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382655

2-Hydroxymethyl-12-crown-4

95%

Synonym(s):

(12-Crown-4)-2-methanol, 1,4,7,10-Tetraoxacyclododecan-2-methanol

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About This Item

Empirical Formula (Hill Notation):
C9H18O5
CAS Number:
75507-26-5
Molecular Weight:
206.24
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24863907
EC Number:
278-224-5
Beilstein/REAXYS Number:
4661968
MDL number:
MFCD00067524
Assay:
95%
Form:
liquid
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assay

95%

form

liquid

reaction suitability

core: crown ether

refractive index

n20/D 1.480 (lit.)

bp

115 °C/0.04 mmHg (lit.)

density

1.192 g/mL at 25 °C (lit.)

functional group

ether, hydroxyl

SMILES string

OCC1COCCOCCOCCO1

InChI

1S/C9H18O5/c10-7-9-8-13-4-3-11-1-2-12-5-6-14-9/h9-10H,1-8H2

InChI key

NJIPEIQHUNDGPY-UHFFFAOYSA-N

Application

2-Hydroxymethyl-12-crown-4 can be used:
  • To prepare an ester of lasalocid with crown ether to study its complex formation with monovalent cations.
  • To prepare hydrogel adsorbents for potential usage in the recovery of lithium-ions from seawater.
  • As a starting material in the synthesis of metal-free phthalocyanines and metallophthalocyanines.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP2990
BCCN5228
BCCL8683
BCCJ7168
BCCH9661

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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.

Hydrogel adsorbents of poly (N-isopropylacrylamide-co-methacryloyloxymethyl-12-crown-4) for Li+ recovery prepared by droplet microfluidics
Kim YS, et al.
Royal Society of Chemistry Advances, 5(14), 10656-10661 (2015)
The synthesis, using microwave irradiation and characterization of novel, organosoluble metal-free and metallophthalocyanines substituted with flexible crown ether moieties
Biyikliouglu Z and Kantekin H
Dyes and Pigments, 80(1), 17-21 (2009)
NMR, FT-IR and ESI-MS study of new lasalocid ester with 2-(hydroxymethyl)-12-crown-4 and its complexes with monovalent cations
Pankiewicz R, et al.
Journal of Molecular Structure, 749(1-3), 128-137 (2005)

Global Trade Item Number

SKUGTIN
382655-1G04061838111173