1000-70-0

Basic information

• Product Name: Bis(trimethylsilyl)carbodiimide
• Synonyms: bis(trimethylsilyl)-carbodiimid;n,n’-methanetetraylbis(1,1,1-trimethyl-silanamin;n,n’-methanetetraylbis(1,1,1-trimethylsilanamine);n,n’-methanetetraylbis[1,1,1-trimethyl-silanamin;1,3-BIS(TRIMETHYLSILYL)CARBODIIMIDE;BIS(TRIMETHYLSILYL)CARBODIIMIDE;BTSCD;N,N'-methanetetraylbis[1,1,1-trimethylsilylamine]
• CAS NO: 1000-70-0
• Molecular Formula: C₇H₁₈N₂Si₂
• Molecular Weight: 186.4
• EINECS: 213-673-2
• Product Categories: Industrial/Fine Chemicals;Si (Classes of Silicon Compounds);Si-N Compounds;Trimethylsilylazide, etc.;C-X Bond Formation (Non-Halogen);Others;Synthetic Reagents
• Mol File: 1000-70-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: −23 °C(lit.)
• Boiling Point: 164 °C(lit.)
• Flash Point: 109 °F
• Appearance: White or pale yellow to beige/Crystalline Powder, Crystals and/or Chunks
• Density: 0.821 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.43mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: Flammables area
• Sensitive: Moisture Sensitive
• BRN: 2042082
• CAS DataBase Reference: Bis(trimethylsilyl)carbodiimide(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(trimethylsilyl)carbodiimide(1000-70-0)
• EPA Substance Registry System: Bis(trimethylsilyl)carbodiimide(1000-70-0)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-22-36/37/38-10
• Safety Statements: 26-36-37/39-16
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• RTECS: VV1302500
• F: 10-21
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 1000-70-0(Hazardous Substances Data)

Usage

Description

Bis(trimethylsilyl)carbodiimide, also known as HMDS-TMS-N3, is a colorless liquid that serves as a versatile reagent in various chemical reactions. It is known for its ability to act as a coupling agent, promoting the formation of desired products in organic synthesis.

Uses

Used in Pharmaceutical Industry:
Bis(trimethylsilyl)carbodiimide is used as a reactant for the preparation of 4-substituted methoxylbenzoyl-aryl-thiazole analogues, which are potent and orally bioavailable anticancer agents. These analogues have potential applications in the development of new cancer treatments.
Used in Organic Synthesis:
Bis(trimethylsilyl)carbodiimide is used as a reagent for the synthesis of O-silylurethanes, which are useful in the formation of various organic compounds.
Used in Material Science:
In the field of material science, Bis(trimethylsilyl)carbodiimide is used as a reactant for the preparation of porous SiCN materials, which have potential applications in various industries due to their unique properties.
Used in Luminescent Materials:
Bis(trimethylsilyl)carbodiimide is used as a reactant in the synthesis of luminescent diketo-pyrrolo-pyrrole analogs, which have potential applications in the development of new luminescent materials.
Used in Protective Coatings:
Bis(trimethylsilyl)carbodiimide is used in the production of hard thin films of silicon carbonitride (SiCN), which serve as potential protection coatings against wear and corrosion of metals.
Used in Ceramic Industry:
In the ceramic industry, Bis(trimethylsilyl)carbodiimide is used as a reactant for the preparation of ceramic materials, which can be utilized in various applications due to their unique properties.

