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

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)

color 

Colorless to Light yellow

Specific Gravity

1.2

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

UN 2810 6.1/PG 3

WGK Germany 

3

F 

10

HS Code 

2932990090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-(HYDROXYMETHYL)-12-CROWN 4-ETHER Chemical Properties,Usage,Production

Chemical Properties

CLEAR COLOURLESS VISCOUS LIQUID

Uses

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.

Uses

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.]