186639-79-2

Basic information

• Product Name: dimethylamine-p-chlorobis(trifluoromethyl)borane
• Synonyms: dimethylamine-p-chlorobis(trifluoromethyl)borane
• CAS NO: 186639-79-2
• Molecular Weight: 305.458
• Mol File: 186639-79-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: dimethylamine-p-chlorobis(trifluoromethyl)borane(CAS DataBase Reference)
• NIST Chemistry Reference: dimethylamine-p-chlorobis(trifluoromethyl)borane(186639-79-2)
• EPA Substance Registry System: dimethylamine-p-chlorobis(trifluoromethyl)borane(186639-79-2)

Safety Data

• Hazardous Substances Data: 186639-79-2(Hazardous Substances Data)

Upstream product

• 106-39-8 bromochlorobenzene 
• 105224-90-6 dimethylaminobis(trifluoromethyl)borane 

Relevant articles and documents

Reactions of (CF3)2BNMe2 with Grignard and related reagents. Crystal and molecular structure of (CF3)(Mes)FB-FC=NMe2 and Ph3P-CH2-(CF3)2B-NMe2 1

Dimethylaminobis(trifluoromethyl)borane, (CF3)2BNMe2 (A), reacts with Grignard reagents RMgBr to yield, after hydrolysis, the dimethylamine boranes R(CF3)2B · NHMe2 (R = Me (I), Et (II), iPr (III), -CH2CH=CH2 (IV), Ph (V), pTol (VI), oTol (VII), pClC6H4 (VIII) and -C≡CH (IX)). Alkynyltrimethylstannanes Me3Sn-C≡C-R (R = Ph, nBu) add to A across the B=N double bond and yield (R-C≡C)(CF3)2B · NMe2SnMe3, the hydrolysis of which gives (Ph-C≡C)(CF3)2B · NHMe2 (X) and (nBu-C≡C)(CF3)2B · NHMe2 (XI) respectively. In contrast, mesitylmagnesiumbromide reacts with A to yield (CF3)(Mes)FB-FC=NMe2 (XII), hydrolysis of which furnishes (CF3)(Mes)FB-C(=O)NHMe2 (XIII). Of the phosphorus ylids, only Ph3P=CH2 and Ph3P=CHCH3 react with A to give the respective adducts Ph3P-CH2-(CF3)2B-NMe2 (XIV) and Ph3P-CH(CH3)-(CF3)2B-NMe2 (XV). CF3SO3CH3 alkylates XIV at the nitrogen atom to form [Ph3P-CH2-(CF3)2B-NMe3]+[CF3SO3]- (XVI). The crystal and molecular structures of XII and XIV have been determined by X-ray methods.