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HomeProduct name list2-(HYDROXYMETHYL)-12-CROWN 4-ETHER

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

Synonym(s):(12-Crown-4)-2-methanol;1,4,7,10-Tetraoxacyclododecan-2-methanol

  • CAS NO.:75507-26-5
  • Empirical Formula: C9H18O5
  • Molecular Weight: 206.24
  • MDL number: MFCD00067524
  • EINECS: 278-224-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
2-(HYDROXYMETHYL)-12-CROWN 4-ETHER Structural

What is 2-(HYDROXYMETHYL)-12-CROWN 4-ETHER?

Chemical properties

CLEAR COLOURLESS VISCOUS LIQUID

The Uses of 2-(HYDROXYMETHYL)-12-CROWN 4-ETHER

Ethylene 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.

The Uses of 2-(HYDROXYMETHYL)-12-CROWN 4-ETHER

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.

Purification Methods

Purify 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.]

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

Boiling point: 115 °C/0.04 mmHg (lit.)
Density  1.192 g/mL at 25 °C (lit.)
refractive index  n20/D 1.480(lit.)
Flash point: >230 °F
form  Liquid
pka 14.17±0.10(Predicted)
Specific Gravity 1.2
color  Colorless to Light yellow
Water Solubility  Miscible in water. Soluble in non-polar solvents. Insoluble in water.
BRN  4661968
CAS DataBase Reference 75507-26-5(CAS DataBase Reference)

Safety information for 2-(HYDROXYMETHYL)-12-CROWN 4-ETHER

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2-(HYDROXYMETHYL)-12-CROWN 4-ETHER

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