Bis(trimethylsilyl)acetylene (HCID 84564)

名称と識別子

優先名称: Bis(trimethylsilyl)acetylene
IUPAC: trimethyl(2-trimethylsilylethynyl)silane
現地名: ビス(トリメチルシリル)アセチレン
英語名: Bis(trimethylsilyl)acetylene
分子式: C8H18Si2
分子量: 170.4

名称と別名

Bis(trimethylsilyl)acetylene14630-40-1Silane, 1,2-ethynediylbis[trimethyl-ethyne-1,2-diylbis(trimethylsilane)Silane, 1,1'-(1,2-ethynediyl)bis[1,1,1-trimethyl-EINECS 238-671-9Silane, 1,2-ethynediylbis(trimethyl-DTXSID3065798Silane, 1,1'-(1,2-ethynediyl)bis(1,1,1-trimethyl-RefChem:569326DTXCID6034764Silane, 1,2ethynediylbis(trimethyl

名称をさらに表示

ビス(トリメチルシリル)アセチレンビス(トリメチルシリル)アセチレン (BTMSA)BTMSAビス(トリメチルシリル)アセチレン, min. 97%BSTMABis(trimethylsilyl)ethyneDK079DK080ICLA-002TIMTEC-BB SBB008997Ethynylbistrimethylsilanel

Silane, 1,1'(1,2ethynediyl)bis(1,1,1trimethyl238-671-9InChI=1/C8H18Si2/c1-9(2,3)7-8-10(4,5)6/h1-6H1,2-Bis(trimethylsilyl)ethynetrimethyl(2-trimethylsilylethynyl)silaneBTMSAC8H18Si21,2-bis-trimethylsilanyl-ethyne

データベース識別子

CAS: 14630-40-1
PubChem CID: 84564
DTXSID: DTXSID3065798
EC Number: 238-671-9
Nikkaji: J2.272.452E、J47.009K

物性

構造計算による物性

極性表面積: 0 Å²
水素結合供与体数: 0
水素結合受容体数: 0
回転可能結合数: 2
重原子数: 10
形式電荷: 0
複雑度: 149

実験および物理化学的性質

Chemical ClassesMetals -> Metalloid Compounds (Silicon)

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Physical DescriptionClear colorless liquid; mp = 21-24 deg C; [Sigma-Aldrich MSDS]

物理化学的性質

融点: 21 · 21-24 °C(lit.)
沸点: 136 · 136-137 °C(lit.)
比重(密度): 0.752 g/mL · 0.752 g/mL at 25 °C(lit.)
屈折率: 20 · n20/D 1.427(lit.)
闪点: 29 °C · 29 °C
貯蔵温度: 2 · 2-8°C
溶解性: soluble in Chloroform, Methanol
外見: 液体
比重: 0.77 · 0.770
色: 無色
水溶解度: 分解する可能性があります
BRN: 906870 · 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
CAS データベース: 14630 · 14630-40-1(CAS DataBase Reference)
NISTの化学物質情報: 1 · Silane, 1,2-ethynediylbis[trimethyl-(14630-40-1)
EPAの化学物質情報: 1 · Silane, 1,2-ethynediylbis[trimethyl- (14630-40-1)

化学的性質

化学的特性clear colorless liquid after melting

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H225 (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.

危険有害性情報

Regulatory InformationBis(trimethylsilyl)acetylene: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See Trimethylsilylacetylene and 1-Phenyl-2-(trimethylsilyl)acetylene.

Hazard Classes and CategoriesFlam. Liq. 2 (83.7%)

安全データ

F: 10
wgk: 3
tsca: TSCA listed
ridadr: UN 1993 3/PG 2
hs_code: 29310095
risk_code: 11-36/37/38-10
消防法: 危-4-1-II
hazard_code: F,Xi
safety_code: 16-26-36
hazard_class: 3
packing_group: III
Hazard Classifications: Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 3 - Flammable liquids

化学と産業

用途と製造

General Manufacturing InformationSilane, 1,1'-(1,2-ethynediyl)bis[1,1,1-trimethyl-: ACTIVE

応用分野 · 2 件

使用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]).

一般的な説明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.

調製方法

純化方法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.]