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triethylsilane

ChemBase编号:134471
分子式:C6H16Si
平均质量:116.27674
单一同位素质量:116.10212704
SMILES和InChIs

SMILES:
CC[SiH](CC)CC
Canonical SMILES:
CC[SiH](CC)CC
InChI:
InChI=1S/C6H16Si/c1-4-7(5-2)6-3/h7H,4-6H2,1-3H3
InChIKey:
AQRLNPVMDITEJU-UHFFFAOYSA-N

引用这个纪录

CBID:134471 http://www.chembase.cn/molecule-134471.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
triethylsilane
IUPAC传统名
triethylsilane
别名
硅烷 E3H
三乙基硅烷
NSC 93579
Triethylhydrosilane
Triethylsilicon hydride
Silane E3H
Triethylsilane
Triethyl silane
CAS号
617-86-7
EC号
210-535-3
MDL号
MFCD00009018
Beilstein号
1098278
PubChem SID
24870410
24853781
24889253
162228747
PubChem CID
6327258

理论计算性质

理论计算性质

JChem
质子受体 质子供体
LogD (pH = 5.5) 1.153  LogD (pH = 7.4) 1.153 
Log P 1.153  摩尔折射率 31.8407 cm3
极化性 14.732455 Å3 极化表面积 0.0 Å2
可自由旋转的化学键 里宾斯基五规则 true 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
熔点
-157°C expand 查看数据来源
沸点
107-108 °C(lit.) expand 查看数据来源
107-108°C expand 查看数据来源
闪点
26.6 °F expand 查看数据来源
-3 °C expand 查看数据来源
-6°C(21°F) expand 查看数据来源
密度
0.728 expand 查看数据来源
0.728 g/mL at 25 °C(lit.) expand 查看数据来源
折射率
1.4120 expand 查看数据来源
n20/D 1.412 expand 查看数据来源
n20/D 1.412(lit.) expand 查看数据来源
保存注意事项
Moisture Sensitive expand 查看数据来源
欧盟危险性物质标志
易燃性(Flammable) 易燃性(Flammable) (F) expand 查看数据来源
刺激性(Irritant) 刺激性(Irritant) (Xi) expand 查看数据来源
联合国危险货物编号
1993 expand 查看数据来源
UN1993 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
1 expand 查看数据来源
联合国危险货物等级
3 expand 查看数据来源
联合国危险货物包装类别(PG)
2 expand 查看数据来源
II expand 查看数据来源
危险公开号
11-36/37/38 expand 查看数据来源
11-52/53 expand 查看数据来源
安全公开号
9-16-26-33-37-60 expand 查看数据来源
9-16-29-33-61 expand 查看数据来源
TSCA收录
expand 查看数据来源
GHS危险品标识
GHS02 expand 查看数据来源
GHS07 expand 查看数据来源
GHS警示词
Danger expand 查看数据来源
GHS危险声明
H225-H315-H319-H335 expand 查看数据来源
H225-H412 expand 查看数据来源
GHS警示性声明
P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A expand 查看数据来源
P210-P273 expand 查看数据来源
个人保护装置
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand 查看数据来源
RID/ADR
UN 1993 3/PG 2 expand 查看数据来源
纯度
≥97.0% (GC) expand 查看数据来源
≥98.0% (GC) expand 查看数据来源
97% expand 查看数据来源
98+% expand 查看数据来源
99% expand 查看数据来源
级别
produced by Wacker expand 查看数据来源
purum expand 查看数据来源
线性分子式
(C2H5)3SiH expand 查看数据来源

详细说明

详细说明

Sigma Aldrich Sigma Aldrich
Sigma Aldrich -  89706 external link
Other Notes
硅烷 E3H
根据要求提供批量采购价
Application
Catalyst for:
• Synthesis of a spiro-oxindole blocker of Nav1.7 for the treatment of pain1
• Redox initiated cationic polymerization2,3
• Beckmann rearrangement of cyclododecanone oxime4
• Regioselective reductive coupling of enones and allenes5Catalyst reactivation after catalyst polymerization of styrene6Studies involving the prediction of organosilicon flash points7
Sigma Aldrich -  230197 external link
Application
多功能还原剂
用于 2-色原烷醇还原反应的研究;与 TES 可观察到顺式选择性。8
Catalyst for:
• Synthesis of a spiro-oxindole blocker of Nav1.7 for the treatment of pain1
• Redox initiated cationic polymerization2,3
• Beckmann rearrangement of cyclododecanone oxime4
• Regioselective reductive coupling of enones and allenes5Catalyst reactivation after catalyst polymerization of styrene6Studies involving the prediction of organosilicon flash points7
包装
25, 100 g in Sure/Seal™
5 g in glass bottle
Sigma Aldrich -  467448 external link
包装
25, 100 mL in Sure/Seal™
Application
Catalyst for:
• Synthesis of a spiro-oxindole blocker of Nav1.7 for the treatment of pain1
• Redox initiated cationic polymerization2,3
• Beckmann rearrangement of cyclododecanone oxime4
• Regioselective reductive coupling of enones and allenes5Catalyst reactivation after catalyst polymerization of styrene6Studies involving the prediction of organosilicon flash points7
Sigma Aldrich -  90550 external link
Other Notes
用于还原各种官能团(如酰基卤还原为醛,烷基卤和仲醇还原为烃)的试剂,综述8,9,10;醇、苯酚等的甲硅烷基化剂。11,12
Application
Catalyst for:
• Synthesis of a spiro-oxindole blocker of Nav1.7 for the treatment of pain1
• Redox initiated cationic polymerization2,3
• Beckmann rearrangement of cyclododecanone oxime4
• Regioselective reductive coupling of enones and allenes5Catalyst reactivation after catalyst polymerization of styrene6Studies involving the prediction of organosilicon flash points7

