Sec-Butyllithium 仲丁基锂

CAS 598-30-1 MFCD00009323

化学结构图

598-30-1
SMILES: [Li]C(C)CC

化学属性

Flash Point-17°(1°F)
TSCAYes
Appearance 无色或微黄色透明液体,以正己烷为溶剂,密度 0.675g /ml 。 该品在启用过程中应最大限度的隔绝空气和水份,并于-7℃~-4℃冷冻保存,最好一次性即启即用。如发现在本品存在色差或微量沉淀,不影响产品性能。
Stability对热,空气和湿度敏感
Density0.769
Mol. FormulaC4H9Li
Mol. Weight64.06

别名和识别编码

Chemical NameSec-Butyllithium
MDL NumberMFCD00009323
CAS Number598-30-1
EC Number209-927-7
Beilstein Registry Number3587206
Synonym sec-Butyllithium, 1.3M in cyclohexane, packaged under Argon in resealable ChemSealTM bottles SEC-BUTYLLITHIUM SOLUTION, ~1.3 M IN CYC LOHEXANE S-BUTYLLITHIUM: 11-12% IN CYCLOHEXANE (CA. 1M) sec-Butyllithium solution LITHIUM SEC-BUTYL s-Butyllithium,11-12%incyclohexane(~1M) LITHIUM-2-BUTANIDE (1-methylpropyl)-lithiu S-BULI 2-丁基锂; s-BuLi 仲丁基锂 溶液 sec-butyllithium, 1.3m in cyclohexane, packaged under argon in resealable chemseal 仲丁基锂, 1.3M IN CYCLOHEXANE, PACKAGED UNDER ARGON IN RES 2-丁基锂 Secondary Butyllithium sec-Butyllithium, 1.3M solution in cyclohexane/hexane (92/8) sec-Butyllithium,1Mincyclohexane SEC-BUTYLLITHIUM: 12% (CA. 1.4M) SOL. IN CYCLOHEXANE SEC-BUTYLLITHIUM,1.3MSOLUTIONINCYCLOHEXANE Lithium, (1-methylpropyl)- 仲丁基锂 SEC-BUTYLLITHIUM SEC-BUTYLLITHIUM, 1.4M SOLUTION IN CYCLOHEXANE S-BUTYLLITHIUM ButyllithiumincyclohexanecaMcolorlesslightyellow 仲丁基锂, 12% (CA 1.4M) SOLN. IN CYCLOHEXANE sec-Buthyllithium
PubChem Substance ID24851700
Chemical Name Translation仲丁基锂
LabNetwork Molecule IDLN00226174
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分类

  • {SNA} 25mL Sure/Seal Reagents, Alkyl, Chemical Synthesis, Ionic Polymerization Initiators, Materials Science, Organic Bases, Organolithium, Organometallic Reagents, Polymer Science, Polymerization Initiators, Reagents for Polymerization, Synthetic Reagents

产品应用

  • ⑴. 也称异丁基锂,无色或微黄色透明液体。
  • ⑵. 锂化剂。异戊二烯、丁二烯的聚合。制备氢化锂、四氢呋喃、苄基锂化合物。
  • ⑶. 相对于正丁基锂而言,异丁基锂的碱性更强,金属化活性更高,亲核性更差。因此,对于正丁基锂无法作用的弱酸性底物的锂化反应如制备芳基、乙烯基、和烯丙基锂试剂时、以及在需要弱亲核性锂化试剂时,异丁基锂是不错的选择。
  • △与正丁基锂相似,异丁基锂参与的反应也应在给电子溶剂如乙醚、THF和二甲基乙烷(DME)中进行,目的是促进低阶有机锂的聚集。与三级多胺配体如HMPA、TMEDA或DABCO联合
  • 有机催化反应

相关文献及参考

  • Limited shelf life. During storage white precipitate of LiH may form.
  • Widely used base for directed metallation reactions. For use in combination with TMEDA for ortho-lithiation of an N,N-dialkyl benzamide, and of 1-Boc-indoline at the 7-position, see: Org. Synth. Coll., 8, 124, 559 (1998).
  • With KO-t-Bu forms a "superbasic" reagent (Schlosser's Base): Angew. Chem. Int. Ed., 12, 508 (1973). For use in the conversion of ɑß-unsaturated acetals to alkoxy dienes, see: J. Org. Chem., 59, 3494, 5458 (1994).
  • Beilstein: 4,III,2035

安全信息

Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S33 Take precautionary measures against static discharges 对静电采取预防措施;
  • 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);
  • 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;
  • 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”
  • 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;
  • 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;
  • 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;
  • 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;
  • S57 Use appropriate containment to avoid environmental contamination 使用适当容器避免环境污染;
  • S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
  • 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;
Packing GroupI
UN Number UN3394 3394 UN 3394 4.2/PG 1
Risk Statements
  • R17 Spontaneously flammable in air 在空气中能够自燃
  • R15 Contact with water liberates extremely flammable gases 遇水会释放出极端易燃的气体
  • R11 Highly flammable 非常易燃
  • R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
  • R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
  • R34 Causes burns 会导致灼伤
  • R50/53
  • R51/53
  • R66 Repeated exposure may cause skin dryness or cracking 反复接触可能导致皮肤干燥或皴裂
  • R14/15 Reacts violently with water, liberating extremely flammable gases 遇水剧烈反应,释放出高度可燃气体
Storage condition 储存温度2-8°C ;充氩气储存 Air & Moisture Sensitive 2-8°C 储存温度2-8°C
WGK Germany2
Precautionary statements
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P301+P310
  • 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。
  • P305+P351+P338
  • 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。
Hazard statements
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
  • H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
  • H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
GHS Symbol
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Signal word Danger
Hazard Codes F;C;N F,C,N
Hazard Class4.3
Warnings 危化品目录(2015)
Restrict 危险品

其他信息

  • ⑴. 该品在启用过程中应最大限度的隔绝空气和水份,并于-7℃~-4℃冷冻保存,最好一次性即启即用。如发现在本品存在色差或微量沉淀,不影响产品性能。 ⑵. 有引起火灾的潜在危险,溶液暴露于空气或湿气时易起火。操作时应在隔离层后进行,并穿戴好护目镜、防腐手套等安全装备。一旦着火,应用干粉灭火器扑灭,千万不可使用含水或氯代烷烃的灭火器。异丁基锂参与的反应必须在隔绝空气和湿气的氮气或氩气保护下进行,使用时一定要小心谨慎。 ⑶. 充氮密封4℃保存。贮存时间长能形成氢锂沉淀。

系列性分类


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