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Bis(trimethylsilyl)acetylene

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CAS:14630-40-1
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CAS:14630-40-1
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CAS:14630-40-1
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Purity:97% Package:g-Kg Remarks:Colorless liquid

Bis(trimethylsilyl)acetylene manufacturers

  • Bis(trimethylsilyl)acetylene
  • Bis(trimethylsilyl)acetylene pictures
  • $3.00 / 25KG
  • 2026-04-17
  • CAS:14630-40-1
  • Min. Order: 0.1KG
  • Purity: 99%
  • Supply Ability: g-kg-tons, free sample is available
Bis(trimethylsilyl)acetylene Basic information
Product Name:Bis(trimethylsilyl)acetylene
Synonyms:BIS(TRIMETHYLSILYL)ACETYLENE;BSTMA;Bis(trimethylsilyl)acetylene 99%;1,2-BIS-TRIMETHYLSILANYL-ETHYNE;TIMTEC-BB SBB008997;ICLA-002;1,2-Bis(trimethylsilyl)acetylene;1,2-ethynediylbis[trimethyl-silan
CAS:14630-40-1
MF:C8H18Si2
MW:170.4
EINECS:238-671-9
Product Categories:Alkynes;Building Blocks;Chemical Synthesis;Internal;Organic Building Blocks;organosilicon compounds;Industrial/Fine Chemicals;Acetylenes;Ethynylsilanes;Functionalized Acetylenes;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry
Mol File:14630-40-1.mol
Bis(trimethylsilyl)acetylene Structure
Bis(trimethylsilyl)acetylene Chemical Properties
Melting point 21-24 °C(lit.)
Boiling point 136-137 °C(lit.)
density 0.752 g/mL at 25 °C(lit.)
refractive index n20/D 1.427(lit.)
Fp 29 °C
storage temp. 2-8°C
solubility soluble in Chloroform, Methanol
form liquid
Specific Gravity0.770
color colorless
Water Solubility MAY DECOMPOSE
Hydrolytic Sensitivity2: reacts with aqueous acid
BRN 906870
InChI1S/C8H18Si2/c1-9(2,3)7-8-10(4,5)6/h1-6H3
InChIKeyZDWYFWIBTZJGOR-UHFFFAOYSA-N
SMILESC[Si](C)(C)C#C[Si](C)(C)C
CAS DataBase Reference14630-40-1(CAS DataBase Reference)
NIST Chemistry ReferenceSilane, 1,2-ethynediylbis[trimethyl-(14630-40-1)
EPA Substance Registry SystemSilane, 1,2-ethynediylbis[trimethyl- (14630-40-1)
Safety Information
Hazard Codes F,Xi
Risk Statements 11-36/37/38-10
Safety Statements 16-26-36
RIDADR UN 1993 3/PG 2
WGK Germany 3
10
TSCA TSCA listed
HazardClass 3
PackingGroup III
HS Code 29310095
Storage Class3 - Flammable liquids
Hazard ClassificationsEye Irrit. 2
Flam. Liq. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
Bis(trimethylsilyl)acetylene English
SigmaAldrich English
ACROS English
ALFA English
Bis(trimethylsilyl)acetylene Usage And Synthesis
Chemical Propertiesclear colorless liquid after melting
UsesIn the presence of CpCo(CO)2 (cat. no. 245259), undergoes cycloaddition with 1,5-hexadiynes to form benzocyclobutenes.1
UsesBTMSA is used as starting reagent in the synthesis of functionalized 4-R-1,2-bis(trimethylsilyl)benzenes. It is also used in the synthesis of (+)-brasilenyne2 and (β-diketanato)Ag(BTMSA). Bis(trimethylsilyl)acetylene is a ligand that binds to a central metal ion (e.g. Titanium) to create a coordination complex. One of its complexes, Permethyltitanocene-bis(trimethylsilyl)acetylene, is a catalyst for the head-to-tail dimerization of 1-alkynes (e.g. 3-Penten-1-yne [P227430]).
General DescriptionBis(trimethylsilyl)acetylene (BTMSA) participates as nucleophile in Friedel-Crafts type acylations and alkylations. BTMSA undergoes rhodium catalyzed addition reaction with diarylacetylenes. It undergoes cycloaddition with 1,5-hexadiynes in the presence of CpCo(CO)2 (Cp=cyclopentadienyl) to form benzocyclobutenes. Structure of BTMSA was characterized by a centre of inversion present on triple bond (length=1.208(3)). TiCl4-Et2AlCl catalyzed Diels-Alder reaction of BTMSA with norbornadiene has been reported.
Synthesis

Di(trimethylmethylsilyl)acetylene can be synthesized by the following steps:

1 With acetylene dimetallic salt and trimethyl halosilane as raw materials, acetylene dimetallic salt and trimethyl halosilane molar mass ratio of 1:2.0~1:2.2, first suspended in toluene, dropwise addition of trimethyl halosilane, dropwise addition, warming up to 50~60 C reaction for 2 hours, in which the acetylene Dimetallic salt is disodium acetylene or dilithium acetylene;

2 Terminate the reaction with water, after extraction, drying, concentration under reduced pressure, distillation under reduced pressure, to obtain bis(trimethylsilyl)acetylene with purity of more than 99% and yield of more than 90%.

Purification MethodsDissolve it in pet ether and wash it with ice-cold dilute HCl. The pet ether extract is dried (MgSO4), evaporated and fractionated at 760mm. [Walton & Waugh J Organomet Chem 37 45 1972, Beilstein 4 IV 3950.]
Tag:Bis(trimethylsilyl)acetylene(14630-40-1) Related Product Information
Bis(trimethylsilyl)sulfate BIS(TRIMETHYLSILYLMETHYL)AMINE BIS(TRIMETHYLSILYLMETHYL)DICHLOROSILANE BIS(PHENYLETHYNYL)DIMETHYLSILANE 1,4-BIS(TRIMETHYLSILYL)-1,3-BUTADIYNE BIS(DIETHYLAMINO)DIMETHYLSILANE bis(4-broMophenyl)-diphenyl-silane bis(4-broMophenyl)diMethylsilane BIS(TRICHLOROSILYLETHYL)BENZENE,TECH-95 BIS(METHYLDIETHOXYSILYLPROPYL)AMINE Bis(trimethylsilyl)methane Tetramethylsilane Bis(trimethylsilyl)acetylene Trimethylsilylacetylene (BIS(TRIMETHYLSILYL)ACETYLENE)(HEXAFLUO&,(bis(trimethylsilyl)acetylene)(hexafluoro-acetyla (TRIMETHYLSILYL)ACETYLENE-13C2 [BIS(TRIMETHYLSILYL)ACETYLENE](HEXAFLUOROACETYLACETONATO)COPPER(I) Bis(trimethylsilyl)acetylene-bis(cyclopentadienyl)(pyridine)zirconium,Bis(cyclopentadienyl)zirconium bis(trimethylsilyl)acetylene pyridine complex