593-91-9

Usage

Uses

Used in Nanotechnology and Electronics:
Bismuth trimethyl is used as a precursor for the synthesis of bismuth-based thin films and nanoparticles, which are integral to the development of advanced materials in nanotechnology and electronics. These materials are valued for their unique properties that can enhance the performance of electronic devices and components.
Used in Catalysis:
In the field of catalysis, bismuth trimethyl serves as a starting material for creating catalysts that can accelerate chemical reactions. The bismuth-based catalysts derived from BISMUTH TRIMETHYL are useful in various industrial processes, improving efficiency and selectivity.
Used in Chemical Vapor Deposition:
Bismuth trimethyl is utilized in chemical vapor deposition processes to deposit bismuth-containing thin films onto different substrates. This technique is essential for fabricating electronic devices, sensors, and other components that require precise layering of materials.
Used in Pharmaceutical and Medical Imaging:
Bismuth trimethyl is also studied for its potential as a precursor for the production of bismuth-containing pharmaceuticals and compounds used in medical imaging. The bismuth compounds have unique properties that can be harnessed for therapeutic and diagnostic applications.
It is crucial to handle bismuth trimethyl with care due to its potential toxic and hazardous properties, ensuring safety in its application across various industries.

InChI:InChI=1/3CH3.Bi/h3*1H3;/rC3H9Bi/c1-4(2)3/h1-3H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 544-97-8 dimethyl zinc(II) 
• 34557-54-5 methane 
• 2229-07-4 methyl radical 
• 124-38-9 carbon dioxide 
• 917-54-4 methyllithium 
• 7553-56-2 iodine 
• 82783-70-8 tetramethyldibismuthane 
• 1299-86-1 aluminium carbide 
• 7787-60-2 bismuth(III) chloride 
• 7440-69-9 bismuth 
• 75-74-1 Tetramethylblei-(IV) 
• 676-58-4 methylmagnesium chloride 
• 7787-58-8 bismuth(III) bromide 

Downstream Products

• 109-02-4 4-methyl-morpholine 
• 872-89-9 methylphenyltelluride 
• 677-31-6 Dimethyl-trifluormethyl-wismut 
• 684-13-9 Methyl-bis-trifluormethyl-wismut 
• 74-88-4 methyl iodide 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 96716-74-4 dimethyl(phenylteluro)bismuthane 
• 7251-61-8 2-methylquinoxaline 
• 21894-27-9 N-tert-butyl-N-(1-phenylethyl)nitroxide 
• 1265602-76-3 C₁₉H₂₁N₃ 
• 67-56-1 methanol 
• 540-67-0 ethyl methyl ether 
• 690-02-8 dimethyl peroxide 
• 556-64-9 methyl thiocyanate 

Relevant academic research and scientific papers

The Dimethylbismuth Cation: Entry Into Dative Bi?Bi Bonding and Unconventional Methyl Exchange

The isolation of simple, fundamentally important, and highly reactive organometallic compounds remains among the most challenging tasks in synthetic chemistry. The detailed characterization of such compounds is key to the discovery of novel bonding scenarios and reactivity. The dimethylbismuth cation, [BiMe2(SbF6)] (1), has been isolated and characterized. Its reaction with BiMe3 gives access to an unprecedented dative bond, a Bi→Bi donor–acceptor interaction. The exchange of methyl groups (arguably the simplest hydrocarbon moiety) between different metal atoms is among the most principal types of reactions in organometallic chemistry. The reaction of 1 with BiMe3 enables an SE2(back)-type methyl exchange, which is, for the first time, investigated in detail for isolable, (pseudo-)homoleptic main-group compounds.

Palladium-catalyzed cross-coupling reaction of trialkylbismuthines with 2-haloazines and diazines

An efficient method for the cross-coupling reaction of primary trialkybismuth reagents with 2-haloazines and diazines is reported. The reaction functions with pyridines, pyrimidines, pyridazines and pyrazines and tolerates many functional groups. This method gives access to 2-alkylazines and diazines, a class of compounds which is important in medicinal chemistry.

LIVING RADICAL POLYMERIZATION PROMOTER

An organobismuth compound represented by the formula (1) and a method for preparing a living radical polymer using the organobismuth compound. In the formula (1), R1 to R3 each represent a C1-C8 alkyl group, an aryl group, a substituted aryl group, an aromatic heterocyclic group or a group represented by the formula (2) where at least one of R1 to R3 is a group represented by the formula (2), wherein R4 and R5 each represent a C3-C8 alkyl group, an aryl group or a substituted aryl group, and R6 to R8 each represent a hydrogen atom, a C1-C8 alkyl group, an aryl group or a substituted aryl group.

ORGANIC BISMUTH COMPOUND, METHOD FOR PRODUCING SAME, LIVING RADICAL POLYMERIZATION INITIATOR, METHOD FOR PRODUCING POLYMER USING SAME, AND POLYMER

An organobismuth compound represented by the formula (1) wherein R1 and R2 are C1-C8 alkyl, aryl, substituted aryl or an aromatic heterocyclic group, R3 and R4 are each a hydrogen atom or C1-C8 alkyl, and R5 is aryl, substituted aryl, an aromatic heterocyclic group, acyl, amido, oxycarbonyl or cyano.

