18-Crown-6 18-冠醚-6

规格: 98%
CAS: 17455-13-9
产品编号: H88980
MDL: MFCD00005113
品牌: INFI
Chemical Name1,4,7,10,13,16-Hexaoxacyclooctadecane (18-Crown-6)
CAS Number17455-13-9
Synonym 18-Crown-6-ether {LY} 18-Crown-6-ether {} {LY} 18-Crown-6-ether {} {} {LY} 18-Crown-6-ether {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 18-Crown-6-ether {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87565919
EC Number241-473-5
Beilstein Registry Number1619616
MDL NumberMFCD00005113
Reaxys-RN1619616
Merck Number2602
Chemical Name Translation18-冠醚-6
Wiswesser Line NotationT-18-O DO GO JO MO POTJ
LabNetwork Molecule IDLN00198526
Canonical SMILESO1CCOCCOCCOCCOCCOCC1
GHS Symbol
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >1 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   RPTOAN Russian Pharmacology and Toxicology (English Translation).
   Translation of FATOAO.  (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey,
   UK)  V.30-    1967-  Volum

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 540 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 53(10),92,1988

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intratracheal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 56 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Lungs, Thorax, or Respiration - structural or functional change in trachea
   or bronchi
   Lungs, Thorax, or Respiration - fibrosis, focal (pneumoconiosis)
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: OTS0536187

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >2500 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Gastrointestinal - other changes
   Liver - other changes
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.

WGK Germany3
Hazard Codes Xn Xn,Xi
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
    Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
    RTECSMP4500000
    Precautionary statements
    • 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。
    • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
    • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
    • P501 Dispose of contents/container to..… 处理内容物/容器.....
    • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
    • P305+P351+P338
    • P332+P313
    • P305+P351+P338+P337+P313
    • P301+P312+P330
    • 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。
    • P302+P350
      Signal word {} {} {} {} {TCI}
      Storage condition 2-8°C, sealed storage, away from moisture {LY} 2-8°C, sealed storage, away from moisture {} {LY} 2-8°C, sealed storage, away from moisture {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {}
      Safety Statements
      • S39 Wear eye/face protection 戴眼睛/面孔保护装置；
      • 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；
      • S36 Wear suitable protective clothing 穿戴适当的防护服；
      • 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；
        Risk Statements
        • R36 Irritating to eyes 刺激眼睛
        • R20/22 Harmful by inhalation and if swallowed 吸入和不慎吞咽有害
        • R22 Harmful if swallowed 吞咽有害
        • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
          Packing GroupIII
          Hazard Class6.1(b)
          UN Number 2811
        • 大环醚类有机化合物。主要用途为精细有机合成用高效相转移催化剂、络合剂、贵金属和稀土元素分离提取用萃取剂。在化学分析中可用于离子的富集、分离和掩蔽，还可用于医药、生物化学领域以及电子工业中用作离子导电材料、液晶显示元件制作材料。
        • {ALF} Crown et
        • {SA} Beil. 19 ,V,12,601
        • {ALF} Has been widely used in alkylation reactions with, e.g. K2CO3 as base:
        • {ALF} Has been used with KF to enhance the reactivity of F- as a base or a nucleophile, e.g. to promote Michael additions in aprotic solvents: J. Chem. Soc., Chem. Commun., 237 (1977), the condensation of nitromethane with aldehydes: Tetrahedron Lett., 3219 (1978), and the transesterification of diaryl to dialkyl phosphonates: Synthesis, 409, 412 (1982).
        • {ALFA} Crown ether catalysis can be used in the reaction of KCN with alkyl halides to give nitriles: Tetrahedron Lett., 71 (1975), and for the preparation of acyl cyanides from acid chlorides: Tetrahedron Lett., 21, 2959 (1980). The 1:1 complex between 18-crown-6 and KCN has been used cata
        • {ALF} Crown ether (see Appendix 2) mainly used to complex potassium ions. For a comprehensive study of solvent effects on complexation with K ions in a wide range of solvents, see: J. Org. Chem., 61, 5221 (1996).
        • {ALF} Promotes methylation reactions with Dimethyl­ carbonate, A13104: Synthesis, 382 (1986). N-Alkylation of Glutarimide, L00968, and Succinimide, A13503: Bull. Soc. Chim. Fr., 227 (1992).
        • {ALF} Crown ether catalysis can be used in the reaction of KCN with alkyl halides to give nitriles: Tetrahedron Lett., 71 (1975), and for the preparation of acyl cyanides from acid chlorides: Tetrahedron Lett., 21, 2959 (1980). The 1:1 complex between 18-crown-6 and KCN has been used catalytically in the cyanosilylation of aldehydes, ketones and quinones with TMSCN; for examples, see: Org. Synth. Coll., 7, 517 (1990).
        • {ALF} Enables KH to metallate aryl-substituted methanes directly: J. Am. Chem. Soc., 99, 4457 (1977). In the presence of KOH in DME, various arylmethanes, benzyl alcohols and aldehydes are oxidized to carboxylic acids by molecular oxygen: Tetrahedron Lett., 25, 4989 (1984).
          • 17455-13-9 H88980 18-Crown-6 18-冠醚-6

          化学属性

          Mol. FormulaC12H24O6
          Mol. Weight264.32
          Melting Point42-45°C
          Density1.175
          Flash Point>113°C
          TSCAYes
          Boiling Point395.8°C at 760 mmHg
          Solubility可溶
          Appearance #EndEditable "Content" 无色粘稠液，沸点115-116℃（240Pa），93-96℃（18.3Pa），78℃（6.67Pa），相对密度1.113（20/4℃），折光率1.4615。18-Grown-6,1,4,7,10，13，16-Hexaoxacy-clooctadecane，白色结晶。熔点38-39.5℃，沸点116℃（26.6Pa）。冠醚又称大环醚，是含有多个氧原子的大环化合物。命名时，把环上所含原子的总数标注在“冠”字之前，其中所含氧原子数标注在名称之后。这是杜邦公司的Pedersen在1967年意外发现的，并发现这类化合物具有许多异常的特性。 用途：冠醚最主要的特点之一，是可与各种金属盐、铵盐、有机阳离子化合物等形成稳定的络合物。利用这一性质，可将各种盐类溶于有机溶剂。冠醚可将阳离子螯环内，同时由于有朝外的有机基因可生成络合物，亦可溶于非极性的有机溶剂。这时，未被溶剂化的阴离子，以裸露的阴离子形式存在于溶剂中，故活性极大。冠醚可使碱金属和有机碱金属化合物溶解在有机溶剂中。因而在有机合成、光学拆分、重金属螯合、分离、分析以及生理活性的医药、生物化学等方面找到广泛的应用。例如，用作相转移催化剂，使许多在传统条件下难以反应，甚至不发生的反应，能顺利地进行，这类反应速率快、条件简单、操作方便、产率高。例如，安息香在水溶液中的缩合反应产率极低，如果在该水溶液中加入7%的冠醚，则可得到产率为78%的安息香。这一反应还可在苯（或乙腈）中进行，尽管氰化钾不溶于苯，但如果加入18-冠-6，则不仅能发生反应，而且产率可高达95%。18-冠-6的毒性：大鼠的口服致死量为300mg/kg。对眼睛、皮肤有刺激性。 制备方法：通常采用威廉林合成法制取，即用醇盐与卤代烷反应。
          Stability热和湿度敏感

          *以上化合物性质及应用等信息仅供参考