Lithium bis(trimethylsilyl)amide 双(三甲基硅基)氨基锂

CAS 4039-32-1 MFCD00008261


SMILES: [Li]N([Si](C)(C)C)[Si](C)(C)C


Mol. FormulaC6H18LiNSi2
Mol. Weight167
Boiling Point55-56 °C
Flash Point-31°(-24°F)
Melting Point-17
Refractive indexn20/D 1.425(lit.)


Chemical NameLithium bis(trimethylsilyl)amide
CAS Number4039-32-1
EC Number223-725-6
Beilstein Registry Number3567910
MDL NumberMFCD00008261
Synonym (LiN(SiMe3)2) LHMDS, Hexamethyldisilazane lithium Salt, Lithium hexamethyldisilazide LITHIUM BIS(TRIMETHYLSILYL)AMIDE SOL., ~ 1 M IN HEXANE LITHIUM BIS(TRIMETHYLSILYL)AMIDE SOLUTIO N,~1 M IN THF LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1 M & Li bis(TMS)A Lithium hexamethyldisilazide N-LITHIOHEXAMETHYLDISILAZANE lithium bis(trimethylsilyl)amide 六甲基二硅基胺基锂,LIHMDS,LHMDS,双三甲基硅基胺基锂 六甲基二硅氨基锂 双(三甲基硅基)氨基锂 双(三甲基硅烷基)氨基锂,溶液 双(三甲硅基)氨基锂 双三甲基硅基胺基锂 双三甲基硅基胺基锂 溶液
PubChem Substance ID2733832
Chemical Name Translation双(三甲基硅基)氨基锂
LabNetwork Molecule IDLN00162852
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  • {SNA} 25mL Sure/Seal Reagents, Acids & Bases, Bases, Chemical Synthesis, Organic Bases, Organometallic Reagents, Synthetic Reagents
  • {SNA} Acids & Bases, Bases, Chemical Synthesis, Organic Bases, Organometallic Reagents, Organosilicon, Other Organosilicon, Synthetic Reagents
  • {SNA} Acids & Bases, Bases, Chemical Synthesis, Organic Bases, Synthetic Reagents
  • {SNA} 25mL Sure/Seal Reagents, Chemical Synthesis, Organic Bases, Organometallic Reagents, Synthetic Reagents
  • {SNA} Chemical Synthesis, Organic Bases, Synthetic Reagents


  • ⑴.也称二(三甲基硅基)氨基锂。熔点71~72℃。沸点114~116℃(133.322Pa)。自燃,惰气保护下密封贮运。对空气与水敏感。以硅氨在乙醚中与金属锂反应而得。
  • ⑵.用于醛醇缩合,是常用的有机碱。例如形成乙炔化锂,或者制备烯醇锂盐。
  • ⑶. 双(三甲基硅基)氨基锂可用于制备低配位数的配合物,因为配体(TMS)2N-的位阻很大。这样的例子有M[N(TMS)2]3(M = Sc, Ti, V, Fe ;TMS = (CH3)3Si))。与三甲基氯硅烷反应产生三(三甲基硅基)胺,其中氮的配位数为3,空间构
  • 非亲核性强碱,可用于形成烯醇的反应,烯醇酯立体专一克莱森重排反应,将醛转化为硅亚胺的反应,生成缩水甘油酸酯的反应,β内酰胺的反应,芳基烷基醚的选择性断裂反应。


  • Supplied in septum cap bottle.
  • Versatile non-nucleophilic strong base. For examples of use in the lithiation of ethyl acetate, see: Org. Synth. Coll., 6, 598 (1988), and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones: Org. Synth. Coll., 9, 442 (1998).


Signal word Danger
GHS Symbol
WGK Germany3
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;
  • S25 Avoid contact with eyes 避免眼睛接触;
  • 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;
  • S29 Do not empty into drains 不要排入下水道;
  • S30 Never add water to this product 切勿将水加入该产品中;
  • S33 Take precautionary measures against static discharges 对静电采取预防措施;
  • 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;
  • S43 In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add -?Never use water) 着火时使用(指明具体的消防器材种类,如果用水增加危险,注明“禁止用水”
  • 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);
  • S57 Use appropriate containment to avoid environmental contamination 使用适当容器避免环境污染;
  • 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;
  • S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐:立即求医并出示该容器或标签;
  • S7/8 Keep container tightly closed and dry 保存在严格密闭容器中,保持干燥;
  • S8 Keep container dry 保持容器干燥;
  • 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
  • R14 Reacts violently with water 遇水会猛烈反应
  • R19 May form explosive peroxides 可能生成易爆的过氧化物质
  • R20 Harmful by inhalation 吸入有害
  • R34 Causes burns 会导致灼伤
  • R35 Causes severe burns 会导致严重灼伤
  • R37 Irritating to respiratory system 刺激呼吸道
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R48/20
  • R51/53
  • R62 Possible risk of impaired fertility 有削弱生殖能力的危险
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
  • R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
  • R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • 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。
  • 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。
  • 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。
  • 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。
  • P301+P330+P331
  • P303+P361+P353
  • P304+P340
  • P304+P340+P310
  • P305+P351
  • P305+P351+P338
  • P308+P311
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • 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.....
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H228 Flammable solid 易燃固体
  • H302 Harmful if swallowed 吞食有害
  • H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • 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
  • H351 Suspected of causing cancer 怀疑致癌
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
  • H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US) Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Packing GroupII
UN Number 2924 UN2924
Storage condition Air & Moisture Sensitive 对空气和湿度敏感,惰性气体封装 below 5° C 充氩保存
Hazard Codes 3 F,C
Hazard Class3/8


  • ⑴. 易燃物质、腐蚀性物质、环境危险物质。对水生生物有毒,可能导致对水生环境的长期不良影响。不要将残余物倾入排水口。 ⑵. 使用合适容器避免环境被污染。 远离火源。 5℃以下 避光,通风干燥处,密封保存。 ⑶. 吸入有害,若吞咽可能伤害肺部器官。蒸汽可能导致嗜睡和昏厥。万一接触眼睛,立即使用大量清水冲洗并送医诊治