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Trimethyl(vinyl)silane 乙烯基三甲基硅烷

规格: 93%

CAS: 754-05-2

产品编号: H37718

MDL: MFCD00008606

品牌: INFI

有机硅系列

简介

有机硅烷类化合物主要应用在有机合成及有机硅材料领域。在有机合成中，硅烷作为羟基保护基大量存在，如三甲基氯硅烷，TBSCI,有时作为一个合成子载体存在，如乙烯基三甲基硅烷，烯丙基三甲基硅烷，六甲基二硅硫烷等，从而实现相应的官能团化反应。有机硅材料领域有硅烷偶联剂、硅油（硅脂、硅乳液、硅表面活性剂）、高温硫化硅橡胶、液体硅橡胶、硅树脂、封端剂，含硅复合共聚物等。

应用介绍及参考文献

1.如乙烯基三甲基硅烷作为一个“乙烯”合成子，用于3+2环加成反应，应用于有机合成过程中。

图片来源于期刊：Vinyltrimethylsilane, Glenn J. Fegley Gerald L. Larson, Encyclopedia of Reagents for Organic Synthesis, 2008.

2.如烯丙基三甲基硅烷，作为一个烯丙基化试剂，应用于艾日布林或者前列素类似物的合成中。

图片来源于期刊：W020050118565, WO2019102490

图片来源于期刊：Gary A. Sulikowski et al Org. Lett. 2019, 21, 10048-10051

3.作为聚合引发剂，或者烯姪共聚物，参与烯姪聚合，形成功能性有机硅材料，如耐水性硅胶粘合剂，修饰聚氟乙烯等

技术优势

产品纯度高，具有百公斤生产能力

Chemical Name	Trimethyl(vinyl)silane
Synonym	乙烯基三甲基硅 silane,trimethylvinyl- Trimethylsilylethylen 2-(Trimethylsilyl)ethene 三甲基乙烯基硅烷三甲基硅乙烯乙烯基三甲基硅 Trimethyl-vinylsilan Silane, ethenyltrimethyl- (Trimethylsi trimethylvinylsilane;vinyltrimethylsilane (TRIMETHYLSILYL)ETHYLENE TRIMETHYLVINYLSILANE Vinyltrimethysilane CH2=CHSi(CH3)3 Vinyl-trimethylsilan Trimethylsilylethene 1-(Trimethylsilyl)ethene Vinyltrimethylsilane,99% VINYLTRIMETHYLSILANE 97% trimethylvinylsilane trimethyl-vinyl-silane Silane, trimethylvinyl- 三甲基乙烯基硅烷;三甲基硅乙烯;乙烯基三甲基硅 vinyltrimethylsilane (Trimethylsilyl)ethylene
MDL Number	MFCD00008606
CAS Number	754-05-2
PubChem Substance ID	87577858
EC Number	212-042-9
Beilstein Registry Number	4(4)3922
Reaxys-RN	956572
Chemical Name Translation	乙烯基三甲基硅烷
InChIKey	GCSJLQSCSDMKTP-UHFFFAOYSA-N
LabNetwork Molecule ID	LN00009584

GHS Symbol

WGK Germany	3
Hazard statements
H315 Causes skin irritation 会刺激皮肤 H302 Harmful if swallowed 吞食有害 H335 May cause respiratory irritation 可能导致呼吸道刺激 H351 Suspected of causing cancer 怀疑致癌 H319 Causes serious eye irritation 严重刺激眼睛 H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
Personal Protective Equipment	Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
Precautionary statements
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 P501 Dispose of contents/container to..… 处理内容物/容器..... P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。 P305+P351+P338 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。 P332+P313 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。 P302+P352+P332+P313+P362+P364 P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。 P303+P361+P353 P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。 P370+P378 P403+P235 P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。 P305+P351+P338+P337+P313 P241+P242+P243 P233 Keep container tightly closed. ?保持容器密闭。
Signal word
Packing Group	II
UN Number	1993
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 R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用 R22 Harmful if swallowed 吞咽有害 R19 May form explosive peroxides 可能生成易爆的过氧化物质
Safety Statements
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； S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟； S33 Take precautionary measures against static discharges 对静电采取预防措施； S37 Wear suitable gloves 戴适当手套； S29 Do not empty into drains 不要排入下水道； S9 Keep container in a well-ventilated place 保持容器在通风良好的场所； S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护； S36 Wear suitable protective clothing 穿戴适当的防护服； S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套； S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
Hazard Codes
Storage condition	0-10 储存温度2-8°C,充氩保存 Flammables area 储存温度2-8°C 0-10°C
Hazard Class	3

常用于制备三甲基硅基乙基亚砜，该化合物在氟离子存在下可以生成次磺酸盐亲核试剂。

{ALF} For an extensive review of the reactions of vinyl (and allyl) silanes, see: Org. React., 37, 57 (1989).

{uni_hamburg} Short: III/35C4

{ALF} Also undergoes regioselective addition reactions with alkyllithiums: J. Chem. Soc., Perkin 1, 1131 (1983), and Grignards: Chem. Ber., 117, 383 (1984), to giveɑ-metallated products.

{ALF} For use in a 2-carbon extension of aldehydes to ɑß-unsaturated aldehydes based on cycloaddition to the nitrone, see N-Methylhydroxylamine hydrochloride, L02202.

{ALF} For reviews of the Nazarov cyclization, see: Synthesis, 429 (1983); Org. React., 45, 159 (1994).

{ALF} Coupling with the electrophilic reagent generated from an aryl iodide in the presence of Pd(OAc)2, triphenylphosphine and base, provides a route to styrenes: Chem. Lett., 1993 (1982).

{uni_hamburg} Short: II/2

{ALF} Acylation under Friedel-Crafts conditions leads to vinyl ketones. Using ɑß-unsaturated acyl halides, the products are divinyl ketones, which, under the reaction conditions, undergo the Nazarov cyclization to enones: J. Org. Chem., 45, 1046 (1980):

{ALF} Useful ethylene equivalent in its reaction with electrophiles. The reactivity is controlled by the ability of the Si atom to stabilize a positive charge on a ß-carbon atom. See Appendix 4.

{uni_hamburg} Short: III/35F

{ALD} Beilstein:4(4)3922

754-05-2 H37718 Trimethyl(vinyl)silane
乙烯基三甲基硅烷

化学属性

Mol. Formula	C5H12Si
Mol. Weight	100.24
Refractive index	1.3890 to 1.3930
Boiling Point	56°C
Vapor Pressure	4.44 psi ( 20 °C)
Density	0.684
Flash Point	-24°C(lit.)
TSCA	Yes
Melting Point	-132°
Stability	对热、湿度敏感
pH	:A

*以上化合物性质及应用等信息仅供参考

手性催化剂及配体

合成砌块

医药中间体

Trimethyl(vinyl)silane 乙烯基三甲基硅烷

规格: 93%

有机硅系列

化学属性

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