Potassium tert-butanolate 叔丁醇钾

CAS 865-47-4 MFCD00012162


SMILES: CC(C)(C)[O-].[K+]


Mol. FormulaC4H9KO
Mol. Weight112.21
Melting Point256-258
Flash Point-19°(-2°F)
Vapor Pressure1 mmHg ( 220 °C)
Boiling Point275°C
Appearance 白色或类白色吸湿性粉末.密度 0.929 ,熔点 256-258°C ,沸点 275°C ,遇水反应
Mol. FormulaC4H9KO
Mol. Weight112
Appearance white to off-white pwdr.
Stabilitymoisture sensitive
Melting Point256-258


Chemical NamePotassium tert-butanolate
Synonym 2-Propanol,2-methyl-,potassiumsalt tert-Butyl alcohol, potassium salt Potassium t-butoxide Potassium tert-butanolate Potassium tert-butoxide, in tetrahydrofuran Potassium tert-butylate 叔丁醇钾 次丁氧基钾 第三丁氧基钾 次丁氧基钾;第三丁氧基钾
CAS Number865-47-4
PubChem Substance ID87575121
EC Number212-740-3
Beilstein Registry Number3556712
MDL NumberMFCD00012162
Chemical Name Translation叔丁醇钾
LabNetwork Molecule IDLN00163822
MDL NumberMFCD00012162
CAS Number865-47-4
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  • {SNA} Chemical Reagents, Acids & Bases, Bases, Chemical Synthesis, Development Quantities for Research, Micro/NanoElectronics, Organic Bases, Potassium, Solution Deposition Precursors, Synthetic Reagents, 材料科学
  • {SNA} Chemical Reagents, Acids & Bases, Bases, Chemical Synthesis, Development Quantities for Research, Materials Science, Micro/NanoElectronics, Organic Bases, Potassium, Solution Deposition Precursors, Synthetic Reagents
  • Materials Science,
  • {SNA} Micro/NanoElectronics, Potassium, Solution Deposition Precursors
  • {SNA} Acids & Bases,


  • Usually used for greener amidation of esters.


  • Strong base of relatively low nucleophilicity. Review: Chem. Rev., 74, 45 (1974). The nucleophilicity is increased in the presence of 18-crown-6; the basic strength less so: J. Org. Chem., 43, 447 (1978).
  • Deprotonation of an ɑ-halo sulfone, followed by Ramberg-Backlund reaction with extrusion of SO2, gives an alkene: J. Am. Chem. Soc., 110, 4866 (1988); Org. React., 25, 1 (1977); Org. Synth. Coll., 8, 212 (1993):
  • For cyclization-elimination of ɑɑ-dibromoneopentyl ketone to di-tert-butylcyclopropenone, a precursor of tri-tert-butylcyclopropenium tetrafluoroborate, see: Org. Synth. Coll., 6, 991 (1988); for reaction scheme, see Neopentyl­ chloride, L02365.
  • For intramolecular cyclization of a dinitrile to an unsaturated vic-amino nitrile (Thorpe-Ziegler reaction), see: Org. Synth. Coll., 6, 932 (1988).
  • Combinations of KO-t-Bu with other s
  • Combinations of KO-t-Bu with other strong bases are used to generate "superbasic" media, e.g. with n-BuLi: J. Organomet. Chem., 8, 9 (1967); Pure Appl. Chem., 60, 1627 (1988); Tetrahedron Lett., 29, 4991 (1988); see also Phenyl­acetyl­ene, A12139, 2-Methyl­indole, A10764, etc. In combination with Li 3-aminopropanamide, promotes the "zip" reaction for isomerizing alkynes to the terminal position; see 1,3-Diaminopropane, A11932, and Org. Synth. Coll., 8, 146 (1993). For use in combination with LDA for isomerization of epoxides to allylic alcohols, see Cyclohexene oxide, A13185.
  • Treatment of a methyl ester in ether with the reagent provides a simple method for preparation of tert-butyl esters: Synlett, 658 (2001).
  • For generation of dibromocarbene, see Bromoform, A11904. In combination with a solid-liquid phase-transfer catalyst in the absence of solvent, has been recommended for the dehydrobromination of alkyl bromides to alkenes: J. Org. Chem., 49, 1138 (1984): with 18-crown-6, is effective for the dehydrobromination of vic-dibromides: Liebigs Ann. Chem


GHS Symbol
WGK Germany1
Hazard statements
  • H228 Flammable solid 易燃固体
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H252 Self-heating in large quantities; may catch fire 自我释放大量的热;可能着火。
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302 Harmful if swallowed 吞食有害
  • H351 Suspected of causing cancer 怀疑致癌
  • H260 In contact with water releases flammable gases which may ignite spontaneously 与水接触时释放可燃气体,可自燃。
  • H251 Self-heating: may catch fire 自我放热:可能着火
  • H332 Harmful if inhaled 吸入有害
Hazard Codes 4.2 F,C
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。
  • P231+P232
  • P235+P410
  • 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+P310
  • P303+P361+P353
  • P303+P361+P353+P310+P363
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P370+P378
  • P402+P404
  • P405 Store locked up. 上锁保管。
  • P407 Maintain air gap between stacks/pallets. 在堆叠/货板间保持气隙。
  • P420 Store away from other materials. 远离其他材料。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
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), type ABEK (EN14387) respirator filter
UN Number 3206
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • 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;
  • S27 Take off immediately all contaminated clothing 立即脱掉全部污染的衣服;
  • 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);
  • 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;
  • S7/9 Keep container tightly closed and in a well-ventilated place 保持容器严格密闭,置于通风良好的场所;
  • S8 Keep container dry 保持容器干燥;
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
  • R22 Harmful if swallowed 吞咽有害
  • 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
Storage condition 密封充氩保存 Flammables area Air & Moisture Sensitive 充氩保存
Packing GroupII
Hazard Class4.2/8


