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194905

12-Crown-4

98%

Synonym(s):

1,4,7,10-Tetraoxacyclododecane

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About This Item

Empirical Formula (Hill Notation):
C8H16O4
CAS Number:
294-93-9
Molecular Weight:
176.21
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24851661
EC Number:
206-036-5
Beilstein/REAXYS Number:
1363064
MDL number:
MFCD00005103
Assay:
98%
Form:
liquid
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Quality Segment

100

assay

98%

form

liquid

reaction suitability

core: crown ether

refractive index

n20/D 1.463 (lit.)

bp

61-70 °C/0.5 mmHg (lit.)

mp

16 °C (lit.)

density

1.089 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

C1COCCOCCOCCO1

InChI

1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2

InChI key

XQQZRZQVBFHBHL-UHFFFAOYSA-N

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.

Application

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H330

Hazard Classifications

Acute Tox. 1 Inhalation

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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