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Merck
CN

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
Beilstein:
4661968
EC Number:
278-224-5
MDL number:
MFCD00067524
UNSPSC Code:
12352005
PubChem Substance ID:
24863907
NACRES:
NA.22

Key Documents

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Assay

95%

form

liquid

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

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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5228
BCCL8683
BCCJ7168
BCCH9661
BCCF8825

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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)

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