(4-Chloro-1,2-phenylene)dimethanol

Base Information

• Chemical Name: (4-Chloro-1,2-phenylene)dimethanol
• CAS No.: 110706-49-5
• Molecular Formula: C8H9ClO2
• Molecular Weight: 172.611
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID00447597
• Nikkaji Number: J615.047K
• Wikidata: Q82266471
• Mol file: 110706-49-5.mol

Synonyms:(4-CHLORO-1,2-PHENYLENE)DIMETHANOL;110706-49-5;1,2-Benzenedimethanol, 4-chloro-;[4-CHLORO-2-(HYDROXYMETHYL)PHENYL]METHANOL;(4-Chloro-2-hydroxymethyl-phenyl)-methanol;4-Chloro-1,2-bis(hydroxymethyl)benzene;4-chloro-o-xylylene glycol;SCHEMBL1154758;4-Chlorobenzene-1,2-bismethanol;DTXSID00447597;ARSFSTVKMONOTE-UHFFFAOYSA-N;MFCD15147234;SB30664;AM806231;AS-61877;CS-0039140;FT-0714434

Chemical Property of (4-Chloro-1,2-phenylene)dimethanol

Chemical Property:

• Melting Point: 85 °C
• Boiling Point: 320.6±32.0 °C(Predicted)
• PKA: 13.99±0.10(Predicted)
• PSA: 40.46000
• Density: 1.337±0.06 g/cm3(Predicted)
• LogP: 1.32460
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.0291072
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98.5% ^*data from raw suppliers

(4-Chloro-1,2-phenylene)dimethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)CO)CO

Technology Process of (4-Chloro-1,2-phenylene)dimethanol

There total 8 articles about (4-Chloro-1,2-phenylene)dimethanol 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: 86.0%

4-chlorophthalic acid (89-20-3) → 4-chloro-2-(hydroxymethyl)benzyl alcohol (110706-49-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; -78 to 0 deg C, 2 h; reflux, overnight;

DOI:10.1055/s-1994-25632

Reference yield: 84.0%

dimethyl 4-chlorophthalate (58138-38-8) → 4-chloro-2-(hydroxymethyl)benzyl alcohol (110706-49-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 - 20 ℃; for 19h; Heating / reflux;

Reference yield: 83.0%

5-chloro-3H-isobenzofuran-1-one (54109-03-4) → 4-chloro-2-(hydroxymethyl)benzyl alcohol (110706-49-5)

Guidance literature:

With phenylsilane; potassium hydroxide; In tetrahydrofuran; for 4h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1016/j.cclet.2018.11.025

upstream raw materials:

5-chloro-3H-isobenzofuran-1-one

dimethyl 4-chlorophthalate

4-chlorophthalic anhydride

4-chlorophthalic acid

Downstream raw materials:

1,2-bis(bromomethyl)-4-chlorobenzene

2-(5-chloro-2-methoxymethoxymethylbenzyloxy)-6-fluorobenzonitrile

2-(2-cyclobutyloxy-3-methyl-benzoylamino)-5-chloro-indan-2-carboxylic acid ethyl ester

2-(2-cyclobutyloxy-3-methyl-benzoylamino)-5-chloro-indan-2-carboxylic acid

Refernces

• 1、 Liu, Qiang,Meng, Jiang,Liu, Yang,Yang, Chao,Xia, Wujiong. "Synthesis of benzobicycloheptanones via the trap of photogenerated ketene methide intermediate with olefins". . p. 8143 - 8155. Retrieved 2014.
• 2、 -. "THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF". Paragraph 0270-0272. . Retrieved 2020/08/09.
• 3、 Liu, Bin,Zhou, Xigeng. "Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane". supporting information. p. 725 - 728. Retrieved 2018/12/11.