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15-Crown-5

15-Crown-5 Structure
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
MOL File:
33100-27-5.mol
MSDS File:
SDS
Modify Date:
2024/7/26 17:49:17

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)
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) 
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(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 188832 15-Crown-5 98% 33100-27-5 1G ₹1959.33 2022-06-14 Buy
Sigma-Aldrich(India) 188832 15-Crown-5 98% 33100-27-5 1G ₹1959.33 2022-06-14 Buy
Sigma-Aldrich 188832 15-Crown-5 98% 33100-27-5 5G ₹2998.53 2022-06-14 Buy
Sigma-Aldrich(India) 188832 15-Crown-5 98% 33100-27-5 5G ₹2998.53 2022-06-14 Buy
Sigma-Aldrich(India) 901584 15-Crown-5 solution 1?M in THF 33100-27-5 25ML ₹19497.38 2022-06-14 Buy
Product number Packaging Price Buy
188832 1G ₹1959.33 Buy
188832 1G ₹1959.33 Buy
188832 5G ₹2998.53 Buy
188832 5G ₹2998.53 Buy
901584 25ML ₹19497.38 Buy

15-Crown-5 Chemical Properties,Uses,Production

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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