13307-05-6

Basic information

• Product Name: TRIS(DIMETHYLAMINO)CHLOROSILANE
• Synonyms: Chlorotris[dimethylamino]silane;1-chloro-N,N,N',N',N'',N''-hexamethylsilanetriamine;TRIS(DIMETHYLAMINO)CHLOROSILANE, 99+%;TRIS(DIMETHYLAMINO)CHLOROSILANE 95%;Chlorotri(dimethylamino)silane;TRIS(DIMETHYLAMINO)CHLOROSILANE;1-chloro-n,n,n’,n’,n’’,n’’-hexamethyl-silanetriamin;Chlorotris(dimethylamino)silane
• CAS NO: 13307-05-6
• Molecular Formula: C₆H₁₈ClN₃Si
• Molecular Weight: 195.77
• EINECS: 236-331-4
• Product Categories: Nitrogen Compounds;Organic Building Blocks;Polyamines
• Mol File: 13307-05-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 2.5-3.5 °C
• Boiling Point: 78 °C14 mm Hg(lit.)
• Flash Point: 138 °F
• Appearance: /
• Density: 0.973 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.28mmHg at 25°C
• Refractive Index: 1.4420
• Storage Temp.: 2-8°C
• PKA: 7.79±0.70(Predicted)
• CAS DataBase Reference: TRIS(DIMETHYLAMINO)CHLOROSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(DIMETHYLAMINO)CHLOROSILANE(13307-05-6)
• EPA Substance Registry System: TRIS(DIMETHYLAMINO)CHLOROSILANE(13307-05-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-28-36/37/39
• RIDADR: UN 2986 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 13307-05-6(Hazardous Substances Data)

Usage

General Description

TRIS(DIMETHYLAMINO)CHLOROSILANE is an organosilicon compound with the chemical formula (CH3)2N)3SiCl. It is a colorless liquid that is highly reactive and is primarily used as a precursor in the production of silicon-based polymers and other silicon-containing materials. TRIS(DIMETHYLAMINO)CHLOROSILANE is also used as a reagent in organic synthesis and as a crosslinking agent in the production of polymers. It is highly flammable and should be handled with care in a well-ventilated environment.

InChI:InChI=1/C6H18ClN3Si/c1-8(2)11(7,9(3)4)10(5)6/h1-6H3

Upstream product

• 10026-04-7 tetrachlorosilane 
• 124-40-3 dimethyl amine 
• 13307-04-5 1,1,1-trichloro-N,N-dimethylsilanamine 
• 13328-30-8 bis(N,N-dimethylamino)dichlorosilane 
• 501-65-5 diphenyl acetylene 
• 145700-15-8 pentakis(dimethylamino)chlorodisilane 

Downstream Products

• 1624-01-7 tetrakis(dimethylamino)silane 
• 15112-89-7 tri(dimethylamino)silane 

Relevant articles and documents

Aminolysis of the Si-Cl bond and ligand exchange reaction between silicon amido derivatives and SiCl4: Synthetic applications and kinetic investigations

The aminolysis of the Si-Cl bond in SiCln(NR2)4-n (n = 1, 2, 3, 4) has been employed for the synthesis of binary amido, chloro-amido or mixed amido derivatives, depending on the nature of the silicon derivative and of the

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Synthesis of 1,4-disilacyclohexa-2,5-dienes

Title compounds of the type 2,3,5,6-tetraphenyl-1,4-di-X-1,4-di-Y-1,4-disilacyclohexa-2,5-diene wherein X = Y = NMe2 (4); X = NMe2, Y = Cl (cis, trans-5); X = NMe2, Y = Me [(trans)-6] and X = t-Bu, Y = Cl (trans-8) were synthesized from Si2(NMe2)5Cl, sym-Si2(NMe2)4Cl2, sym-Si2(NMe2)4Me2, and sym-Si2Cl4(t-Bu)2, respectively, in the presence of diphenylacetylene at 200 °C. Similarly the analogous title compound from the combination of 1-phenyl-1-propyne and Si2(NMe2)5Cl [X = Y = NMe2 (cis and trans-7) was synthesized. In all cases where cis/trans diastereomers could arise from two different silicon substituents (5, 6, 8) the trans isomer was the sole or dominant product. Evidence for the intermediacy of the silylene Si(NMe2)2 in these reactions was gained from a trapping experiment. Compound 4 upon treatment with SiCl4, SiBr4 or PI3 provided the corresponding 1,1,4,4-tetrahalo derivatives 9a-c, respectively. Treatment of 4 with MeOH or PhOH gave the 1,1,4,4-tetramethoxy and tetraphenoxy analogues 9d and 9e, respectively. The tetrachloro derivative 9a upon LAH reduction led to the corresponding tetrahydro compound 10, while the reaction of 9a with H2O gave the tetrahydroxy derivative 11. Allowing (trans)-6 to react with SiCl4 provided a ca. 1:1 cis/trans ratio of the derivative 12 in which X = Cl, Y = Me, and possible pathways that rationalize this loss of stereochemistry are proposed. Synthesis of trans-13 in which X = t-Bu, Y = H was achieved by LAH reduction of 8. All of the title compounds except 8 experience free phenyl rotation at room temperature. At - 30 °C this rotation in 8 is essentially halted. The molecular structures of 4, 8, 9c, 9e, 10 and 13 were determined by X-ray crystallography.