Thymohydroquinone

Base Information

• Chemical Name: Thymohydroquinone
• CAS No.: 2217-60-9
• Molecular Formula: C10H14 O2
• Molecular Weight: 166.22
• Hs Code.: 2907299090
• European Community (EC) Number: 845-524-8
• NSC Number: 34803
• UNII: 1C2ICM1R8V
• DSSTox Substance ID: DTXSID70176706
• Nikkaji Number: J7.367I
• Wikidata: Q83047001
• ChEMBL ID: CHEMBL4204349
• Mol file: 2217-60-9.mol

Synonyms:thymohydroquinone

Chemical Property of Thymohydroquinone

Chemical Property:

• Vapor Pressure: 0.000427mmHg at 25°C
• Melting Point: 148°C
• Refractive Index: 1.5277 (estimate)
• Boiling Point: 306.4°Cat760mmHg
• PKA: 11.11±0.23(Predicted)
• Flash Point: 147.9°C
• PSA: 40.46000
• Density: 1.088g/cm³
• LogP: 2.52960
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

99%, ^*data from raw suppliers

Thymohydroquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Thymohydroquinone

There total 39 articles about Thymohydroquinone 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: 90.0%

thymoquinone (490-91-5) → thymohydroquinone (2217-60-9)

Guidance literature:

With tetrahydroxydiboron; water; sodium hydrogencarbonate; In tetrahydrofuran; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1039/d1ob00300c

Reference yield: 60.0%

thymol (89-83-8) → thymohydroquinone (2217-60-9)

Guidance literature:

With dihydrogen peroxide; In sodium hydroxide; for 0.5h; < 45 deg C;

Reference yield: 52.0%

thymoquinone (490-91-5) → 3-azido-2-methyl-5-isopropyl-1,4-benzoquinone + thymohydroquinone (2217-60-9) + 3-azido-2-methyl-5-isopropyl-1,4-benzohydroquinone (17414-17-4)

Guidance literature:

With hydrogenchloride; sodium azide; In methanol; water; for 5h; Ambient temperature;

DOI:10.1021/jo9614708

upstream raw materials:

thymol

thymoquinone

4-formylthymol

4-aminothymol

Downstream raw materials:

2-isopropyl-5-methyl-[1,4]benzoquinone; compound with 2-isopropyl-5-methyl-hydroquinone

2,5-dimethoxy-p-cymene

3-hydroxy-5-isopropyl-2-methyl-[1,4]benzoquinone

2,5-dihydroxy-3-isopropyl-6-methyl-[1,4]benzoquinone

Refernces

• 1、 Kamel,Assaf,Hasanean,Ohtani,Kasai,Yamasaki. "Monoterpene glucosides from Origanum syriacum". . p. 1149 - 1152. Retrieved 2001.
• 2、 Robbins, Rebecca J.,Falvey, Daniel E.. "Radical Anion Reactions of Cyclobutane Derivatives: Electron-Transfer Cleavage of Dithymoquinone". . p. 3616 - 3618. Retrieved 1993.
• 3、 Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He. "Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water". . p. 4327 - 4337. Retrieved 2021/05/31.