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Bis(trimethylsilyl)acetylene

CAS No.
14630-40-1
Chemical Name:
Bis(trimethylsilyl)acetylene
Synonyms
BTMSA;1,2-Bis(trimethylsilyl)ethyne;BSTMA;Bis(trimethylsilyl)ethyne;1,2-BIS-TRIMETHYLSILANYL-ETHYNE;DK079;DK080;ICLA-002;TIMTEC-BB SBB008997;Ethynylbistrimethylsilanel
CBNumber:
CB4376321
Molecular Formula:
C8H18Si2
Molecular Weight:
170.4
MDL Number:
MFCD00008276
MOL File:
14630-40-1.mol
MSDS File:
SDS
Last updated:2023-05-15 10:43:28

Bis(trimethylsilyl)acetylene 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.)
Flash point 29 °C
storage temp. 2-8°C
solubility soluble in Chloroform, Methanol
form liquid
Specific Gravity 0.770
color colorless
Water Solubility MAY DECOMPOSE
Hydrolytic Sensitivity 2: reacts with aqueous acid
BRN 906870
InChIKey ZDWYFWIBTZJGOR-UHFFFAOYSA-N
CAS DataBase Reference 14630-40-1(CAS DataBase Reference)
NIST Chemistry Reference Silane, 1,2-ethynediylbis[trimethyl-(14630-40-1)
EPA Substance Registry System Silane, 1,2-ethynediylbis[trimethyl- (14630-40-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H315-H319-H335
Precautionary statements  P210-P302+P352-P305+P351+P338
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  Yes
HazardClass  3
PackingGroup  III
HS Code  29310095
NFPA 704
3
0 0

Bis(trimethylsilyl)acetylene price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 187437 Bis(trimethylsilyl)acetylene 99% 14630-40-1 10g $65.6 2024-03-01 Buy
Sigma-Aldrich 187437 Bis(trimethylsilyl)acetylene 99% 14630-40-1 50g $230 2024-03-01 Buy
TCI Chemical B1090 Bis(trimethylsilyl)acetylene >97.0%(GC) 14630-40-1 5g $87 2024-03-01 Buy
TCI Chemical B1090 Bis(trimethylsilyl)acetylene >97.0%(GC) 14630-40-1 25g $261 2024-03-01 Buy
Alfa Aesar A11960 Bis(trimethylsilyl)acetylene, 99% 14630-40-1 10g $52.65 2024-03-01 Buy
Product number Packaging Price Buy
187437 10g $65.6 Buy
187437 50g $230 Buy
B1090 5g $87 Buy
B1090 25g $261 Buy
A11960 10g $52.65 Buy

Bis(trimethylsilyl)acetylene Chemical Properties,Uses,Production

Chemical Properties

clear colorless liquid after melting

Uses

In the presence of CpCo(CO)2 (cat. no. 245259), undergoes cycloaddition with 1,5-hexadiynes to form benzocyclobutenes.1

Uses

BTMSA 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 Description

Bis(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.

Purification Methods

Dissolve 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.]

75-77-4
74-86-2
14630-40-1
Synthesis of Bis(trimethylsilyl)acetylene from Chlorotrimethylsilane and Acetylene
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View Lastest Price from Bis(trimethylsilyl)acetylene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bis(trimethylsilyl)acetylene pictures 2022-10-01 Bis(trimethylsilyl)acetylene
14630-40-1
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
Bis(trimethylsilyl)acetylene pictures 2021-07-13 Bis(trimethylsilyl)acetylene
14630-40-1
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Bis(trimethylsilyl)acetylene pictures 2021-07-10 Bis(trimethylsilyl)acetylene
14630-40-1
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
BIS(TRIMETHYLSILYL)ACETYLENE Bis(trimethylsilyl)acetylene 99% TIMTEC-BB SBB008997 1,2-Bis(trimethylsilyl)acetylene 1,2-ethynediylbis[trimethyl-silan 1,2-ethynediylbis[trimethyl-Silane 2,5-Disilahex-3-yne, 2,2,5,5-tetramethyl- Acetylene, bis(trimethylsilyl)- Silane, 1,2-ethynediylbis*trimethyl- Trimethyl[(trimethylsilyl)ethynyl]silane Bis(trimethylsilyl)acetylene(BTMSA) Bis(trimethylsilyl)acetylene,min.97% 5-Fluoro-2-methoxy-phenylamine Bis(trimethylsilyl)acetylene, min. 97% Bis(triMethylsilyl)acetylene, 99% 50GR Ethynylbistrimethylsilanel Bis(trimethylsilyl)acetylene,99% Silane,1,1'-(1,2-ethynediyl)bis[1,1,1-triMethyl- Bis(trimethylsilyl)acetylene > Bis(trimethylsilyl)acetylene, 98%, for synthesis TIANFU-CHEM Bis(trimethylsilyl)acetylene 14630-40-1 ICLA-002 BIS-(TRIMETHYLSILYL)ACETYLENE, 98%BIS-(TRIMETHYLSILYL)ACETYLENE, 98%BIS-(TRIMETHYLSILYL)ACETYLENE, 98% BSTMA BTMSA 1,2-BIS-TRIMETHYLSILANYL-ETHYNE 1,2-Bis(trimethylsilyl)ethyne Bis(trimethylsilyl)ethyne 3-Metbis(Trimethylsilyl) Acetylene Double (trimethylmethsilyl) acetylene DK079 DK080 14630-40-1 C8H18Si2 CH33SiCCSiCH33 CH33SiC8801CSiCH33 Building Blocks Alkynes Organic Building Blocks Internal Ethynylsilanes Si-(C)4 Compounds Acetylenes Functionalized Acetylenes Silicon Compounds (for Synthesis) Si (Classes of Silicon Compounds) 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