Tetramesityldibismuthane, Bis(dimesitylbismuth)- and Bis(dimethylbismuth)chalcogenides

Reduction of Mes2BiBr with Na in liquid NH3 or with Cp2Co in THF or C6D6 gives Mes4Bi2 (1) as a red solid that reversibly becomes pink on cooling with liquid nitrogen.Oxidation of 1 in air, or reaction of Mes2BiBr with NaOH, gives (Mes2Bi)2O (2). (Mes2Bi)2S (3) and (Mes2Bi)2Se (4) are formed by reaction of Mes2BiBr with Na2S in water or with Na2Se in liquid NH3, respectively. (Mes2Bi)2Te (5) is obtained by reaction of 1 with Te or by reaction of Mes2BiBr with Na2Te.Reactions of Me4Bi2 with Se or Te produce (Me2Bi)2Se (6) and (Me2Bi)2Te (7).With equimolar amounts of p-benzoquinone tetramethyldibismuthane yields 1,4-C6H4(OBiMe2)2 (8). 1H NMR data and mass spectra of 1-8, UV-VIS data of 1-4, and the crystal structures of 2*0.5C2H5OH, 3 and 4 are reported. - Keywords: Tetramesityldibismuthane, Bis(diorganylbismuth)chalcogenides, 1,4-Bis(dimethylbismuthoxo)benzene

Reaction of Sodium-dimethyl-bismuthide with α,ω-Dibromoalkanes and Halogenomethyl-trimethyl-metallanes (M = Si, Ge, Sn)

The bis(dimethylbismuth)alkanes (CH3)2Bi(CH2)nBi(CH3)2 (n = 3, 4, 5) were prepared by reaction of NaBi(CH3)2 in liquid ammonia with dibromoalkanes Br(CH2)nBr (n = 3, 4, 5).Thermolysis of bis(dimethylbismuth)butane and bis(dimethylbismuth)pentane leads to the cyclic compounds 1-methyl-bismacyclopentane and 1-methyl-bismacyclohexane.Reaction of NaBi(CH3)2 with halogenomethyl(trimethyl)metallanes XCH2E(CH3)3 (E = Si, Ge, Sn; X = Hal) produce compounds of the type (CH3)2BiCH2E(CH3)3. - Keywords: α,ω-Bis(dimethylbismuth)alkanes, 1-Methyl-bismacycloalkanes, Dimethylbismuth-methylen-(trimethyl)metallanes

Synthesis of Mixed Substituted Triorganobismuthanes

Sodium dimethylbismuthide, generated from dimethylbismuth bromide and sodium in liquid ammonia, was treated with alkyl halides to produce dimethylalkylbismuthanes, Me2Bi(alk) (alk = C2H5, n-C3H7, n-C4H9, C3H5, i-C3H7) as thermolabile liquids in yields ranging from 70 to 90percent.With methylene chloride bis(dimethylbismutho)methane, (Me2Bi)2CH2, was obtained.Aryldimethylbismuthanes, (aryl)BiMe2, were prepared by treating dimethylbismuth bromide in THF with elemental lithium (-78 deg C) and subsequent reaction with aryl halides (aryl = 4-C6H4CH3, 4-C6H4OCH3, 2,4,6-C6H2(CH3)3).At 90 deg C in an N2-stream, the thermolabile compounds react quantitatively to form diarylmethylbismuthanes, (aryl)2BiMe and Me3Bi. - Keywords: Dimethylalkylbismuthanes, Bis(dimethylbismutho)methane, Aryldimethylbismuthanes, Diarylmethylbismuthanes

A Synthesis of Tetramethyldibismuthane and its Cleavage to Bis(dimethylbismuth)oxide or Sulfide and Phenyldimethylbismuthane, Respectively

Tetramethyldibismuthane, Me4Bi2 was prepared in high yields by reducing Me2BiBr with sodium in liquid ammonia.The compound reacts quantitatively with equimolar amounts of oxygen or sulfur to yield the corresponding (Me2Bi)2O and (Me2Bi)2S.By cleavage of Me4Bi2 with PhLi, PhBiMe2 was obtained; the latter is also available in better yields by the reaction of Me2BiBr with PhLi. - Key words: Tetramethyldibismuthane, Bis(dimethylbismuth)oxide, Bis(dimethylbismuth)sulfide, Phenyldimethylbismuthane, Lithiumdimethylbismuthane

Preparation and properties of dibismuthines

Tetramethyldibismuthine, 1, tetraisopropenyldibismuthine, 15, 1,1′-bibismolane, 16, and tetrakis(2-methyl-1-propenyl)dibismuthine, 17, have been prepared from the reaction of the corresponding tertiary bismuthines with sodium in liquid ammonia followed by treatment with 1,2-dichloroethane. Tetraphenyldibismuthine, 4, was prepared by an analogous route from diphenylbismuth chloride. While all the dibismuthines are red in solution, 1, 15, and 16 freeze to blue solids. Compounds 4 and 17 form red solids. The Raman, UV, and mass spectra of the dibismuthines are discussed. The dibismuthines thermally decompose to form bismuth metal and corresponding tertiary bismuthine. The reactions of tetramethyldibismuthine with iodine, bromotrichloromethane, benzyl bromide, hydrochloric acid, and butyllithium have been explored. The reactions afford products in which the Bi-Bi bond has been cleaved.

A reinvestigation of paneth's violet compound. the synthesis of tetramethyldlbismuthine

TetramethyMibisrnuthine was prepared from the reaction of trimethyibismuthine with sodium in liquid tmmonia followed by treatment with 1,2-dichloroethaoe. Like tstramethyldistibine it shows thermochromic properties on freezing.