InChI:InChI=1/C7H18N2Si2/c1-10(2,3)8-7-9-11(4,5)6/h1-6H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 538-28-3 S-benzylisothiourea hydrochloride 
• 3384-87-0 disilver cyanamide 
• 16029-98-4 trimethylsilyl iodide 
• 592-05-2 hydrogen cyanide; lead cyanide 
• 1758-73-2 Aminoiminomethanesulfinic acid 
• 156-62-7 calcium cyanamide 
• 17356-08-0 thiourea 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 60739-94-8 2,4,6-tris(trimethylsiloxy)-1,3,5-triazine 
• 420-04-2 CYANAMID 
• 460-19-5 ethanedinitrile 
• 4039-32-1 lithium hexamethyldisilazane 

Downstream Products

• 122199-10-4 Bis-(3-nitro-phenyl)-furazan 
• 23275-47-0 3-(3-nitro-phenyl)-[1,2,4]oxadiazol-5-ylamine 
• 143746-74-1 N,N'-dicyanothieno<2,3-b>-1,4-naphthoquinone diimine 
• 97954-67-1 2,5-Dichloro-N,N'-dicyano-1,4-benzoquinonediimine 
• 98515-26-5 N,N'-Dicyano-2,3,5-trimethyl-1,4-benzoquinonediimine 
• 90508-37-5 N,N'-Dicyano-2,3,5,6-tetramethyl-1,4-benzoquinonediimine 
• 98507-22-3 2-Chloro-N,N'-dicyano-5-methyl-1,4-benzoquinonediimine 
• 166544-64-5 3,4-bis-(4-bromo-phenyl)-furazan 
• 98507-08-5 2-Chloro-N,N'-dicyano-1,4-benzoquinonediimine 
• 114212-86-1 5-amino-3-(4-chlorophenyl)-1,2,4-oxadiazole 
• 23766-38-3 3,4-bis(4-chlorophenyl)-1,2,5-oxadiazole 
• 138809-37-7 N,N'-dicyano-2,5-diiodo-1,4-benzoquinonediimine 

Relevant articles and documents

Catalytic conversion of isocyanates to carbodiimides by cyclopentadienyl manganese tricarbonyl and cyclopentadienyl iron dicarbonyl dimer

Isocyanates are catalytically converted to the corresponding carbodiimides in the presence of low valent transition metal complexes. The best conversions and yields were accomplished using [(C5R5)Fe(CO)2]2 (R = H or Me) or MeCpMn(CO)3 as catalysts.

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Preparation and characterization of the disjoint diradical 4,4′-bis(1,2,3,5-dithiadiazolyl) [S2N2C-CN2S2] and its iodine charge transfer salt [S2N2C-CN2S2][I]

Condensation of oxamidrazone with sulfur dichloride in acetonitrile affords 4,4′-bis(1,2,3,5-dithiadiazolium) dichloride in moderate yield. Reduction of this salt with triphenylantimony yields the diradical 4,4′-bis(1,2,3,5-dithiadiazolyl) [S2N2C-CN2S2], which has been isolated and characterized in the solid state as its dimer [S2N2C-CN2S2]2. The diradical is disjoint, and ab initio molecular orbital methods confirm a very small energy gap (3 at 273 K) of a simple five-line pattern (aN = 0.50 mT, g = 2.011), i.e., there is no observable exchange coupling between the two centers. In the solid state, the dimer [S2N2C-CN2S2]2 forms a slipped stack structure, with a mean intradimer S-S distance of 3.078 ? and mean interdimer S- - -S contact of 3.761 ?. Cosublimation of the diradical with iodine produces the charge-transfer salt [S2N2C-CN2S2][I], orthorhombic space group Ccmm, a = 11.909(3) ?, b = 3.271(2) ?, c = 19.860(6) ?, Z = 4 (at 293 K). In this structure the heterocyclic rings form perfectly superimposed and evenly spaced stacks along the y direction, with channels of disordered iodines. The iodine-doped material is metallic at ambient temperatures, with a single-crystal conductivity of 460 S cm-1 at 300 K; variable temperature conductivity and magnetic measurements reveal a phase transition near 270 K, with the onset of semiconducting behavior. Transport data for the neutral and doped materials are discussed in the light of Extended Hückel band calculations.

An Expedient Synthesis of Bis(trimethylsilyl)carbodiimide

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Facile preparation of unsymmetric carbodiimides via in situ tin(II)-mediated heterocumulene metathesis

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