Bis(trimethylsilyl)amine 六甲基二硅氮烷

CAS 999-97-3 MFCD00008259

化学结构图

999-97-3
SMILES: C[Si](C)(C)N[Si](C)(C)C

化学属性

Mol. FormulaC₆H₁₉NSi₂
Mol. Weight161.39
Refractive index1.4060 to 1.4100
Boiling Point125
Density0.774
Flash Point8°C(lit.)
TSCAYes
Melting Point-78
Solubility起反应
Stability易吸潮
pH:A

别名和识别编码

Chemical NameBis(trimethylsilyl)amine
Synonym (dimethyl-trimethylsilylamino-silyl)methane 1,1,1,3,3,3-Hexamithyl disilazane 1,1,1-trimethyl-n-(trimethylsilyl)-silanamin 1,1,1-三甲基-N-(三甲基甲硅烷基)硅烷胺 BSTFA Bis(trimethylsilyl)amine Bis-(trimethylsilyl)-amin Dow Corning® 产品 Z-6079 HMDS HEXAMETHYLDISILYLAMINE Hexamethyldisilazane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} hexamethylsilazane, gadolinium (3+) salt {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} hexamethylsilazane, europium (3+) salt {} {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} hexamethylsilazane, cobalt (2+) salt {} {} {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} hexamethylsilazane, chromium (3+) salt {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} hexamethylsilazane, cerium (+3) salt {} {} {} {} {} {} {}
CAS Number999-97-3
PubChem Substance ID13838
EC Number213-668-5
Beilstein Registry Number635752
MDL NumberMFCD00008259
Reaxys-RN635752
Merck Number4689
Chemical Name Translation六甲基二硅氮烷
Wiswesser Line Notation1-SI-1&1&M-SI-1&1&1
LabNetwork Molecule IDLN00195588
InChIInChI=1S/C6H19NSi2/c1-8(2,3)7-9(4,5)6/h7H,1-6H3
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分类

  • {SNA} Chemical Synthesis, Materials for Surface Modification, Organic and Printed Electronics, Organometallic Reagents, Organosilicon, Silazanes, Substrates and Electrode Materials, 材料科学
  • {SNA} Chemical Synthesis, Electronic Chemicals, Materials for Surface Modification, Micro/NanoElectronics, Organic and Printed Electronics, Organometallic Reagents, Organosilicon, Semiconductor Grade Chemicals, Silazanes, Substrates and Electrode Materials, 材料科学
  • {SNA} Chemical Synthesis, Organometallic Reagents, Organosilicon, Silazanes
  • {SNA} Chemical Synthesis, Derivatization Reagents, Derivatization

产品应用

  • 碱性硅烷化保护剂，无机填料处理剂

相关文献及参考

  • Short: II/25D
  • 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).
  • For conversion of carbonyl groups to silyl enol ethers, see Iodotrimethyl­silane, A12902.
  • Convenient, mild silylating reagent which generates gaseous ammonia as the only by-product (see Appendix 4). Non-acidic substrates normally require a catalyst.
  • 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).
  • Merck: 14,4689 Beilstein: 4,IV,4014
  • Short: III/35B
  • 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).
  • 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.
  • 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).
  • In combination with DMSO, thiols are oxidized to disulfides under nearly neutral conditions: Synlett, 346 (2002).
  • Merck: 14,4689

安全信息

GHS Symbol
WGK Germany2
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H302 Harmful if swallowed 吞食有害
  • H302+H332
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H312 Harmful in contact with skin 皮肤接触有害
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H315 Causes skin irritation 会刺激皮肤
  • H318 Causes serious eye damage 严重伤害眼睛
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H332 Harmful if inhaled 吸入有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 3 F,C
RTECSJM9230000
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。
  • P241+P242+P243
  • 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。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • 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。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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。
  • P301+P312
  • P301+P317
  • P301+P330+P331
  • P301+P330+P331+P310
  • P302+P352
  • P302+P361+P354
  • P303+P361+P353
  • P303+P361+P353+P310+P363
  • P304+P312
  • P304+P340
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P305+P354+P338
  • P307+P311
  • P308+P311
  • P308+P316
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。
  • 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。
  • P316
  • P317
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P322 Specific measures (see …on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P332+P317
  • P337+P313
  • P337+P317
  • P361 Remove/Take off immediately all contaminated clothing. 立即去除/脱掉所有被污染的衣服。
  • P361+P364
  • P362+P364
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • 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.....
Signal word Danger
UN Number 3286
Risk Statements
  • R11 Highly flammable 非常易燃
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R34 Causes burns 会导致灼伤
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R52/53
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
  • S20 When using do not eat or drink 使用时，不得进食，饮水；
  • 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；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • 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；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • 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；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所；
Storage condition 2-8°C 20 Moisture Sensitive 密封保存 易潮解,密封保存
Packing GroupII
Hazard Class3/6.1, 8
Warnings 危化品目录(2015) 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1 gm/kg/I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   54,495,1975

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 800 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - muscle weakness
   Skin and Appendages - hair
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: OTS0537734

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 850 mg/kg
TOXIC EFFECTS :
   Behavioral - general anesthetic
   Cardiac - pulse rate
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 30(5),52,1986

