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901591

18-Crown-6 solution

greener alternative

1.0 M in THF, liquid

Synonym(s):

1,4,7,10,13,16-Hexaoxacyclooctadecane

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About This Item

Linear Formula:
C12H24O6
CAS Number:
17455-13-9
UNSPSC Code:
12352005
NACRES:
NA.22
MDL number:
MFCD00005113
Form:
liquid
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Product Name

18-Crown-6 solution, 1.0 M in THF

form

liquid

reaction suitability

core: crown ether

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

1.0 M in THF

density

0.944 g/mL

greener alternative category

Aligned

SMILES string

O1CCOCCOCCOCCOCCOCC1

InChI

1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2

InChI key

XEZNGIUYQVAUSS-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

18-Crown-6 may be used to catalyze the N-alkylation of heterocyclic compounds and allylation of functionalized aldehydes.
Phase-transfer catalyst used in a chemoselective reduction of fused tetrazoles with NaBH4 and potassium hydroxide.
Additive for greener etherification using KF-alumina.
Additive for greener etherification using KF-alumina.

Synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-2.0 °F

flash_point_c

-18.88 °C

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3465

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Articles

Crown Ethers and Cryptands for Advanced Applications

Crown ethers and cryptands, complexing agents able to selectively bind metal cations, are vital for diverse synthesis and analytical applications.

Synthesis, 3275-3275 (2006)
Phase-transfer alkylation of heterocycles in the presence of 18-crown-6 and potassium tert-butoxide.
Guida WC and Mathre DJ
The Journal of Organic Chemistry, 45(16), 3172-3176 (1980)
Preparation and purification of 18-crown-6 [1, 4, 7, 10, 13, 16-hexaoxacyclooctadecane].
Gokel GW, et al.
The Journal of Organic Chemistry, 39(16), 2445-2446 (1974)
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Global Trade Item Number

SKUGTIN
901591-25ML04061835550852