1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol

Base Information

• Chemical Name: 1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol
• CAS No.: 70069-04-4
• Molecular Formula: C13H26 O7
• Molecular Weight: 294.345
• European Community (EC) Number: 274-299-3
• DSSTox Substance ID: DTXSID50990306
• Nikkaji Number: J318.117K
• Mol file: 70069-04-4.mol

Synonyms:70069-04-4;1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol;2-Hydroxymethyl-18-crown-6;(1,4,7,10,13,16-Hexaoxacyclooctadecan-2-yl)methanol;2-(Hydroxymethyl)-18-crown 6-Ether;1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethanol;(Hydroxymethyl)-18-crown-6;EINECS 274-299-3;C13-H26-O7;Hydroxy-18-crown-6;SCHEMBL895933;BCBcMAP01_000188;HFRGASADQCZXHH-UHFFFAOYSA-;DTXSID50990306;HFRGASADQCZXHH-UHFFFAOYSA-N;C13H26O7;MFCD00188046;2-Hydroxymethyl-18-crown-6, 95%;AKOS015912675;SMP1_000160;BS-44031;CS-0203387;FT-0641263;H0990;T72848;2-(hydroxy methyl)-1,4,7,10,13,16-hexaoxacyclooctadecane;18-Crown-6-methanol, 1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol;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

Chemical Property of 1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol

Chemical Property:

• Vapor Pressure: 3.97E-10mmHg at 25°C
• Refractive Index: n20/D 1.479(lit.)
• Boiling Point: 150 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 75.61000
• Density: 1.174 g/mL at 25 °C(lit.)
• LogP: -0.53950
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Soluble in water (1000 g/L) (25°C).
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 294.16785316
• Heavy Atom Count: 20
• Complexity: 203

Purity/Quality:

98% ^*data from raw suppliers

1,4,7,10,13,16-Hexaoxacyclooctadec-2-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCOCCOC(COCCOCCO1)CO
• Uses: 2-Hydroxymethyl-18-crown-6 is used for chemical research.

Technology Process of 1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol

There total 11 articles about 1,4,7,10,13,16-Hexaoxacyclooctadecane-2-methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

18-crown-6-carboxaldehyde (76377-06-5) → 2-hydroxymethyl-18-crown-6 (70069-04-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; 1.) room temperature, 3 h 2.) reflux 1 h;

DOI:10.1021/jo00319a039

Reference yield: 94.0%

2-Benzyloxymethyl-1,4,7,10,13,16-hexacyclooctadecan (76377-04-3) → 2-hydroxymethyl-18-crown-6 (70069-04-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 48h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00319a039

Reference yield: 79.0%

<(Allyloxy)-methyl>-18-crown-6 (84812-04-4) → 2-hydroxymethyl-18-crown-6 (70069-04-4)

Guidance literature:

With perchloric acid; palladium on activated charcoal; In ethanol; at 80 ℃; for 24h;

DOI:10.1055/s-1984-30737

upstream raw materials:

formaldehyd

18-crown-6 ether

18-crown-6-carboxaldehyde

<(Allyloxy)-methyl>-18-crown-6

Downstream raw materials:

2-((4-nitrophenoxy)methyl)-18-crown-6

((1,4,7,10,13,16-hexaoxacyclooctadecan-2-yl)methoxy)-(tert-butyl)diphenylsilane

C₂₀H₂₉IO₈

Refernces

• 1、 -. "Bonded crown ether type adsorbent as well as preparation method and application thereof". Paragraph 0077; 0082-0084; 0108; 0117; 0147; 0150-0151; 0154. . Retrieved 2020/07/02.
• 2、 Zeleconok, Ju. B.,Orlovskij, S. S.,Zlotskij, S. S.,Rachmankulov, D. L.. "Synthesis of Substituted Crown-Ethers by Radical Addition of 18-Crown-6". . p. 719 - 722. Retrieved 2007/10/02.