Tetrafluorohydroquinone

Base Information

• Chemical Name: Tetrafluorohydroquinone
• CAS No.: 771-63-1
• Molecular Formula: C6H2 F4 O2
• Molecular Weight: 182.074
• Hs Code.: 29081990
• European Community (EC) Number: 212-237-9
• DSSTox Substance ID: DTXSID70227888
• Nikkaji Number: J99.405G
• Wikidata: Q72505175
• Mol file: 771-63-1.mol

Synonyms:Tetrafluorohydroquinone;771-63-1;tetrafluorobenzene-1,4-diol;2,3,5,6-Tetrafluorohydroquinone;2,3,5,6-tetrafluorobenzene-1,4-diol;Hydroquinone, tetrafluoro-;C6H2F4O2;Tetrafluoro-1,4-hydroquinone;1,4-Benzenediol, 2,3,5,6-tetrafluoro-;1,2,4,5-Tetrafluoro-3,6-dihydroxybenzene;EINECS 212-237-9;MFCD00002340;TETRAFLUORO-1,4-BENZENEDIOL;1,4-dihydroxy-2,3,5,6-tetrafluorobenzene;SCHEMBL69958;Tetrafluorohydroquinone, 98%;1,4-dihydroxytetrafluorobenzene;ZSDAMBJDFDRLSS-UHFFFAOYSA-;DTXSID70227888;Tetrafluorohydroquinone, >/=97%;C6-H2-F4-O2;AKOS009156640;2,3,5,6-Tetrafluoro-1,4-benzenediol;PS-10146;SY048744;2,3,5,6-Tetrafluoro-1,4-benzenediol #;AM20041151;FT-0632929;T2003;D92561

Chemical Property of Tetrafluorohydroquinone

Chemical Property:

• Appearance/Colour: SLIGHTLY BEIGE CRYSTALLINE POWDER
• Vapor Pressure: 0.174mmHg at 25°C
• Melting Point: 172-174 °C(lit.)
• Refractive Index: 1.493
• Boiling Point: 205.5 °C at 760 mmHg
• PKA: 5.90±0.33(Predicted)
• Flash Point: 78.1 °C
• PSA: 40.46000
• Density: 1.765 g/cm³
• LogP: 1.65420
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 181.99909195
• Heavy Atom Count: 12
• Complexity: 134

Purity/Quality:

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

Tetrafluorohydroquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 22-41
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)O)F)F)O

Technology Process of Tetrafluorohydroquinone

There total 9 articles about Tetrafluorohydroquinone 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: 94.0%

2,3,5,6-tetrafluoro-1,4-benzoquinone (527-21-9,777826-79-6) → 2,3,5,6-tetrafluoro-1,4-benzenediol (771-63-1)

Guidance literature:

With 2,5-dihydrotoluene; In toluene; at 30 ℃; for 15h;

DOI:10.1021/acs.joc.9b01898

Reference yield: 89.0%

3,4-dihydro-2H-pyran (110-87-2) + 2,3,5,6-tetrafluoro-1,4-benzoquinone (527-21-9,777826-79-6) → 2,3,5,6-tetrafluoro-1,4-benzenediol (771-63-1)

Guidance literature:

With oxygen; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 83 ℃; for 0.5h; under 760.051 Torr; Reflux;

DOI:10.1039/C6OB02006B

Reference yield: 19.0%

(E)-3,4-dimethyl-2-pentene (4914-92-5) + 2,3,5,6-tetrafluoro-1,4-benzoquinone (527-21-9,777826-79-6) → 2,3,5,6-tetrafluoro-1,4-benzenediol (771-63-1) + 4-(1,3-Dimethyl-2-methylene-butoxy)-2,3,5,6-tetrafluoro-phenol

Guidance literature:

In benzene-d6; at 20 ℃; for 5h; Irradiation;

DOI:10.1021/ol006080t

upstream raw materials:

2,3,5,6-tetrafluoro-1,4-benzoquinone

(E)-3,4-dimethyl-2-pentene

1-(4-Fluorophenyl)ethanol

2,3,4,5,6-pentafluoroaniline

Downstream raw materials:

2,3,5,6-tetrafluoro-1,4-benzoquinone

1,2,4,5-tetrafluoro-3,6-dimethoxybenzene

tetrafluoro-1,4-phenylene bis[4-(trifluorovinyloxy)benzoate]

(4-chlorocarbonylmethoxy-2,3,5,6-tetrafluoro-phenoxy)-acetyl chloride

Refernces

• 1、 Mohan Raj, Radhakrishnan,Balasubramanian, Kalpattu K.,Easwaramoorthy, Deivanayagam. "Diels-Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid". . p. 1115 - 1121. Retrieved 2017/02/10.
• 2、 Johnson, Jeffrey B.,Baeckvall, Jan-E.. "Mechanism of ruthenium-catalyzed hydrogen transfer reactions. Concerted transfer of OH and CH hydrogens from an alcohol to a (cyclopentadienone) ruthenium complex". . p. 7681 - 7684. Retrieved 2007/10/03.