4-Chloro-2,6-bis(hydroxymethyl)phenol

Base Information

• Chemical Name: 4-Chloro-2,6-bis(hydroxymethyl)phenol
• CAS No.: 17026-49-2
• Molecular Formula: C8H9 Cl O3
• Molecular Weight: 188.611
• Hs Code.: 2906299090
• European Community (EC) Number: 241-099-2
• NSC Number: 35257
• UNII: 960CWM3IE8
• DSSTox Substance ID: DTXSID2066149
• Nikkaji Number: J318.328I
• Wikidata: Q81992729
• Mol file: 17026-49-2.mol

Synonyms:4-Chloro-2,6-bis(hydroxymethyl)phenol;17026-49-2;o,o-Dimethylol-p-chlorophenol;2,6-Dimethylol-4-chlorophenol;5-Chloro-m-xylene-2,alpha,alpha'-triol;1,3-Benzenedimethanol, 5-chloro-2-hydroxy-;960CWM3IE8;(5-chloro-2-hydroxy-1,3-phenylene)dimethanol;EINECS 241-099-2;NSC 35257;NSC-35257;5-chloro-m-xylene-2,alpha,alpha/'-triol;m-Xylene-alpha,alpha'-diol, 5-chloro-2-hydroxy-;NSC35257;2,6-bis(hydroxymethyl)-4-chlorophenol;1, 5-chloro-2-hydroxy-;UNII-960CWM3IE8;Oprea1_779824;4-chloro-2,6-dimethylolphenol;SCHEMBL1004123;DTXSID2066149;STK366898;AKOS003637118;AS-0209;2,6-bis hydroxy methyl -4-chlorophenol;m-Xylene-.alpha., 5-chloro-2-hydroxy-;m-Xylene, a,a'-diol 5-chloro-2-hydroxy-;CS-0493041;J-514921

Chemical Property of 4-Chloro-2,6-bis(hydroxymethyl)phenol

Chemical Property:

• Melting Point: 165 °C
• Boiling Point: 345.4±11.0 °C(Predicted)
• PKA: 9.46±0.23(Predicted)
• Flash Point: 162.7oC
• PSA: 60.69000
• Density: 1.479±0.06 g/cm3(Predicted)
• LogP: 1.03020
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 188.0240218
• Heavy Atom Count: 12
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2,6-bis(hydroxymethyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1CO)O)CO)Cl
• Uses: 4-Chloro-2,6-bis(hydroxymethyl)phenol is an intermediate in the synthesis of Ochratoxin A (O148490). Ochratoxins are toxic metabolites from Aspergillus ochraceus. Also they are environmental and food contaminants.

Technology Process of 4-Chloro-2,6-bis(hydroxymethyl)phenol

There total 5 articles about 4-Chloro-2,6-bis(hydroxymethyl)phenol 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: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-chloro-2,6-bis(hydroxymethyl)phenol (17026-49-2)

Guidance literature:

With sodium hydroxide; In methanol; 1.) 60-80 deg C, 1 h; 2.) RT, 24 h;

DOI:10.1002/hlca.19820650412

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 4-chloro-2,6-bis(hydroxymethyl)phenol (17026-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 120 h / 30 - 40 °C

2: water / pH < 6

In water;

DOI:10.1039/c4dt03508a

Reference yield:

Na3(2,6-bis(2-hydroxomethyl)-4-chlorophenol(-3H)) + acetic acid (64-19-7,77671-22-8) → 4-chloro-2,6-bis(hydroxymethyl)phenol (17026-49-2)

Guidance literature:

In water; pH=< 6;

DOI:10.1039/c4dt03508a

upstream raw materials:

formaldehyd

4-chloro-phenol

hydroquinone

acetic acid

Downstream raw materials:

2-(4-chloro-2,6-bis-hydroxymethyl-phenoxymethyl)-5-methoxy-pyran-4-one

4-chloro-2,6-bis[(5-bromo-2-hydroxyphenyl)methyl]phenol

4-Chloro-2,6-bis<(5-nitro-2-hydroxyphenyl)methyl>phenol

3-methylsalicyl alcohol