2-(4-Chlorophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Base Information

• Chemical Name: 2-(4-Chlorophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS No.: 4756-30-3
• Molecular Formula: C12H15ClO6
• Molecular Weight: 290.701
• DSSTox Substance ID: DTXSID70385816
• Mol file: 4756-30-3.mol

Synonyms:2-(4-chlorophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol;1192351-88-4;4756-30-3;F1361-0042;4'-CHLOROPHENYL-BETA-D-GLUCOPYRANOSIDE;4-chlorophenyl hexopyranoside;SCHEMBL14120557;DTXSID70385816;STK737739;AKOS005524490;FT-0659563;AB00084042-01;A827272;SR-01000207896;SR-01000207896-1;2-(4-chloranylphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol;2-(4-chlorophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Chemical Property of 2-(4-Chlorophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Chemical Property:

• Melting Point: 179-180oC
• Boiling Point: 510.4 °C at 760 mmHg
• PKA: 12.75±0.70(Predicted)
• Flash Point: 262.5 °C
• PSA: 99.38000
• Density: 1.542 g/cm³
• LogP: -0.48130
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 290.0557159
• Heavy Atom Count: 19
• Complexity: 283

Purity/Quality:

98% ^*data from raw suppliers

4-Chlorophenyl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1OC2C(C(C(C(O2)CO)O)O)O)Cl

Technology Process of 2-(4-Chlorophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

There total 7 articles about 2-(4-Chlorophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol 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: 93.0%

4-chloro-phenol (106-48-9,82344-39-6) + 1-deoxy-1-fluoro-α-D-glucose (2106-10-7) → p-chlorophenyl β-D-glucopyranoside (4756-30-3)

Guidance literature:

With calcium hydroxide; In water; at 20 ℃; for 1h;

DOI:10.1038/s41557-018-0041-8

Reference yield:

p-chlorophenyl-β-D-(6-O-malonyl)-glucopyranoside → malonic acid (141-82-2) + p-chlorophenyl β-D-glucopyranoside (4756-30-3)

Guidance literature:

With sodium hydroxide; at 12 ℃; for 20h;

DOI:10.1016/j.aquatox.2007.09.007

Reference yield:

p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (5041-92-9) → p-chlorophenyl β-D-glucopyranoside (4756-30-3)

Guidance literature:

With methanol; sodium methylate;

DOI:10.1002/ardp.19542870109 DOI:10.1039/jr9540003669

upstream raw materials:

p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

4-chloro-phenol

1-deoxy-1-fluoro-α-D-glucose

Downstream raw materials:

4-chlorophenolate

D-Glucose

4-chloro-phenol

p-chlorophenyl 2-O-β-D-mannopyranosyl-β-D-mannopyranoside

Refernces

• 1、 Petroutsos, Dimitris,Wang, Jiangxin,Katapodis, Petros,Kekos, Dimitris,Sommerfeld, Milton,Hu, Qiang. "Toxicity and metabolism of p-chlorophenol in the marine microalga Tetraselmis marina". . p. 192 - 201. Retrieved 2008/02/13.