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15-Crown-5

use Introduction

15-Crown-5

CAS No.33100-27-5
Chemical Name:15-Crown-5
CBNumber:CB9707287
Molecular Formula:C10H20O5
Formula Weight:220.26
MOL File:33100-27-5.mol

15-Crown-5 Property

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
color Clear colorless to light yellow
Specific Gravity 1.109
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)
UNSPSC Code 12352200
NACRES NA.22

Safety

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
F :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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302
Precautionary statements P301+P312+P330

15-Crown-5 Price More Price(14)

Brand: Sigma-Aldrich
Product number: 188832
Product name : 15-Crown-5
Purity: 98%
Packaging: 1G
Price: ₹1959.33
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 188832
Product name : 15-Crown-5
Purity: 98%
Packaging: 1G
Price: ₹1959.33
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich
Product number: 188832
Product name : 15-Crown-5
Purity: 98%
Packaging: 5G
Price: ₹2998.53
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 188832
Product name : 15-Crown-5
Purity: 98%
Packaging: 5G
Price: ₹2998.53
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 901584
Product name : 15-Crown-5 solution
Purity: 1?M in THF
Packaging: 25ML
Price: ₹19497.38
Updated: 2022/06/14
Buy: Buy

15-Crown-5 Chemical Properties,Usage,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.]