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ChemicalBook > CAS DataBase List > 15-Crown-5

15-Crown-5

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Product Name
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
Formula Weight
220.26
MOL File
33100-27-5.mol
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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)
NIST Chemistry Reference
15-Crown-5(33100-27-5)
EPA Substance Registry System
1,4,7,10,13-Pentaoxacyclopentadecane (33100-27-5)
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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
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
188832
Product name
15-Crown-5
Purity
98%
Packaging
1g
Price
$23.5
Updated
2024/03/01
Sigma-Aldrich
Product number
188832
Product name
15-Crown-5
Purity
98%
Packaging
5g
Price
$64
Updated
2024/03/01
TCI Chemical
Product number
C0859
Product name
15-Crown 5-Ether
Purity
>97.0%(GC)
Packaging
5mL
Price
$55
Updated
2024/03/01
TCI Chemical
Product number
C0859
Product name
15-Crown 5-Ether
Purity
>97.0%(GC)
Packaging
25mL
Price
$271
Updated
2024/03/01
Alfa Aesar
Product number
A12265
Product name
15-Crown-5, 98%
Packaging
1g
Price
$19.65
Updated
2024/03/01
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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.]

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15-Crown-5 Suppliers

INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Alfa Aesar, Thermo Fisher Scientific
Tel
--
Fax
--
Email
es@alfa.com
Country
Germany
ProdList
5123
Advantage
58
Merck Millipore
Tel
--
Fax
--
Email
ccc@merckgroup.com
Country
Germany
ProdList
2008
Advantage
58
CHEMOS GmbH & Co. KG
Tel
--
Fax
--
Email
chemos@chemos.de
Country
Germany
ProdList
6727
Advantage
58
SYNTHON Chemicals GmbH & Co. KG
Tel
--
Fax
--
Email
synthon@synthon-chemicals.com
Country
Germany
ProdList
2000
Advantage
65
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
Merck Schuchardt OHG
Tel
--
Fax
--
Email
schuchardt-vertrieb@merck.de
Country
Germany
ProdList
5827
Advantage
74
Labotest
Tel
--
Fax
--
Email
sales@labotest.com
Country
Germany
ProdList
3564
Advantage
42
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View Lastest Price from 15-Crown-5 manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
15-Crown-5 33100-27-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-23
Hebei Chuanghai Biotechnology Co,.LTD
Product
15-Crown-5 33100-27-5
Price
US $5.00-2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-12
Hebei Weibang Biotechnology Co., Ltd
Product
15-Crown-5 33100-27-5
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2023-02-22

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