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12-Crown-4

CAS No.
294-93-9
Chemical Name:
12-Crown-4
Synonyms
Crown;1,4,7,10-TETRAOXACYCLODODECANE;12-CROWN 4-ETHER;Eoct;12C4;12 C 4;12-C-4;12-CROWN-4;12-Crown-4,97%;LITHIUM IONOPHORE V
CBNumber:
CB8752442
Molecular Formula:
C8H16O4
Molecular Weight:
176.21
MDL Number:
MFCD00005103
MOL File:
294-93-9.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

12-Crown-4 Properties

Melting point 16 °C (lit.)
Boiling point 61-70 °C/0.5 mmHg (lit.)
Density 1.089 g/mL at 25 °C (lit.)
refractive index n20/D 1.463(lit.)
Flash point >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Liquid After Melting
Specific Gravity 1.115 (20℃)
color Clear colorless to slightly yellow
Water Solubility MISCIBLE
Sensitive Air Sensitive
BRN 1363064
CAS DataBase Reference 294-93-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII K6069P2C2A
NIST Chemistry Reference 12-Crown-4(294-93-9)
EPA Substance Registry System 1,4,7,10-Tetraoxacyclododecane (294-93-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H330
Precautionary statements  P304+P340+P310
Hazard Codes  T+,Xn,Xi
Risk Statements  26-36/37/38-20/21/22
Safety Statements  28-36/37-45-36-26
RIDADR  UN 2810
WGK Germany  3
RTECS  XF0550000
3-9-23
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29329995
Toxicity LD50 oral in rat: 2830mg/kg
NFPA 704
1
4 1

12-Crown-4 price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 194905 12-Crown-4 98% 294-93-9 1g $62.5 2024-03-01 Buy
Sigma-Aldrich 194905 12-Crown-4 98% 294-93-9 5g $148 2024-03-01 Buy
TCI Chemical C0858 12-Crown 4-Ether >95.0%(GC) 294-93-9 1mL $54 2024-03-01 Buy
TCI Chemical C0858 12-Crown 4-Ether >95.0%(GC) 294-93-9 5mL $177 2024-03-01 Buy
Alfa Aesar A11972 12-Crown-4, 98% 294-93-9 1g $76.65 2024-03-01 Buy
Product number Packaging Price Buy
194905 1g $62.5 Buy
194905 5g $148 Buy
C0858 1mL $54 Buy
C0858 5mL $177 Buy
A11972 1g $76.65 Buy

12-Crown-4 Chemical Properties,Uses,Production

Chemical Properties

clear colorless to slightly yellow liquid after

Uses

It serves as an aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent.

Uses

12-Crown-4 can be used as:

  • A promoter in the synthesis of poly(diethylsiloxane) (PDES) from monomer hexaethylcyclotrisiloxane using NaOH as a catalyst via anionic ring-opening polymerization.
  • As an additive in the preparation of triarylmethane derivatives by palladium-catalyzed cross coupling reaction of aryl bromides with diarylmethane derivatives.
  • A phase transfer catalyst in organic synthesis.

Definition

ChEBI: A crown ether that is cyclododecane in which the carbon atoms at positions 1, 4, 7 and 10 have been replaced by oxygen atoms.

Synthesis Reference(s)

Tetrahedron Letters, 15, p. 4029, 1974 DOI: 10.1016/S0040-4039(01)92075-1

General Description

12-Crown-4 is a crown ether generally used as a ligand in coordination chemistry. It is also known as lithium ionophore because of its strong chelating property specific to lithium cation.

Purification Methods

The distilled crude product has to be recrystallised from pentane at -20o to remove acyclic material. It is then dried over P2O5. It complexes Li. [Anet et al. Acta Chem Scand 27 3395 1973, Beilstein 19/11 V 334.]

12-Crown-4 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 12-Crown-4 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
12-Crown-4 pictures 2021-07-02 12-Crown-4
294-93-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
	12-Crown-4 pictures 2019-07-06 12-Crown-4
294-93-9
US $7.00 / kg 1kg 99% 100KG Career Henan Chemical Co
	12-Crown-4 pictures 2019-07-06 12-Crown-4
294-93-9
US $7.00 / kg 1kg 99% 100KG Career Henan Chemical Co
  • 12-Crown-4 pictures
  • 12-Crown-4
    294-93-9
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • 	12-Crown-4 pictures
  • 12-Crown-4
    294-93-9
  • US $7.00 / kg
  • 99%
  • Career Henan Chemical Co
  • 	12-Crown-4 pictures
  • 12-Crown-4
    294-93-9
  • US $7.00 / kg
  • 99%
  • Career Henan Chemical Co
LITHIUM IONOPHORE V CROWN ETHER/12-CROWN-4 Eoct Ethylene oxide cyclic tetramer 1,4,7,10-TETRAOXYCYCLODODECANE 12-CROWN-4 1,4,7,10-Tetraoxacyclododecane, 12-Crown-4 12-Crown-4,97% CROWN ETHER/12-CROWN-4 FOR SYNTHESIS 12-Crown-4 Cyclic tetraMer of ethylene oxide which is specific for the lithiuM cation., 98% 12-Crown-4(1,4,7,10-Tetraoxacyclododecane) 12-Crown 4-Ether > 294-93-9 12-Crown-4 Crown 1,4,7,10-TETRAOXACYCLODODECANE 12-CROWN 4-ETHER 12 C 4 12C4 12-C-4 294-93-9 294-93-6 Chelation/Complexation Compounds Macrocycles for Host-Guest Chemistry Crown Ethers Synthetic Reagents Crown Ethers Functional Materials Macrocycles for Host-Guest Chemistry