Durohydroquinone

Base Information

• Chemical Name: Durohydroquinone
• CAS No.: 527-18-4
• Molecular Formula: C10H14 O2
• Molecular Weight: 166.22
• Hs Code.: 2907299090
• NSC Number: 401619
• UNII: R713G18TVF
• DSSTox Substance ID: DTXSID60200660
• Nikkaji Number: J11.877J
• Wikidata: Q27287869
• ChEMBL ID: CHEMBL160233
• Mol file: 527-18-4.mol

Synonyms:durohydroquinone;duroquinol;tetramethylhydroquinone

Chemical Property of Durohydroquinone

Chemical Property:

• Vapor Pressure: 0.000297mmHg at 25°C
• Melting Point: 233°
• Refractive Index: 1.5277 (estimate)
• Boiling Point: 312°C at 760 mmHg
• PKA: 11.33±0.33(Predicted)
• Flash Point: 151.3°C
• PSA: 40.46000
• Density: 1.097g/cm³
• LogP: 2.33140
• Solubility.: almost transparency in hot Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 124

Purity/Quality:

98% ^*data from raw suppliers

Tetramethylhydroquinone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1O)C)C)O)C

Technology Process of Durohydroquinone

There total 29 articles about Durohydroquinone 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: 100.0%

Duroquinone (527-17-3,70128-24-4) → Durohydroquinone (527-18-4)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In ethanol; Heating;

DOI:10.1021/jo00372a012

Reference yield: 20.0%

2,3,5,6-Tetramethyl-[1,4]benzoquinone; compound with 1,2,4,5-tetramethyl-benzene → Durohydroquinone (527-18-4) + 2,3,5,6-Tetramethyl-4-(2,4,5-trimethyl-benzyloxy)-phenol

Guidance literature:

In solid; at 10 ℃; for 20h; Irradiation;

DOI:10.1016/S0040-4039(00)76972-3

Reference yield: 11.0%

Duroquinone (527-17-3,70128-24-4) + triethylaluminum (97-93-8) → Durohydroquinone (527-18-4) + 4-ethoxytetramethylphenol (61548-94-5)

Guidance literature:

In toluene; at -78 ℃; for 2h;

DOI:10.1016/0022-328X(83)87156-3

upstream raw materials:

Duroquinone

4-Hexadecyloxy-2,3,5,6-tetramethyl-phenol

1,4-bis-hexadecyloxy-2,3,5,6-tetramethyl-benzene

mercaptoacetic acid

Downstream raw materials:

Butyl-(4-hydroxy-2.3.5.6-tetramethyl-phenyl)-aether

1,4-dibutoxy-2,3,5,6-tetramethyl-benzene

4-Hexadecyloxy-2,3,5,6-tetramethyl-phenol

1,4-bis-hexadecyloxy-2,3,5,6-tetramethyl-benzene

Refernces

• 1、 Mitsumi, Minoru,Ezaki, Kazunari,Komatsu, Yuuki,Toriumi, Koshiro,Miyatou, Tatsuya,Mizuno, Motohiro,Azuma, Nobuaki,Miyazaki, Yuji,Nakano, Motohiro,Kitagawa, Yasutaka,Hanashima, Takayasu,Kiyanagi, Ryoji,Ohhara, Takashi,Nakasuji, Kazuhiro. "Proton Order-Disorder Phenomena in a Hydrogen-Bonded Rhodium-η5-Semiquinone Complex: A Possible Dielectric Response Mechanism". . p. 9682 - 9696. Retrieved 2015.
• 2、 Heilmann, Michael,Knezevic, Melina,Piccini, Giovannimaria,Tiefenbacher, Konrad. "Understanding the binding properties of phosphorylated glycoluril-derived molecular tweezers and selective nanomolar binding of natural polyamines in aqueous solution". supporting information. p. 3628 - 3633. Retrieved 2021/05/04.
• 3、 Wilklow-Marnell, Miles,Brennessel, William W.,Jones, William D.. "Reactivity of iPrPCPIrH4 with para-benzoquinones". . p. 209 - 214. Retrieved 2017/11/24.