17933-16-3

Basic information

• Product Name: CH3BBr2
• Synonyms: CH3BBr2;Methyldibromoborane;Methylboron dibromide
• CAS NO: 17933-16-3
• Molecular Formula: CH₃BBr₂
• Molecular Weight: 185.6535
• Mol File: 17933-16-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: -127.7°C (estimate)
• Flash Point: 7.6 °C
• Appearance: /
• Density: 1.988 g/cm³
• Vapor Pressure: 67.6mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: CH3BBr2(CAS DataBase Reference)
• NIST Chemistry Reference: CH3BBr2(17933-16-3)
• EPA Substance Registry System: CH3BBr2(17933-16-3)

Safety Data

• Hazardous Substances Data: 17933-16-3(Hazardous Substances Data)

Usage

Description

Cesium dibromomethylborate (CH3BBr2), with the chemical formula CH3BBr2, is a colorless, water-insoluble solid. It serves as a source of methylborane in organic synthesis and is recognized for its stability and ease of handling.

Uses

Used in Organic Synthesis:
CH3BBr2 is used as a precursor for the preparation of organic boron compounds, which are essential in various chemical reactions and the synthesis of complex organic molecules.
Used in Cross-Coupling Reactions:
In the field of organic chemistry, CH3BBr2 is used as a reactant in cross-coupling reactions, specifically the Suzuki-Miyaura coupling, which is a widely used method for the formation of carbon-carbon bonds.
Used in Pharmaceutical Development:
CH3BBr2 has been explored for its potential as a reagent in the development of new drug compounds, indicating its utility in medicinal chemistry for creating novel therapeutic agents.
Used in Material Science:
CH3BBr2 has also been considered for its application in the development of new materials, suggesting its versatility beyond traditional organic synthesis and into material innovation.

InChI:InChI=1/CH3BBr2/c1-2(3)4/h1H3

Upstream product

• 57877-88-0 3,4,5-trimethyl-1,2,4,3,5-dithiazadiborolidine 
• 10294-33-4 boron tribromide 
• 762-73-2 trimethyl(allyl)stannane 
• 39916-37-5 (CO)5Mo(P(C₆H₅)2Sn(CH₃)3) 
• 39916-39-7 W(CO)5(P(C₆H₅)2(Sn(CH₃)3)) 
• 39916-34-2 (CO)5Cr(P(C₆H₅)2Sn(CH₃)3) 

Downstream Products

• 13061-96-6 dihydroxy-methyl-borane 
• 70609-15-3 2,4-dimethyl-3-trifluoroacetyl-6-trifluoromethyl-3,4-dihydro-2H-[1,3,5,2,4]oxadiazadiborinine 
• 69862-40-4 bis(1-bromo-2-methyl-1-propenyloxy)-methyl-borane 
• 21188-80-7 1-butyl-2-methyl-3-phenyl-1,2,3,5,6,10b-hexahydro-[1,2,4,3]triazaborolo[5,1-a]isoquinoline 
• 98906-22-0 tris-(brommethylboryl)amine 
• 98885-56-4 N,N',N''-tris-(brommethylboryl)-B,B',B''-trimethylborazine 
• 1066-44-0 trimethyltin bromide 
• 103382-75-8 2,4-dimethyl-1,3-bis(trimethylstannyl)-1,3,2,4-diazadiboretidine 
• 103382-76-9 octahydro-2,4,6,8-tetramethyl-1,3,5,7-tetrakis(trimethylstannyl)-1,3,5,7,2,4,6,8-tetrazatetraborocine 
• 90670-75-0 methyl-bis(triphenylsilyl)borane 
• 142868-01-7 1-phenylborepine 
• 98885-55-3 N,N',N''-tris-(dimethylboryl)-B,B',B''-trimethylborazine 
• 84185-33-1 2,3,4,5-Tetrahydro-1,2,3,4-tetramethyl-5-phenyl-1,3,5,2,4-oxadiazadiborin-6(1H)-on 
• 84185-31-9 2,3,5,6-Tetrahydro-2,3,6-trimethyl-5-phenyl-4H-1,3,5,2,6-oxadiazadiborin-4-on 

Relevant articles and documents

Contributions to the Chemistry of Boron, 128. Investigations on Substituent Exchange Reactions using 10B Labelling: Reactions of 1,3,2-Dithiaborolanes and Related Heterocycles with Boron Tribromide

The formation of the bromo derivatives from methylated dithiaza- (3) and thiadiazadiborolidines (6) and BBr3 follows the endocyclic reaction mechanism.This holds also for the substituent exchange between some 2-bromo- (9) and 2-(dialkylamino)-1,3,2-dithiaborolanes (15, 18) as demonstrated by the use of 10BBr3.An addition of BBr3 to one of the ring sulfur atoms preceeds the substitution process.Some of these adducts were isolated and the equilibrium constants of te adduct formation were determined. 3,5-Bis(diisopropylamino)-1,2,4,3,5-trithiadiborolane (22) forms alsoan S-adduct with 10BBr3 (23).The substituent exchange proceeds endocyclically while the same reaction involving the 3,5-bis(dimethylamino) derivative follows the exocyclic route.