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15-Crown-5

CAS No.
33100-27-5
Chemical Name:
15-Crown-5
Synonyms
1,4,7,10,13-PENTAOXACYCLOPENTADECANE;15-CROWN 5-ETHER;15-CROWN-5;15-Crown-6;Crownethers;crown ether;15-CROWN-5,99%;15-Crown-5 98%;JACS-33100-27-5;LEAD IONOPHORE V
CBNumber:
CB9707287
Molecular Formula:
C10H20O5
Molecular Weight:
220.26
MDL Number:
MFCD00005110
MOL File:
33100-27-5.mol
MSDS File:
SDS
Last updated:2023-08-16 18:05:29

15-Crown-5 Properties

Melting point -20°C(lit.)
Boiling point 93-96 °C/0.05 mmHg (lit.)
Density 1.113 g/mL at 20 °C (lit.)
vapor pressure 0.5-0.82Pa at 20-25℃
refractive index n20/D 1.465(lit.)
Flash point >230 °F
storage temp. room temp
solubility Miscible with organic solvents.
form Liquid
Specific Gravity 1.109
color Clear colorless to light yellow
Water Solubility MISCIBLE
Sensitive Hygroscopic
BRN 1618144
Stability Stable. Incompatible with oxidizing agents, strong acids. Avoid exposure to water or moist air.
LogP -0.9 at 20℃ and pH7.7
Surface tension 68.5mN/m at 1g/L and 20℃
CAS DataBase Reference 33100-27-5(CAS DataBase Reference)
EWG's Food Scores 1
NIST Chemistry Reference 15-Crown-5(33100-27-5)
EPA Substance Registry System 1,4,7,10,13-Pentaoxacyclopentadecane (33100-27-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn,Xi
Risk Statements  22-36/38-36-20/22-36/37/38-20/21/22
Safety Statements  26-39-36
RIDADR  2810
WGK Germany  3
RTECS  SB0200000
10-21
Hazard Note  Irritant
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  III
HS Code  29329995
Toxicity LD50 orl-rat: 1410 mg/kg DCTODJ 1,339,78
NFPA 704
0
2 0

15-Crown-5 price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 188832 15-Crown-5 98% 33100-27-5 1g $23.5 2024-03-01 Buy
Sigma-Aldrich 188832 15-Crown-5 98% 33100-27-5 5g $64 2024-03-01 Buy
TCI Chemical C0859 15-Crown 5-Ether >97.0%(GC) 33100-27-5 5mL $55 2024-03-01 Buy
TCI Chemical C0859 15-Crown 5-Ether >97.0%(GC) 33100-27-5 25mL $271 2024-03-01 Buy
Alfa Aesar A12265 15-Crown-5, 98% 33100-27-5 1g $19.65 2024-03-01 Buy
Product number Packaging Price Buy
188832 1g $23.5 Buy
188832 5g $64 Buy
C0859 5mL $55 Buy
C0859 25mL $271 Buy
A12265 1g $19.65 Buy

15-Crown-5 Chemical Properties,Uses,Production

use

15-crown-5 has also been used to isolate salts of oxonium ions. For example, from a solution of tetrachloroauric acid, the oxonium ion [H7O3]+ has been isolated as the salt [(H7O3)(15-crown-5)2][AuCl4].

Introduction

The single nitrogen-containing derivative of 15-crown-5 is called aza-15-crown-5; the prefix “mono” is unnecessary. When two or more nitrogen atoms are present, the standard prefixes di-, tri-, etc. are applied. The term “monoazacrowns” is used here to designate the class of macrocycles containing a single nitrogen in combination with oxygen atoms as the macrocyclic donor array.

Chemical Properties

colourless liquid

Uses

15-Crown-5 is used as an efficient phase transfer catalyst and as a complexing agent. It is used to isolate oxonium ion (H7O3)+ salts especially from a solution of tetrchloroauric acid. It catalyzes the O-alkylation of the sodium salts of carboxylic acids in the penicillin and cephalosporin series, thereby facilitating esterification reaction without usage of acid. It is also used to facilitate the Williamson synthesis of ethers with hindered alcohols and sodium hydride. It is used with lithium aluminum hydride, for performing reduction reactions in hydrocarbon solvents. Further, it is involved in the Horner-Wadsworth-Emmons reaction to prepare stilbenes from aldehydes.

