38935-94-3

Basic information

• Product Name: Benzenamine, 4-(2,2-difluoroethenyl)-N,N-dimethyl-
• CAS NO: 38935-94-3
• Molecular Formula: C10H11F2N
• Molecular Weight: 183.201
• Mol File: 38935-94-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-(2,2-difluoroethenyl)-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-(2,2-difluoroethenyl)-N,N-dimethyl-(38935-94-3)
• EPA Substance Registry System: Benzenamine, 4-(2,2-difluoroethenyl)-N,N-dimethyl-(38935-94-3)

Safety Data

• Hazardous Substances Data: 38935-94-3(Hazardous Substances Data)

Upstream product

• 75-61-6 dibromodifluoromethane 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 94993-99-4 diethyl difluoromethylphosphonate lithium salt 
• 1895-39-2 sodium chlorodifluoroacetate 
• 87189-16-0 potassium 2-bromo-2,2-difluoroacetate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1219454-89-3 2-((difluoromethyl)sulfonyl)pyridine 
• 83567-75-3 diethyl 2-(4-(dimethylamino)phenyl)-1,1-difluoro-2-phenylethylphosphonate 

Downstream Products

• 1350433-03-2 1-dimethylamino-4-(2,2,2-trifluoroethyl)benzene 
• 1350432-96-0 C₁₀H₁₂F₂⁽¹⁸⁾FN 
• 1450719-47-7 4-(cyclopentylidenemethyl)-N,N-dimethylaniline 

Relevant articles and documents

A useful magnesium reagent for the preparation of 1,1-difluoro-2-hydroxyphosphonates from diethyl bromodifluoromethylphosphonate via a metal-halogen exchange reaction

When (EtO)2P(O)CF2Br (1) is treated with isopropylmagnesium chloride in THF at low temperature it gives a magnesium species (2) which undergoes reactions with strong electrophiles (HCl, TMSCl, halogens, aldehydes and ketones). The formation of products depends strongly on the reaction conditions. With 1.5 equivalents of 2 between - 78 and 0°C, a conversion of more than 90% of aldehydes and ketones into 2-hydroxyphosphonates (7 and 8) can be achieved. These compounds (7 and 8) in the presence of base (NaH, LDA) are rearranged into 2,2-difluoroethylphosphates without concomitant formation of 1,1-difluoroolefines.

Base Catalysis Enables Access to α,α-Difluoroalkylthioethers

A nucleophilic addition reaction of aryl thiols to readily available β,β-difluorostyrenes provides α,α-difluoroalkylthioethers. The reaction proceeds through an unstable anionic intermediate, prone to eliminate fluoride and generate α-fluorovinylthioethers. However, the use of base catalysis overcomes the facile β-fluoride elimination, generating α,α-difluoroalkylthioethers in excellent yields and selectivities.

Direct Difluoromethylenation of Carbonyl Compounds by Using TMSCF3: The Right Conditions

A deoxygenative difluoromethylenation of carbonyl compounds has been developed by using readily available, inexpensive trifluoromethyltrimethylsilane, LiI, and PPh3. The presence of the Li+ion prevents the unproductive exhaustion of trifluoromethyltrimethylsilane (TMSCF3) by keeping the soluble free fluoride concentration in the reaction medium under control. The strategy of combining solvents to increase the reactivity and thereby reduce the reaction temperature and time is disclosed.