonstrated stronganalgesic activity in the formalin test in mice with full efficacy and it blocked capsaicin-induced hypothermia in vivo.

A scalable and regioselective synthesis of 2-difluoromethyl pyridines from commodity chemicals

A scalable de novo synthesis of difluoromethyl pyridines from inexpensive materials is reported. The pyridyl subunit is built around the difluoromethyl group rather than a late stage introduction of this moiety. This user-friendly approach allows access to a diverse range of substitution patterns on all positions on the ring system and on the difluoromethyl group.

Regioselective synthesis of rare 3-halomethylphenols based on formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes

The cyclization of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with halo-substituted enones afforded 3-difluorochloromethyl-, 3-difluorobromomethyl- , 3-dichloromethyl-, and 3-trichloromethylphenols with very good regioselectivity. The hydrolysis of the dichloromethyl group gave functionalized 3-formylphenols, which are not readily available by other methods. Thieme Stuttgart.

Inter- and Intramolecular Hetero Diels-Alder Reactions, 36 Synthesis of Dihydropyrans by Hetero Diels-Alder Reaction of Enaminones An Efficient Route to 3-Amino Sugar Derivatives

The hetero Diels-Alder reaction of the N-monoacyl- and N,N-diacyl-enamino ketones 4a-g containing an electron-withdrawing group at C-2 of the oxadiene moiety with the electron-rich dienophiles 5a-d affords the diastereomeric adducts 6a-i and 7a-i in 78-98percent yield with the cis adducts 7a-i as the main products.The highest selectivity is obtained with the N,N-phthalimido-protected enamino ketones 4d-g.