Definition

ChEBI: A saturated organic heteromonocyclic parent that is cyclopentadecane in which the carbon atoms at positions 1, 4, 7, 10 and 13 have been replaced by oxygen atoms to give a crown ether.

General Description

15-Crown-5 is a crown ether generally used as a ligand in coordination chemistry because of its strong chelating property with certain alkali cations to form complexes. Some derivatives of 15-crown-5 are used as sensors and probes in different physical-chemical processes, phase-transfer reactions, and selective capture of ions for separation and transport.

Safety Profile

Moderately toxic by ingestion, skin contact, and intraperitoneal routes. A skin and eye . When heated to decomposition it emits acrid smoke and irritating fumes

Purification Methods

Dry it over 3A molecular sieves and distil it in a high vacuum. [Beilstein 19/12 V 252.]

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View Lastest Price from 15-Crown-5 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
15-Crown-5 pictures 2024-04-19 15-Crown-5
33100-27-5
US $23.00 / kg 1kg 99% 200mt Jinan Finer Chemical Co., Ltd
15-Crown-5 pictures 2023-08-16 15-Crown-5
33100-27-5
US $0.00 / kg 1kg 99% 1000tons Hebei Mojin Biotechnology Co., Ltd
15-crown-5 pictures 2023-04-28 15-crown-5
33100-27-5
US $0.00 / KG 1KG 97% 100000 Wuhan Silworld Chemical Co.,Ltd
  • 15-Crown-5 pictures
  • 15-Crown-5
    33100-27-5
  • US $23.00 / kg
  • 99%
  • Jinan Finer Chemical Co., Ltd
  • 15-Crown-5 pictures
  • 15-Crown-5
    33100-27-5
  • US $0.00 / kg
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • 15-crown-5 pictures
  • 15-crown-5
    33100-27-5
  • US $0.00 / KG
  • 97%
  • Wuhan Silworld Chemical Co.,Ltd
1,4,10,13-Pentaoxacyclopentadecane 15-Crown-5,1,4,7,10,13-Pentaoxa-cyclo-pentadecane Crownethers Ethyleneoxidecyclicpentamer 15-Crown-5 Vetec(TM) reagent grade, 98% 1,4,7,1,13-Pentaoxacyclopentadecane LABOTEST-BB LT00440921 LEAD IONOPHORE V CROWN ETHER/15-CROWN-5 15-CROWN-5 15-Crown-5, 98% 5GR 15-Crown-5, 98+% Crownpaleyellowliq 15-CROWN-5,99% CROWN ETHER/15-CROWN-5 FOR SYNTHESIS 1,4,7,10,13-Pentaoxacyclopentadecane 98% 15-crown ether-5 15-Crown-5-Ether SynonyMs 1,4,7,10,13-Pentaoxacyclopentadecane 15 - crown ether 15-Crown-5 98% 15-Crown-5 solution JACS-33100-27-5 15-Crown 5-Ether > 15-Crown-5, 98%, reagent grade Hot selling high quality 98% Dimethyl maleate liquid cas 624-48-6 with reasonable price 15-CROWN 5-ETHER 1,4,7,10,13-PENTAOXACYCLOPENTADECANE Octadecylamide dimethylpropyl ammonium chloride 15-Crown-6 crown ether 33100-27-5 33100-21-5 C10H20O5 Macrocycles for Host-Guest Chemistry Ion Sensor Materials Ionophores Potentiometric for ISE Synthetic Reagents Chelation/Complexation Compounds Analytical Chromatography Product Catalog Pyridines catalyst crown ether Crown Ethers Functional Materials Macrocycles for Host-Guest Chemistry bc0001 33100-27-5