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 650 mg/kg
TOXIC EFFECTS :
   Immunological Including Allergic - decreased immune response
REFERENCE :
   StoGD# Personal Communication from G.D. Stoner, Dept. of Community Medicine,
   School of Medicine, Univ. of California, La Jolla, CA 92037, May 25, 1975 
   Volume(issue)/page/year: 27MAY1975

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 1 mL/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - muscle weakness
   Skin and Appendages - hair
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   F

Restrict 危险品

其他信息

  • 外观性质:无色、透明、易流动液体。
  • 上游原料:乙醚 --> 氯化铵 --> 4-氯苯甲醛 --> 三甲基氯硅烷
  • 存储注意事项:氮气保护;湿度敏感
  • 六甲基二硅氮烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 A44019101 六甲基二硅氮烷 100ml 398元 2011/08/23 80068416 六甲基二硅胺烷 100ml 92.4元 2011/08/23 80068426 六甲基二硅胺烷 100ml 77.1元
  • TCI Shanghai:1,1,1,3,3,3-六甲基二硅氮烷 1,1,1,3,3,3-Hexamethyldisilazane,>;96.0%(GC)(999-97-3)
  • 灭火剂:干粉、干砂、二氧化碳、泡沫、1211灭火剂
  • 可燃性危险特性:遇明火、高温、氧化剂易燃; 遇水分解有毒硅化物气体; 燃烧产生有毒氮氧化物烟雾
  • Hazard Note:Flammable
  • MOL 文件:999-97-3.mol
  • 图谱信息:六甲基二硅氮烷(999-97-3)红外图谱(IR1) 六甲基二硅氮烷(999-97-3)核磁图( 13 CNMR) 六甲基二硅氮烷(999-97-3)核磁图( 1 HNMR) 六甲基二硅氮烷(999-97-3)质谱(MS)
  • 毒性分级:中毒
  • 类别:易燃液体
  • 用途三:用于生产橡胶、药物。该品是消减气相色谱载体表面吸附活的减尾剂。
  • MSDS 信息:六甲基二硅烷胺(999-97-3).msds
  • TSCA:Yes
  • Alfa Aesar:六甲基二硅杂氮烷,Electronicgrade,99+% Hexamethyldisilazane, Electronic grade, 99+%(999-97-3)
  • 急性毒性:口服- 大鼠 LD50: 850 毫克/ 公斤; 口服- 小鼠 LDL0: 850 毫克/ 公斤
  • 下游产品:杂氮双环磷酸酯 --> N-乙基双氧哌嗪酰氨苯乙酸 --> 氧哌嗪酸 --> 3-甲氧基苯甲脒盐酸盐 --> 双(三甲基硅基)氨基钠 --> 6-氯-1H-吡咯并[2,3-B]吡啶 --> 双三甲基硅基胺基锂 --> 6-溴-1H-吡咯并[2,3-B]吡啶 --> 替加氟 --> 5-氟-2,4-双(三甲硅氧)嘧啶
  • 方法一:将109g（1.0mol）三甲基氯硅烷溶于500ml无水乙醚，通入氨气，立即出现白色沉淀。加热至回流，慢慢通氨维持6h，使氯化铵沉降、过滤，取乙醚溶液先蒸出乙醚，再蒸出六甲基二硅氨烷，得52.5g，收率65%。
  • Acros Organics:六甲基二硅氮烷 1,1,1,3,3,3-Hexamethyldisilazane, 98%(999-97-3)
  • 用途二:为阿米卡星药用中间体，是羟基及氨基保护剂
  • F:21
  • 用途四:碱性硅烷化保护剂，无机填料处理剂
  • 用途一:特种有机合成。阿米卡星、盘尼西林、头孢霉素、氟尿嘧啶及各种青霉素衍生物等合成过程中的甲硅烷基化。硅藻土、白炭黑、钛等粉末的表面处理。半导体工业中光致刻蚀剂的粘结助剂。
  • 储运特性:库房通风低温干燥; 与氧化剂、酸类分开存放
  • Sigma Aldrich:999-97-3(sigmaaldrich)
  • 与空气接触会迅速分解为三甲基硅醇和六甲基二硅醚 ，溶于多数有机溶剂。
  • 敏感性:Moisture Sensitive

系列性分类

  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Derivatization Reagents 衍生分析试剂
  4. Silylation Reagents - Derivatization Reagents
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Derivatization Reagents 衍生分析试剂
  4. Derivatization Reagents GC - Derivatization Reagents
  5. Reagents for Silylation - Derivatization Reagents GC
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  4. Silazanes - Organosilicon
  1. Materials Science 材料科学
  2. Micro/NanoElectronics - Materials Science
  3. Electronic Chemicals - Micro/NanoElectronics
  4. Semiconductor Grade Chemicals - Electronic Chemicals
  1. Materials Science 材料科学
  2. Micro/NanoElectronics - Materials Science
  3. Vapor Deposition Precursors - Micro/NanoElectronics
  4. CVD and ALD Precursors by Metal - Vapor Deposition Precursors
  5. Silicon - CVD and ALD Precursors by Metal
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Silicon Compounds for Organic Synthesis 硅化合物
  1. Analytical & Chromatography 分析化学与色谱
  2. GC Derivatizing Reagents
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Fluorescent agents, general
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  4. Others
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents GC
  4. Reagents for Alkylation & Esterification
  1. Analytical & Chromatography 分析化学与色谱
  2. Gas Chromatography (GC) 气相色谱
  3. Derivatization Reagents
  4. Reagents for Alkylation & Esterification

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