bis(trimethylsilyl)amine

• ChemBase编号: 88033
• 分子式: C6H19NSi2
• 平均质量: 161.39276
• 单一同位素质量: 161.10560268
• SMILES: [Si](C)(N[Si](C)(C)C)(C)C
• Canonical SMILES: C[Si](N[Si](C)(C)C)(C)C
• InChI: InChI=1S/C6H19NSi2/c1-8(2,3)7-9(4,5)6/h7H,1-6H3
• InChIKey: FFUAGWLWBBFQJT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: bis(trimethylsilyl)amine
• IUPAC传统名: hexamethyldisilizane
• 别名: 1,1,1,3,3,3-六甲基二硅氮烷; Dow Corning® 产品 Z-6079; 六甲基二硅胺烷, 电子级; 六甲基二硅杂氮烷; 六甲基二硅杂氮烷,电子级; 六甲基二硅氮烷; 六甲基二硅氮烷; Dow Corning® product Z-6079; Hexamethyldisilazane, Electronic grade; Bis(trimethylsilyl)amine; HMDS; Hexamethyldisilazane 99%; 1,1,1,3,3,3-HEXAMETHYLDISILAZANE; Hexamethyldisilazane; 1,1,1,3,3,3-Hexamethyldisilazane; Bis(trimethylsilyl)amine; Hexamethyldisilazane; Silazane HMN

登记号

• CAS号: 999-97-3
• EC号: 213-668-5
• MDL号: MFCD00008259
• Beilstein号: 635752
• 默克索引号: 144689
• PubChem SID: 24863226; 24888838; 24874541; 162075073; 24867576; 24865053
• PubChem CID: 13838
• Chemspider ID: 13238
• 医学主题词(MeSH): Hexamethylsilazane
• 维基百科标题: Bis(trimethylsilyl)amine

理论计算性质

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -0.8950769
• LogD (pH = 7.4): -0.8299159
• Log P: 2.7111
• 摩尔折射率: 48.5955 cm^3
• 极化性: 19.175602 Å^3
• 极化表面积: 12.03 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: slow hydrolysis in water
• 外观: colorless liquid; Liquid
• 熔点: < -78 °C; -78°C; -78°C; -80°C
• 沸点: 125 °C at 1013 hPa; 125 °C(lit.); 125-127°C; 126°C; 126°C
• 闪点: 11 °C; 51.8 °F; 8°C; 8°C(46°F); ca. 15 °C (closed cup and Directive 84/449/EEC, A.9)
• 自燃点: 325 °C at 1013 hPa
• 密度: 0.77; 0.77 g cm^-3; 0.774; 0.774 g/mL at 25 °C(lit.); ca. .774 g/cm^3 at 20 °C
• 折射率: 1.4080; n20/D 1.407(lit.); n20/D 1.408
• 蒸汽压: ca. 20 hPa at 20 °C

安全信息

• 保存条件: 2-8°C, Store Under Nitrogen
• 保存注意事项: Highly Flammable/Corrosive/Toxic/Moisture Sensitive/Store under Argon; Moisture Sensitive
• RTECS编号: JM9230000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2924; 2924, 3286; 3286; UN2924
• 德国WGK号: 2
• 联合国危险货物等级: 3; 8
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 3WE
• 危险公开号: 11-20/21/22-34; 11-20/21/22-34-52/53; R:9-11-22-27
• 安全公开号: 16-26-33-36/37/39-45-60; 16-26-36/37/39-45; 16-26-36/37/39-45-61; 9-16-26-36/37/39-45; S:16-17-36/37/39-51
• 欧盟危险货物分类: FC
• 欧盟危险识别号(EUHIN): 8A
• 美国ERG指导号: 132
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06
• GHS警示词: Danger
• NFPA704:
  

  3

  1

  1
• GHS危险声明: H225-H302 + H332-H311-H314-H412; H225-H311-H331-H302-H314-H318
• GHS警示性声明: P210-P273-P280-P305 + P351 + P338-P310; P210-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3286 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); ≥98.0% (GC); ≥99%; ≥99.0% (GC); 98+%; 99.9%; 99+%
• 级别: for GC derivatization; produced by Wacker; purum; reagent grade; ReagentPlus®; semiconductor grade PURANAL™ (Honeywell 17713)
• Derivatization reagent for: Silylations
• 线性分子式: (CH3)3SiNHSi(CH3)3

详细说明

MP Biomedicals - 02195219

Used to prepare N-trimethylsilyl-amino acids for peptide synthesis.
1 ml = approx. 0.77 g

Sigma Aldrich - H4875

Application
用于制备三甲基甲硅烷基衍生物的试剂。

Sigma Aldrich - 40215

法律信息
PURANAL 商标 Honeywell Specialty Chemicals Seelze GmbH

Sigma Aldrich - 379212

包装
25, 100 mL in Sure/Seal™
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 86944

Other Notes
可咨询大批量的定价

Sigma Aldrich - 52619

Other Notes
重要的硅烷化试剂1,2

Sigma Aldrich - 440191

包装
1 L in Sure/Seal™
100 mL in Sure/Seal™
Legal Information
由 Aldrich Chemical Company, Inc. 重新包装，由美国 Dow Corning Corporation 制造
法律信息
Dow Corning 注册商标 The Dow Chemical Company or an affiliated company of Dow

参考文献

• Convenient, mild silylating reagent which generates gaseous ammonia as the only by-product (see Appendix 4). Non-acidic substrates normally require a catalyst.
• For conversion of carbonyl groups to silyl enol ethers, see Iodotrimethylsilane, A12902.
• Silylation of alcohols, including carbohydrates, is catalyzed by TMS chloride: J. Org. Chem., 23, 50 (1958); J. Am. Chem. Soc., 85, 2497 (1963); Chem. Ind. (London), 794 (1984). Silylation of phenols occurs readily, see also: Liebigs Ann. Chem., 20 (1973).
• HMDS in the presence of TMS chloride permits the selective O-silylation of amino alcohols: Synthesis, 990 (1988). Alcohols and phenols can be silylated in the presence of amines and thiols with ZnCl₂ as catalyst: Synth. Commun., 23, 1633 (1993).
• A range of catalysts for silylation with HMDS, including saccharin and sodium saccharin, has been recommended: J. Org. Chem., 47, 3966 (1982), for silylation of alcohols, phenols, thiols, carboxylic acids, amides, thioamides, hydroxamic acids, hydrazides, NH-groups of heterocycles, hydrazines, 1,3-diketones, etc. The use of TBAF (0.02 eq.) or iodine (0.01 eq.) also provide mild procedures for O-silylation: Tetrahedron Lett., 35, 8409 (1994); J. Org. Chem., 65, 7228 (2000).
• Can also function as a protected form of ammonia, e.g. to convert acid chlorides to primary amides: Synthesis, 517 (1985), and substituted maleic anhydrides to maleimides: Tetrahedron Lett., 31, 5201 (1990).
• In combination with DMSO, thiols are oxidized to disulfides under nearly neutral conditions: Synlett, 346 (2002).
• The Na, Li and K derivatives are useful strong bases; see Sodium bis(trimethylsilyl)amide, L13352, Lithium bis(trimethylsilyl)amide, L15012, and Potassium bis(trimethylsilyl)amide, L15022.