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ChemicalBook--->CAS DataBase List--->294-93-9

294-93-9

294-93-9 Structure

294-93-9 Structure
IdentificationMore
[Name]

12-Crown-4
[CAS]

294-93-9
[Synonyms]

12-CROWN-4
12-CROWN 4-ETHER
1,4,7,10-TETRAOXACYCLODODECANE
1,4,7,10-TETRAOXYCYCLODODECANE
CROWN ETHER/12-CROWN-4
LITHIUM IONOPHORE V
Eoct
Ethylene oxide cyclic tetramer
Crown
1,4,7,10-Tetraoxacyclododecane, 12-Crown-4
[EINECS(EC#)]

206-036-5
[Molecular Formula]

C8H16O4
[MDL Number]

MFCD00005103
[Molecular Weight]

176.21
[MOL File]

294-93-9.mol
Chemical PropertiesBack Directory
[Appearance]

clear colorless to slightly yellow liquid after
[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.)
[Fp ]

>230 °F
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

Liquid After Melting
[color ]

Clear colorless to slightly yellow
[Specific Gravity]

1.115 (20℃)
[Water Solubility ]

MISCIBLE
[Sensitive ]

Air Sensitive
[BRN ]

1363064
[CAS DataBase Reference]

294-93-9(CAS DataBase Reference)
[NIST Chemistry Reference]

12-Crown-4(294-93-9)
[EPA Substance Registry System]

294-93-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T+,Xn,Xi
[Risk Statements ]

R26:Very Toxic by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 2810
[WGK Germany ]

3
[RTECS ]

XF0550000
[F ]

3-9-23
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29329995
[Toxicity]

LD50 oral in rat: 2830mg/kg
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1,4,7,10-Tetraoxacyclododecane(294-93-9).msds
Hazard InformationBack Directory
[Chemical Properties]

clear colorless to slightly yellow liquid after
[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.

[Uses]

An aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent
[Uses]

It serves as an aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent.
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

12-Crown-4(294-93-9)MS
12-Crown-4(294-93-9)1HNMR
12-Crown-4(294-93-9)13CNMR
12-Crown-4(294-93-9)IR1
12-Crown-4(294-93-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

12-Crown-4, 97%(294-93-9)
[Alfa Aesar]

12-Crown-4, 98%(294-93-9)
[Sigma Aldrich]

294-93-9(sigmaaldrich)
[TCI AMERICA]

12-Crown 4-Ether,>95.0%(GC)(294-93-9)
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Tags:294-93-9 Related Product Information
294-62-2 10045-25-7 66943-05-3 14174-08-4 294-90-6 75507-26-5 294-93-9

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