2-(HYDROXYMETHYL)-12-CROWN 4-ETHER

2-(HYDROXYMETHYL)-12-CROWN 4-ETHER Basic information
Product Name:2-(HYDROXYMETHYL)-12-CROWN 4-ETHER
Synonyms:2-Hydroxymethyl-12-crown-4, tech., 93%;(12-Crown-4)-2-methanol, 1,4,7,10-Tetraoxacyclododecan-2-methanol;2-(Hydroxymethyl)-1,4,7,10-tetraoxacyclododecane;2-Hydroxymethyl-12-crown-4,93%,tech.;2-HYDROXYMETHYL-12-CROWN-4;2-(HYDROXYMETHYL)-12-CROWN 4-ETHER;(12-CROWN-4)-2-METHANOL;12-CROWN-4-METHANOL
CAS:75507-26-5
MF:C9H18O5
MW:206.24
EINECS:278-224-5
Product Categories:Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry
Mol File:75507-26-5.mol
2-(HYDROXYMETHYL)-12-CROWN 4-ETHER Structure
2-(HYDROXYMETHYL)-12-CROWN 4-ETHER Chemical Properties
Boiling point 115 °C/0.04 mmHg (lit.)
density 1.192 g/mL at 25 °C (lit.)
refractive index n20/D 1.480(lit.)
Fp >230 °F
form Liquid
pka14.17±0.10(Predicted)
Specific Gravity1.2
color Colorless to Light yellow
Water Solubility Miscible in water. Soluble in non-polar solvents. Insoluble in water.
BRN 4661968
CAS DataBase Reference75507-26-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
10
HS Code 2932990090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
2-(HYDROXYMETHYL)-12-CROWN 4-ETHER Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS VISCOUS LIQUID
Uses2-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.

UsesEthylene oxide is important or critical to the production of detergents, thickeners, solvents, plastics, and various organic chemicals such as ethylene glycol, ethanolamines, simple and complex glycols, polyglycol ethers and other compounds.
Purification MethodsPurify it by chromatography on Al2O3 with EtOAc as eluent to give a hygroscopic colourless oil, which is distilled under high vacuum and is distilled in vacuo. It has IR: 3418 (OH) and 1103 (COC) cm-1, NMR: max 3.70s. [Kimura et al. J Chem Soc, Chem Commun 492 1983, Pugia et al. J Org Chem 52 2617 1987.] S -(-)-5-Hydroxymethyl -2(5 H )-furanone [78508-96 -0] M 114.1, 39 -42o, 40 -44o , b 1 3 0o/0.3mm, [ ] 546 -180o, [ ] D -148o (c 1.4, H2O). It is purified by chromatography on Silica gel using hexane/EtOAc (1:1) to give a colourless oil which is distilled using a Kügelrohr apparatus, and the distillate crystallises on cooling. It has RF 0.51 on Whatman No 1 paper using pentan-1-ol and 85% formic acid (1:1) and developing with ammoniacal AgNO3. [Boll Acta Chem Scand 22 3245 1968, NMR: Oppolzer et al. Helv Chim Acta 68 2100 1985, Beilstein 18 III/IV 56, 18/1 V 54.]
2-(HYDROXYMETHYL)-12-CROWN 4-ETHER Preparation Products And Raw materials
ISOPROPYL TRIGLYCOL 2-(HYDROXYMETHYL)-12-CROWN 4-ETHER 1,7-DIAZA-12-CROWN-4 BIS[(12-CROWN-4)METHYL] DODECYLMETHYLMALONATE 12-Crown-4 SODIUM IONOPHORE VIII

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