Chemical Name | Ethynyltrimethylsilane |
CAS Number | 1066-54-2 |
Alfabeta Name | TRIMETHYLSILYLACETYLENE () |
MDL Number | MFCD00008569 |
Synonym |
Trimethylsilylethyne
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PubChem Substance ID | 87577015 |
Beilstein Registry Number | 906752 |
EC Number | 213-919-9 |
Reaxys-RN | 906752 |
Chemical Name Translation | 三甲基乙炔基硅 |
InChIKey | CWMFRHBXRUITQE-UHFFFAOYSA-N |
LabNetwork Molecule ID | LN00117256 |
InChI | InChI=1S/C5H10Si/c1-5-6(2,3)4/h1H,2-4H3 |
Canonical SMILES | C[Si](C)(C#C)C |
Warnings |
IRRITANT, KEEP COLD, FLAMMABLE |
GHS Symbol
WGK Germany | 3 |
Hazard statements | |
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H315 Causes skin irritation 会刺激皮肤
- H319 Causes serious eye irritation 严重刺激眼睛
- H335 May cause respiratory irritation 可能导致呼吸道刺激
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Personal Protective Equipment |
Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US) |
Hazard Codes |
3
F;Xi |
Precautionary statements | |
- P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
- P233 Keep container tightly closed. ?保持容器密闭。
- P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
- P241+P242+P243
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P302+P352+P332+P313+P362+P364
- P303+P361+P353
- P305+P351+P338
- P305+P351+P338+P337+P313
- P332+P313
- P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
- P370+P378
- P403+P235
- P501 Dispose of contents/container to..… 处理内容物/容器.....
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Signal word |
Danger |
Safety Statements | |
- S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
- S29 Do not empty into drains 不要排入下水道;
- S33 Take precautionary measures against static discharges 对静电采取预防措施;
- S36 Wear suitable protective clothing 穿戴适当的防护服;
- S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
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Risk Statements | |
- R11 Highly flammable 非常易燃
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
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UN Number |
1993
UN 1993 3/PG 2 |
Packing Group | II |
Storage condition |
2-8°C, protect from light, stored under nitrogen
{LY} 2-8°C, protect from light, stored under nitrogen
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Hazard Class | 3 |
Ethynyltrimethylsilane was used in:
? microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition reaction for the preparation of 1,4-disubstituted 1,2,3-triazoles
synthesis of poly(ethynyltrimethylsilane) containing Pd (II) coordination sites
pyrazole synthesis via 1,3-dipolar cycloaddition of diazo compounds to acetylenes
{ALD} Beilstein: 4,IV,3937
{ALF} For the synthesis of iodoalkenes by radical addition of perfluoroalkyl iodides, see: J. Org. Chem., 47, 2251 (1982).
{uni_hamburg} Short: II/24A
{ALF} Pd catalyzed coupling with aryl bromides or iodides gives aryl TMS alkynes, from which the TMS group is readily cleaved by K2CO3 in MeOH: Synthesis, 627 (1980); J. Org. Chem., 46, 2280 (1981). Coupling with 1-bromo-2-nitrobenzene or ethyl 2-bromocarbanilate gives indole precursors. Other terminal alkynes lead to 2-substituted indoles: Heterocycles, 24, 31 (1986):
{ALF} Cross-coupling with aryl halides can also be catalyzed by Pd-C in the presence of Ph3P, CuI and Et3N: Synth. Commun., 20, 2059 (1990); for an example, see 2-Bromonaphthalene, A15300. Pd catalyzed coupling with quinolinol and isoquinolinol triflates has also been reported: Tetrahedron, 51, 3737 (1995). For coupling with vinyl halides catalyzed by Tetrakis(triphenyl­phosphine)­palladium(0)­, 10548 in the presence of CuI as an example of a route to enynes, see: Tetrahedron Lett., 30, 6997 (1989); Org. Synth. Coll., 9, 117 (1998). CuCl-TMEDA catalyzed oxidative (Hay) coupling gives bis(TMS)-1,3-butadiyne: Org. Synth. Coll., 8, 63 (1993).