3,6-Bis(hydroxymethyl)durene

Base Information

• Chemical Name: 3,6-Bis(hydroxymethyl)durene
• CAS No.: 7522-62-5
• Molecular Formula: C12H18O2
• Molecular Weight: 194.274
• Hs Code.: 2906299090
• European Community (EC) Number: 231-382-9
• NSC Number: 158279
• DSSTox Substance ID: DTXSID20226189
• Nikkaji Number: J150.911J
• Wikidata: Q83105514
• Mol file: 7522-62-5.mol

Synonyms:3,6-Bis(hydroxymethyl)durene;7522-62-5;Bis(hydroxymethyl)durene;[4-(hydroxymethyl)-2,3,5,6-tetramethylphenyl]methanol;(2,3,5,6-Tetramethyl-1,4-phenylene)dimethanol;2,3,5,6-Tetramethyl-p-xylene-alpha,alpha'-diol;Hexamethylbenzene-alpha1,alpha4-diol;EINECS 231-382-9;durenedimethanol;dimethylol durene;NSC158279;SCHEMBL217789;DTXSID20226189;MFCD00004623;AKOS015913349;NSC 158279;NSC-158279;3,6-Bis(hydroxymethyl)durene, >/=99%;B0493;CS-0326464;FT-0600417;1,4-Benzenedimethanol,2,3,5,6-tetramethyl-;2,3,5,6-tetramethyl-1,4-phenylenedimethanol;1,4-Benzenedimethanol, 2,3,5,6-tetramethyl-;T71302;1,4-Bis(hydroxymethyl)-2,3,5,6-tetramethylbenzene;(4-Hydroxymethyl-2,3,5,6-tetramethylphenyl)methanol;2,3,5,6-TETRAMETHYL-P-XYLENE-ALPHA,ALPHA-DIOL;2,3,5,6-Tetramethyl-para-xylene-.alpha.,.alpha.'-diol

Chemical Property of 3,6-Bis(hydroxymethyl)durene

Chemical Property:

• Melting Point: 246-248 °C(lit.)
• Boiling Point: 362.9 °C at 760 mmHg
• Flash Point: 175 °C
• PSA: 40.46000
• Density: 1.066 g/cm³
• LogP: 1.90480
• Solubility.: within almost transparency in hot Pyridine
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.130679813
• Heavy Atom Count: 14
• Complexity: 145

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,6-bis(Hydroxymethyl)durene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1CO)C)C)CO)C
• Uses: 3,6-Bis(hydroxymethyl)durene is a useful compound in organic synthesis.

Technology Process of 3,6-Bis(hydroxymethyl)durene

There total 4 articles about 3,6-Bis(hydroxymethyl)durene 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: 89.0%

(2,3,5,6-tetramethyl-1,4-phenylene)bis(methylene) diacetate (1447-10-5) → 2,3,5,6-tetramethyl-p-xylene-α,α'-diol (7522-62-5)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; ethanol; at 90 ℃; for 24h;

DOI:10.1039/c9ta02822f

Reference yield:

1,4-bis(chloromethyl)-2,3,5,6-tetramethylbenzene (3022-16-0) → 2,3,5,6-tetramethyl-p-xylene-α,α'-diol (7522-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid

2: ethanolic KOH

With potassium hydroxide; acetic acid;

DOI:10.1021/ja01161a096

Reference yield:

1,2,4,5-tetramethylbenzene (95-93-2) → 2,3,5,6-tetramethyl-p-xylene-α,α'-diol (7522-62-5)

Guidance literature:

Multi-step reaction with 3 steps

1: aqueous formaldehyde; acetic acid; concentrated aqueous hydrochloric acid

2: acetic acid

3: ethanolic KOH

With hydrogenchloride; potassium hydroxide; formaldehyd; acetic acid;

DOI:10.1021/ja01161a096

upstream raw materials:

(2,3,5,6-tetramethyl-1,4-phenylene)bis(methylene) diacetate

1,2,4,5-tetramethylbenzene

1,4-bis(chloromethyl)-2,3,5,6-tetramethylbenzene

Downstream raw materials:

2,3,5,6-tetramethyl-1,4-benzenedicarboxylic acid

2,3,5,6-tetramethyl-1,4-benzenedicarboxaldehyde

Refernces

• 1、 Xu, Yan,Vermeulen, Nicolaas A.,Liu, Yangyang,Hupp, Joseph T.,Farha, Omar K.. "SALE-Ing a MOF-Based “Ship of Theseus.” Sequential Building-Block Replacement for Complete Reformulation of a Pillared-Paddlewheel Metal-Organic Framework". . p. 4345 - 4348. Retrieved 2016/10/04.