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Allyltrimethylsilane 烯丙基三甲基硅烷

规格: 97%

CAS: 762-72-1

产品编号: H65036

MDL: MFCD00008635

品牌: INFI

有机硅系列

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

参考文献: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。

TiCl3（OiPr）

参考文献：W020050118565, WO2019102490

参考文献：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	Allyltrimethylsilane
Synonym	3-(TRIMETHYLSILYL)PROPENE 3-(Trimethylsilyl)-1-propene 3-(Trimethylsilyl)propene 3-(三甲基甲硅烷基)丙烯 3-TRIMETHYLSILYL-1-PROPENE ALLYLTRIMETHYLSILANE Allyltrimethylisilane Allyltrimethylsilane Silane,trimethyl-2-propenyl- TRIMETHYLALLYLSILANE Trimethylallylsilane allyltrimethylsilane trimethylpropenylsilane {} {uni_hamburg} Silane, allyltrimethyl- {} {} {Chemicalbook} CA0570 {} {} {} {} {} {uni_hamburg} Allyltrimethylsilian 三甲基烯丙基硅烷,3-(三甲基甲硅烷基)丙烯丙烯基三甲基矽烷
MDL Number	MFCD00008635
CAS Number	762-72-1
EC Number	212-104-5
Beilstein Registry Number	906755
PubChem Substance ID	69808
Reaxys-RN	906755
Chemical Name Translation	烯丙基三甲基硅烷
LabNetwork Molecule ID	LN00008514
InChI	InChI=1S/C6H14Si/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3
Canonical SMILES	C[Si](C)(C)CC=C

GHS Symbol

Signal word	Danger
WGK Germany	3
Safety Statements
S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟； S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾； 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； 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； 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； S37 Wear suitable gloves 戴适当手套； S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
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
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 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。 P242 Use only non-sparking tools. 只能使用无火花工具。 P243 Take precautionary measures against static discharge. 采取预防措施，防止静电放电。 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。 P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。 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 P302+P352+P312+P362+P364 P303+P361+P353 P304+P340 P305+P351+P338 P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。 P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。 P332+P313 P337+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+P233 P403+P235 P405 Store locked up. 上锁保管。 P501 Dispose of contents/container to..… 处理内容物/容器.....
Packing Group	II
UN Number	1993 UN 1993 3/PG 2
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
Personal Protective Equipment	Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes	3 F;Xi
Hazard Class	3
Storage condition	0-6°C

用于高分子有机硅化合物的合成

{ALF} Has also been used, in the presence of a catalyst such as p-TsOH, I2, Br2 or TfOH, as a silylating agent for alcohols, phenols and carboxylic acids: Tetrahedron Lett., 21, 835 (1980); J. Org. Chem., 46, 5212 (1981). The advantage over more conventional silylation methods is that the only by-product is the neutral gas propene.

{ALF} Reactions with electrophiles illustrate the ß-effect (see Appendix 4); e.g. acid chlorides with a Lewis acid give allyl ketones: J. Organomet. Chem., 85, 149 (1975):

{uni_hamburg} Short: III/35C4

{ALF} More recent studies have shown that TMS cyclopentanes are also formed in these reactions via a competing [3+2] cycloaddition mechanism: Tetrahedron, 49, 9955 (1993). Chemoselective addition to aldehydes can be accomplished in the presence of a ketone, using Scandium(III) trifluoromethanesulfonate hydrate, 40566 as catalyst: Synthesis, 1822 (1998).

{ALF} In the presence of F-, functions as an allyl anion equivalent, affording homoallylic alcohols from carbonyl compounds: Tetrahedron Lett., 3043 (1978), and adding to a variety of Michael acceptors: Tetrahedron Lett., 25, 3213 (1984); J. Org. Chem., 51, 1745 (1986). For a review of reactivity in the presence of Lewis acids and F-, see: J. Prakt. Chem./ Chem. Ztg., 336, 375 (1994).

{ALF} Similarly, carbonyl compounds are converted to homoallylic alcohols: J. Organomet. Chem., 69, C15 (1974). In the TiCl4 promoted reaction with enones, behaves as an allyl anion equivalent, giving the product of conjugate addition (Hosomi-Sakurai reaction): J. Am. Chem. Soc., 99, 1673 (1977); 105, 2354 (1983); Org. Synth. Coll., 7, 443 (1990):

{ALD} Merck: 14,10335

{uni_hamburg} Short: III/35F

{ALD} Merck: 14,10335

Beilstein:4(3)1854

762-72-1 H65036 Allyltrimethylsilane 烯丙基三甲基硅烷

化学属性

Mol. Formula	C6H14Si
Mol. Weight	114.26
Density	0.719
Refractive index	1.4060 to 1.4080
Flash Point	7°C(lit.)
TSCA	Yes
Boiling Point	84-88
Solubility	不溶
Appearance	无色液体。沸点44℃（2.4kPa），相对密度1.1628（20/4℃），折光率1.4675（20℃）。能与有机溶剂混合，不溶于水。

手性催化剂及配体

合成砌块

医药中间体

Allyltrimethylsilane 烯丙基三甲基硅烷

规格: 97%

有机硅系列

化学属性

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