15-Crown-5 15-冠醚-5

CAS 33100-27-5 MFCD00005110

化学结构图

33100-27-5
SMILES: C1COCCOCCOCCOCCO1

化学属性

Mol. FormulaC10H20O5
Mol. Weight220.26
Density1.113
Refractive index1.4640 to 1.4670
Flash Point113°C
TSCAYes
Boiling Point350.9°C at 760 mmHg
Melting Point-20 °C

别名和识别编码

Chemical Name15-Crown-5
Synonym 15-Crown-5 {LY} 15-Crown-5 {} {LY} 15-Crown-5 {} {} {LY} 15-Crown-5 {} {} {} {LY} 15-Crown-5 {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 15-Crown-5 {} {} {} {} {} {} {}
MDL NumberMFCD00005110
PubChem Substance ID36336
Beilstein Registry Number1618144
EC Number251-379-6
CAS Number33100-27-5
Reaxys-RN1618144
Chemical Name Translation15-冠醚-5
Wiswesser Line NotationT-15-O DO GO JO MOTJ
LabNetwork Molecule IDLN00009309
InChIKeyVFTFKUDGYRBSAL-UHFFFAOYSA-N
InChIInChI=1S/C10H20O5/c1-2-12-5-6-14-9-10-15-8-7-13-4-3-11-1/h1-10H2
Canonical SMILESC1COCCOCCOCCOCCO1
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分类

  • {SNA} Chelation/Complexation Compounds, Chemical Synthesis, Crown Ethers, Synthetic Reagents
  • {SA} Analytical/Chromatography, Chelation/Complexation Compounds, Chemical Synthesis, Crown Ethers, Ion Sensor Materials, Ionophores Potentiometric for ISE, Synthetic Reagents
  • {uni_hamburg} no charge; oxygen heterocycle; alicycle; large ring; crown ether; 15ring; ether; 1fragment

相关文献及参考

  • Use in combination with Lithium aluminum hydride, A18116, enables reductions to be carried out in hydrocarbon solvents: J. Chem. Soc., Chem. Commun., 1234 (1985).
  • Short: III/35E
  • Greatly increases the reactivity of phosphonate anions generated by reaction with NaH in the Horner-Wadsworth-Emmons reaction. Thus, has been used in a high-yield synthesis of stilbenes from aldehydes and Diethyl­ benzyl­phosphonate, A10645: Synthesis, 117 (1981).
  • Short: EINECS
  • Crown ether (see Appendix 2) especially suited to complexing sodium ions. Thus, catalyzes the O-alkylation of the Na salts of carboxylic acids in the penicillin and cephalosporin series, providing a method for esterification without exposure to acid: Synthesis, 52, (1986).
  • Greatly facilitates the Williamson synthesis of ethers with hindered alcohols and NaH: Tetrahedron Lett., 38, 4679 (1997). Promotes the cleavage of unsymmetrical ethers by Sodium iodide, A15480, in the opposite sense to BBr3, i.e. by nucleophilic displacement from the less substituted carbon atom: Tetrahedron Le
  • Greatly facilitates the Williamson synthesis of ethers with hindered alcohols and NaH: Tetrahedron Lett., 38, 4679 (1997). Promotes the cleavage of unsymmetrical ethers by Sodium iodide, A15480, in the opposite sense to BBr3, i.e. by nucleophilic displacement from the less substituted carbon atom: Tetrahedron Lett., 22, 4239 (1981).

安全信息

RTECSSB0200000
GHS Symbol
Precautionary statements
  • 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。
  • 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。
  • 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+P330
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • 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。
  • P332+P313
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H315 Causes skin irritation 会刺激皮肤
WGK Germany3
Signal word Warning
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
Safety Statements
  • 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；
Storage condition 2-8°C {LY} 2-8°C Hygroscopic Store at room temperature {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-
Hazard Codes Xn
Packing GroupIII 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1410 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
REFERENCE :
   DCTODJ Drug and Chemical Toxicology.  (Marcel Dekker, 270 Madison Ave., New
   York, NY 10016) V.1-    1977/78-  Volume(issue)/page/year: 1,339,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 560 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
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: 31(2),48,1987

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1020 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   44,263,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 2520 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - convulsions or effect on seizure threshold
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   DCTODJ Drug and Chemical Toxicology.  (Marcel Dekker, 270 Madison Ave., New
   York, NY 10016) V.1-    1977/78-  Volume(issue)/page/year: 8,451,1985

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF

系列性分类

  1. Analytical & Chromatography 分析化学与色谱
  2. Ion Sensor Materials
  3. Ionophores Potentiometric for ISE - Ion Sensor Materials
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Chelation/Complexation Compounds - Synthetic Reagents
  4. Crown Ethers 环状冠醚
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Oxygen Compounds 氧化合物
  5. Ethers - Oxygen Compounds
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Fluorous Chemistry 氟化学
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Chelation/Complexation Compounds
  4. Calixarenes 杯芳烃
  1. Materials Science 材料科学
  2. Macrocycles for Host-Guest Chemistry