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • For trans-hydrosilylation of alkynes, catalyzed by AlCl3, see: J. Org. Chem., 61, 7354 (1996); 64, 2494 (1999).
  • For reductive alkylation of indoles, see 2-Methylindole, A10764.
  • In combination with TFA, "ionic hydrogenation" of alkenes occurs. This can be a useful alternative to catalytic hydrogenation, since selective reduction, e.g. of the more branched double bond of a diene can be achieved. For a review of ionic hydrogenation, see: Synthesis, 633 (1974):
  • ɑ?-Enones are reduced selectively to saturated ketones In the presence of TFA: Synthesis, 420 (1973); or Wilkinson's catalyst (Chlorotris(triphenylphosphine)rhodium(I), 10468): Tetrahedron Lett., 5035 (1972); Organometallics, 1, 1390 (1982).
  • With TFA, aliphatic ketones are reduced to secondary alcohols, whereas aromatic ketones and aldehydes are further reduced to the hydrocarbons: J. Org. Chem., 38, 2675 (1973). With BF3, both aliphatic and aromatic carbonyl groups are reduced to the hydrocarbons: J. Org. Chem., 43, 374 (1978); Synth. Commun., 24, 1999 (1994). For selective reduction of a ketone in the presence of a nitro group, see: Org. Synth. Coll., 7, 393 (1990). Reduction of ketones to methylenes also occurs in the presence of TICl4, allowing the formation of N-protected ɑ-amino acids from keto analogues without racemization: Heterocycles, 41, 17 (1995). For reduction of carbonyl groups catalyzed by B(C6F5)3, see: J. Am. Chem. Soc., 118, 9440 (1996). Reduction of aldehydes, acyl chlorides and esters to methyl groups using this catalyst has been described: J. Org. Chem., 66, 1672 (2001). The polysubstitution and rearrangement encountered with Friedel-Crafts alkylations can be circumvented by an effective one-pot technique employing AlCl3 acylation followed by in situ reduction withEt3SiH: J. Chem. Soc., Perkin 1, 1705 (1989). See also Poly(methylhydrosiloxane), L14561, as an alternative reducing agent.
  • Silylation of OH groups, with elimination of H2, occurs with catalysis by TBAF under very mild conditions: Tetrahedron Lett., 35, 8413 (1994); cf Chlorotriethylsilane, A15547. The use of 2-8 mol% Tris(pentafluorophenyl)borane, L18054, has been reported to be more effective than TBAF for the silylation of alcohols and phenols, with secondary and tertiary alcohols reacting faster than primary: J. Org. Chem., 64, 4887 (1999). With excess reagent, reduction of primary alcohols and ethers to methyl occurs: J. Org. Chem., 65, 6179 (2000).
  • High-yield, selective hydrodehalogenation of alkyl and aryl halides is catalyzed by PdCl2, avoiding the skeletal rearrangements of alkyl halides sometimes observed with Lewis acid catalysts such as AlCl3: Organometallics. 15, 1508 (1996); cf: J. Org. Chem., 41, 1393 (1976).
  • Using various Pt group catalysts, acyl halides can be reduced to aldehydes, as an alternative to the Rosenmund reduction. For examples, see: Org. Prep. Proced. Int., 12, 13 (1980). For reduction of nitriles to aldehydes, see: Triethyloxonium tetrafluoroborate, A14420. Nitroarenes can be reduced to anilines using Wilkinson's Catalyst: Synth. Commun., 26, 973 (1996).
  • In the presence of Ti(O-i-Pr)4, phosphine oxides can be reduced to phosphines, a useful alternative to pyrophoric HSiCl3: Tetrahedron Lett., 35, 625 (1994).
  • For use as a superior cation scavenger in peptide synthesis, see Triisopropylsilane, L09585.
  • Aryl halides have been silylated using PtO2 as a catalyst, to give aryltriethylsilanes: Org. Let.., 8, 931 (2006).
  • In combination with indium(III) chloride and a radical initiator, generates a radical reagent, analogous to Tri-n-butyltin hydride, A13298, which effects dehalogenation of alkyl halides to alkanes and radical addition of halides to alkenes, including dehalocyclizations: Org. Lett., 6, 4981 (2004).
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专利

专利

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