Bis(trimethylsilyl)acetylene

BTMSA · 1,2-Bis(trimethylsilyl)ethyne · BSTMA · Bis(trimethylsilyl)ethyne · 1,2-BIS-TRIMETHYLSILANYL-ETHYNE · DK079 · DK080 · ICLA-002

https://huagongshe.com/ko/chemical/84564

식별자 및 물리적 특성

CAS No.	14630-40-1
분자식	C8H18Si2
평균 분자량	170.4 g/mol
단동위원소 질량	170.09470364 g/mol
SMILES	C[Si](C)(C)C#C[Si](C)(C)C
InChIKey	ZDWYFWIBTZJGOR-UHFFFAOYSA-N
PubChem CID	84564
EC No.	238-671-9
DTXSID	DTXSID3065798

화학 및 물리적 성질

극성 표면적	0
수소 결합 공여자 수	0
수소 결합 수용자 수	0
회전 가능 결합 수	2
무거운 원자 수	10
형식 전하	0
복잡도	149
물질 분류	Metals -> Metalloid Compounds (Silicon)
SpringerMaterials Properties	29Si nuclear magnetic resonance spectrum
Physical Description	Clear colorless liquidmp = 21-24 deg C[Sigma-Aldrich MSDS]
녹는점	21-24 °C(lit.)
끓는 점	136-137 °C(lit.)
밀도	0.752 g/mL at 25 °C(lit.)
굴절률	n20/D 1.427(lit.)
인화점	29 °C
저장 조건	2-8°C
용해도	클로로포름, 메탄올에 용해됨
물리적 상태	액체
비중	0.770
색상	무색의
용해도	분해될 수 있음
BRN	906870
InChI	1S/C8H18Si2/c1-9(2,3)7-8-10(4,5)6/h1-6H3
InChIKey	ZDWYFWIBTZJGOR-UHFFFAOYSA-N
SMILES	C[Si](C)(C)C#C[Si](C)(C)C
NIST	Silane, 1,2-ethynediylbis[trimethyl-(14630-40-1)
EPA	Silane, 1,2-ethynediylbis[trimethyl- (14630-40-1)

화학적 성질

clear colorless liquid after melting

안전 및 규제

GHS 분류	DangerH225 (83.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 49 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
규제 정보	Bis(trimethylsilyl)acetylene: Does not have an individual approval but may be used under an appropriate group standard
유해성 요약	A skin and strong eye irritant[Sigma-Aldrich MSDS] See Trimethylsilylacetylene and 1-Phenyl-2-(trimethylsilyl)acetylene.
Hazard Classes and Categories	Flam. Liq. 2 (83.7%)
수질 위해 등급(WGK)	3
TSCA 등재 상태	TSCA listed
운송 번호(UN)	UN 1993 3/PG 2
관세 코드	29310095
위험 문구(R)	11-36/37/38-10
위험 표시	F,Xi
안전 문구(S)	16-26-36
포장분류	III
위험 등급	3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3
F 고인화성물질	10
저장 분류	3 - Flammable liquids

용도

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]).

일반 설명

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.