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15-Crown-5

15-Crown-5 structure

CAS No:
33100-27-5
Formula:
C10H20O5
Chemical Name:
15-Crown-5
Synonyms:
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;15-Crown-5 solution;LABOTEST-BB LT00440921
Categories:
Chemical Reagents > Organic Reagents

Description

15-crown-5 is 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organic heteromonocyclic parent that is cyclopentadecane in which the carbon atoms at positions 1, 4, 7, 10 and 13 have been replaced by oxygen atoms to give a crown ether. It is a crown ether and a saturated organic heteromonocyclic parent.

colourless liquid

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.

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

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

15-Crown-5 Basic Attributes

Molecular Weight：

220.26

Exact Mass：

220.26

BRN：

1618144

EC Number：

251-379-6

TSCA：

TSCA listed

DSSTox ID：

DTXSID7067746

Color/Form：

Clear colorless to light yellow

HScode：

29329995

Characteristics

XLogP3：

-0.48 (LogP)

Density：

1.113 g/mL at 20 °C (lit.)

Melting Point：

-20°C(lit.)

Boiling Point：

93-96 °C/0.05 mmHg (lit.)

Refractive Index：

n20/D1.465(lit.)

Water Solubility：

MISCIBLE

Vapor Pressure：

0.5-0.82Pa at 20-25℃

Toxicity：

LD50 orl-rat: 1410 mg/kg DCTODJ 1,339,78

Peroxide Forming Chemical：

15-Crown-5 ether|D*: Other compounds that may form peroxides|1 samples, >8 yrs, 1 ppm|Management of time-sensitive chemicals (JCHAS)

Critical Temperature & Pressure：

room temp

Safety Information

Packing level：

III

Hazard category：

6.1(b)

wgk germany：

hazard class code：

Xn,Xi

safety instructions：

26-39-36

RTECS Number：

SB0200000

Hazard Statements：

22-36/38-36-20/22-36/37/38-20/21/22

RIDADR：

2810

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 66 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

15-crown-5

15-Crown-5 Use and Manufacturing

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.

Manufacturing Info：

1,4,7,10,13-Pentaoxacyclopentadecane: ACTIVE

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