70069-04-4

Basic information

• Product Name: 1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE-2-METHANOL
• Synonyms: 2-HYDROXYMETHYL-18-CROWN-6;2-(HYDROXYMETHYL)-18-CROWN 6-ETHER;18-CROWN-6-METHANOL;1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE-2-METHANOL;1,4,7,10,16-hexaoxcyclooctadecane-2-methanol;1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol, 18-Crown-6-methanol;1,4,7,10,13,16-Hexaoxacyclooctadecane-3-methanol;2-(Hydroxymethyl)-1,4,7,10,13,16-hexaoxacyclooctadecane
• CAS NO: 70069-04-4
• Molecular Formula: C₁₃H₂₆O₇
• Molecular Weight: 294.34
• EINECS: 274-299-3
• Product Categories: Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry
• Mol File: 70069-04-4.mol

Chemical Properties

• Boiling Point: 150 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /Liquid
• Density: 1.174 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.97E-10mmHg at 25°C
• Refractive Index: n20/D 1.479(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Soluble in water (1000 g/L) (25°C).
• BRN: 4313301
• CAS DataBase Reference: 1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE-2-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE-2-METHANOL(70069-04-4)
• EPA Substance Registry System: 1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE-2-METHANOL(70069-04-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 70069-04-4(Hazardous Substances Data)

Usage

Uses

2-Hydroxymethyl-18-crown-6 is used for chemical research.

InChI:InChI=1/C13H26O7/c14-11-13-12-19-8-7-17-4-3-15-1-2-16-5-6-18-9-10-20-13/h13-14H,1-12H2

Upstream product

• 50-00-0 formaldehyd 
• 17455-13-9 18-crown-6 ether 
• 76377-06-5 18-crown-6-carboxaldehyde 
• 84812-04-4 <(Allyloxy)-methyl>-18-crown-6 
• 76377-04-3 2-Benzyloxymethyl-1,4,7,10,13,16-hexacyclooctadecan 
• 41024-91-3 penta(ethylene glycol) bis(p-toluenesulfonate) 
• 84812-09-9 1-((allyloxy)methyl)-3,6,9-oxa-undecane-1,11-diol 
• 4792-15-8 Pentaethylene glycol 
• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 
• 76377-05-4 (+/-)-2-Diethoxymethyl-1,4,7,10,13,16-hexaoxacyclooctadecan 
• 114951-76-7 1-(benzyloxymethyl) triethylene glycol 

Downstream Products

• 83585-76-6 ((dodecyloxy)methyl)-18-crown-6 
• 144381-57-7 sodium 5-<(1,1-dimethyl)decyl>-2-(oxymethyl-18-crown-6)methylbenzenephosphonate 
• 94978-63-9 2-((4-nitrophenoxy)methyl)-18-crown-6 
• 94978-62-8 2-((2-nitrophenoxy)methyl)-18-crown-6 
• 87708-33-6 (1,4,7,10,13,16-hexaoxacyclooctadecan-2-yl)methyl 4-methylbenzenesulfonate 
• 84812-04-4 <(Allyloxy)-methyl>-18-crown-6 
• 904686-35-7 2-[3-(4-Chloro-phenoxymethyl)-2,5-dimethoxy-benzyloxymethyl]-1,4,7,10,13,16-hexaoxa-cyclooctadecane 
• 87708-37-0 5-Decyl-2-(1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethoxy)-benzoic acid methyl ester 
• 87708-29-0 5-Decyl-2-(1,4,7,10,13,16-hexaoxa-cyclooctadec-2-ylmethoxy)-benzoic acid 
• 1031207-83-6 C₃₄H₅₈O₁₄ 
• 1143623-79-3 1,4,7,10,13,16-hexaoxacyclooctadecan-2-ylmethyl 4-{(E)-4-[(2-acryloyloxyethyl)(ethyl)amino]phenyldiazenyl}benzoate 
• 1143623-75-9 1,4,7,10,13,16-hexaoxacyclooctadecan-2-ylmethyl 4-[6-(acryloyloxy)hexyloxy]benzoate 

Relevant articles and documents

Bonded crown ether type adsorbent as well as preparation method and application thereof

The invention provides a bonded crown ether type adsorbent as well as a preparation method and application thereof. Based on the application of the novel bonded crown ether type adsorbent provided bythe invention in polyether refining, alkali metals in polyether can be effectively reduced, and meanwhile, the odor of polyether is reduced to the maximum extent; and the adsorbent provided by the invention has the advantages of reproducibility and strong adsorption capacity. The preparation method of the bonded crown ether type adsorbent comprises the following steps: (1) adding alkali A into a mixed solution of ethylene glycol and an organic solvent A, heating and refluxing a reaction system after the alkali A is dissolved, dropwise adding a halogenated epoxy compound into the reaction system, and obtaining an intermediate product A after a reflux reaction is finished; (2) mixing the intermediate product A with an organic solvent B, adding alkali B into the mixed solution, heating for reflux reaction, performing purifying and acidifying after the reaction is finished to obtain an intermediate product B; and (3) mixing the intermediate product B with diaryliodonium salt for reaction to generate the bonded crown ether adsorbent.

Synthesis of Novel C-Pivot Lariat 18-Crown-6 Ethers and Their Efficient Purification

The syntheses of various lariat ethers including several not previously reported and their efficient purification are presented. The synthesis route brings together reactions from a variety of previous works leading to a robust and generalized approach to these C-pivot lariats. The main steps are condensation of functionalized diols with pentaethylene glycol ditosylate in the presence of potassium as a templating cation. Purification of the final products was achieved without chromatography by extracting from an aqueous potassium hydroxide solution.

Synthesis of Substituted Crown-Ethers by Radical Addition of 18-Crown-6

An example of the synthesis of substituted crown-ethers by radical addition reaction of 18-crown-6 (1) to several α-olefins (2a-e), cyclohexene (2f), Vinyl butyl ether (2g), allyl alcohol (2h), trimethylvinylsilane (2i), diethylmaleate (2j) and formaldehyde (2k) in the presence of a peroxide initiator was studied.

A CONVENIENT SYNTHESIS OF CROWN AND AZACROWN ETHERS WITH PENDANT OXIRANE GROUP

Synthesis of 4,5-epoxy-2-oxa-1-pentylcrown (I) and N-(2,3-epoxy-1-propyl)azacrown ethers (II) from accessible materials is described.

Neutral Ligands with Surfactant-Type Structure - Synthesis, Complexation, and Ion Transfer

New lipophilic neutral ligands which combine crown ether and podand characteristics with structural features of surfactants (cf. formulas 1-12, 16-26) were synthesized.Their complexation behaviour was studied, their solid-to-liquid and liquid-to-liquid phase transfer properties as well as their efficiency in ion transport across a liquid model membrane.Crystalline stoichiometric complexes of the cycles 2a-4a and of 3e with NaSCN, Ba(SCN)2, and BaI2 can be isolated.Among the noncyclic representatives a crystalline complex is obtained only from 11 with BaI2.The ligand 8d behaves in aqueous solution as a typical surfactant showing micelle formation and cloud point.

ALTERNATIVE, SIMPLE ROUTE TO HYDROXYMETHYL CROWN ETHERS

Components for polymer-supported catalysts, hydroxymethyl-substituted 15-crown-5 and 18-crown-6 were prepared from readily available starting materials on relative simple way.