  • Acros Organics:Potassium tert-butoxide, 20 wt.% solution in THF, pure(865-47-4)
  • MOL 文件:865-47-4.mol
  • 用途二:作为强碱
  • 蒸气压:1 mm Hg ( 220 °C)
  • {Chemicalbook
  • 用途三:作为强碱广泛应用于化工、医药、农药等有机合成中的缩合、重排和开环等反应中。
  • 图谱信息:叔丁醇钾(865-47
  • 叔丁醇钾价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 C168881000 叔丁醇钾 100g 524元 2011/08/23 LA1394702 叔丁基氧化钾 97% 100g 398元 2011/08/23 L0
  • 下游产品:4-吡啶-2-异恶唑-5-胺 --> 5-(2-乙氧苯基)-1-甲基-3-丙基-1,6-二氢-7H-吡唑并[4,3-D]嘧啶-7-酮 --> 四(3,5-二叔丁基-4-羟基)苯丙酸季戊四醇酯 --> 4-氰-4-(4-氟苯基)环己酮,98% --> 1-(3-肼基丙基)吡咯烷-2-酮 --> 乙炔环己醇 --> 2-(二苯基羟亚膦基)乙基三乙氧基硅烷 --> 3-硝基-N-乙基咔唑 --> 5-硝基苯并呋喃-2-羧酸乙酯 --> 3-氨基-4-硝基吡啶 --> 5-甲氧基苯并呋喃-2-甲酸 --> 5-氯苯并呋喃-2-羧酸 --> 5-硝基苯并呋喃-2-甲酸 --> 5-氯苯并呋喃-2-甲酸乙酯 --> 盐酸舍曲林 --> 2-氧代环戊羧酸乙酯 --> 1R-顺式菊酸 --> 4-吗啉苯硼酸 --> 7-甲氧基苯并呋喃-2-甲酸乙酯 --> 6-氯氧化吲哚 --> 2,4-二氯-5-硝基吡啶 --> 他卡西妥 --> 盐酸利莫那班 --> 司他夫定 --> 1,2-苯并异恶唑-3-胺 --> 5-N-丙基尿嘧啶 --> 3,5-二甲基-1-己炔-3-醇 --> 来曲唑 --> 2-乙基硫代烟酸 --> 依前列醇
  • 强碱性缩合剂:叔丁醇钾是一种强碱性缩合剂,其碱性较甲醇钠、乙醇钠强,常温下本品为白色或类白色固体粉末,化学式(CH3)3C—O—K,分子量112.21,密度0.929,熔点256-258℃,沸点 275℃。易吸湿。溶于叔丁醇,其溶液较稳定,常用于卤代烃的脱卤化氢反应。暴露于空气中分解。遇水分解成把氧化钾与叔丁醇。可由叔丁醇与金属钾反应后,减压蒸去叔丁醇制得。广泛用于有机合成的缩合、重排和开环等反应中,一般用叔丁醇溶液。叔丁醇钾是有机碱性腐蚀品,强吸湿,应密封保存,在贮运中注意防火、防晒以及要存放在阴凉通风干燥处。
  • 海关编码:29051900
  • Sigma Aldrich:865-47-4(sigmaaldrich)
  • TCI Shanghai:叔丁醇钾(12%的四氢呋喃溶液,约1mol/L) Potassium tert-Butoxide (12% in Tetrahydrofuran, ca. 1mol/L)(865-47-4)
  • 图谱信息:叔丁醇钾(865-47-4)红外图谱(IR2) 叔丁醇钾(865-47-4)红外图谱(IR1) 叔丁醇钾(865-47-4)核磁图(
  • 相关化学反应:1,以N-甲酰基邻甲苯胺为原料,在350~360℃下,与叔丁醇钾反应,生成吲哚,分离后,再与氯乙酸反应,可制得β-吲哚乙酸。 2,β-环柠檬醛先与丙烯基溴化镁进行格氏反应生成醇,所得之醇再氧化成酮,再经叔丁醇钾为催化剂进行异构化反应即成为β-突厥酮。 3,以柠檬醛和烯丙基格氏试剂为原料,进行反应,生成6,10-二甲基-4-羟基-1,5,9-十一烷三烯,在柯林
  • 和水反应,溶于甲醇、乙醇。微溶于二乙醚、苯。可配成四氢呋喃或叔丁醇溶液使用。
  • 概述:叔丁醇钾(英文Potassium tert-butanolate)常温下为白色或类白色固体粉末,密度0.929,熔点256-258℃,沸点 275℃。易吸湿。溶于叔丁醇,常用于卤代烃的脱卤化氢反应,其溶液较稳定。暴露于空气中分解。遇水分解成把氧化钾与叔丁醇。可由叔丁醇与金属钾反应后,减压蒸去叔丁醇制得。强碱性缩合剂,其碱性较甲醇钠、乙醇钠强。广泛用于有