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CAS

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6,11-Dihydroxy-5,12-naphthacenedione is an organic compound with the molecular formula C14H8O4. It is a crystalline solid that has been identified as an impurity in the crystallographic analysis of its structure. 6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE serves as a key intermediate in the synthesis of various complex organic molecules and has potential applications in the fields of chemistry and materials science.

1785-52-0

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1785-52-0 Usage

Uses

Used in Chemical Synthesis:
6,11-Dihydroxy-5,12-naphthacenedione is used as a synthetic intermediate for the production of tetracene derivatives, such as 5,6,11,12-tetrachlorotetracene. It is also utilized in the synthesis of (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis[isobenzofuran-1(3H)-one], which is an important compound in the field of organic chemistry.
Used in Supramolecular Chemistry:
In the field of supramolecular chemistry, 6,11-dihydroxy-5,12-naphthacenedione is used as a ligand for the synthesis of supramolecular coordination complexes (SCCs). These complexes have potential applications in various areas, including catalysis, sensing, and molecular recognition.
Used in Organometallic Chemistry:
6,11-Dihydroxy-5,12-naphthacenedione is employed in the synthesis of half-sandwich Ir, Rh-based organometallic molecular boxes. These organometallic complexes are of interest due to their unique structures and potential applications in catalysis and materials science.
Used in Self-Assembled Systems:
6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE is also used in the synthesis of self-assembled, chair-shaped dirhenium(I) macrocyclic compounds. Self-assembled systems are of great interest in the field of nanotechnology and materials science, as they can form complex structures with unique properties and potential applications in various fields, such as drug delivery, sensing, and energy storage.

Check Digit Verification of cas no

The CAS Registry Mumber 1785-52-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,8 and 5 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1785-52:
(6*1)+(5*7)+(4*8)+(3*5)+(2*5)+(1*2)=100
100 % 10 = 0
So 1785-52-0 is a valid CAS Registry Number.
InChI:InChI=1/C18H10O4/c19-15-9-5-1-2-6-10(9)16(20)14-13(15)17(21)11-7-3-4-8-12(11)18(14)22/h1-8,19-20H

1785-52-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 6,11-dihydroxytetracene-5,12-dione

1.2 Other means of identification

Product number -
Other names 5,12-dihydroxy-6,13-tetracenequinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1785-52-0 SDS

1785-52-0Relevant articles and documents

Synthesis, Rearrangement, and Hauser Annulation of 3-Isocyanophthalides

Mal, Dipakranjan,Ghosh, Ketaki,Chakraborty, Soumen

, p. 2473 - 2484 (2015/08/18)

3-Isocyanoisobenzofuran-1(3H)-ones (phthalides) were prepared in two steps from the corresponding phthalaldehydic acids. The 3-isocyanoisobenzofuran-1(3H)-ones are readily rearranged to the corresponding 3-cyanoisobenzofuran-1(3H)-ones using triflic anhyd

Direct access to 1,4-dihydroxyanthraquinones: The Hauser annulation reexamined with p-quinones

Mal, Dipakranjan,Ray, Sutapa,Sharma, Indrajeet

, p. 4981 - 4984 (2008/02/05)

(Chemical Equation Presented) 3-Phenylsulfanylphthalides (e.g. 8a) readily react with p-benzoquinones in the presence of LiOtBu in THF to furnish 1,4-dihydroxyanthraquinones in good yields and one-pot operations.

Diastereoselective Synthesis of Anthracyclinone Precursors

Flock, Markus,Nieger, Martin,Breitmaier, Eberhard

, p. 451 - 456 (2007/10/02)

Cycloaddition of various dienes such as 1-acetoxy-1,3-butadienes 4a, b or 1-phenylethoxy-1,3-butadienes 4c-g with 1,4-anthraquinones 3 affords tetracyclic precursors of anthracyclinone.Using the chiral substituted 1,3-butadienes 4 cycloadducts with d.e. >98percent are obtained.The high stereoselectivity is explained by ? stacking.Key Words: Anthracyclinones / Diels-Alder reactions, asymmetric / 1,4-Anthraquinone / Isoprenyl ethers / 1-Phenylethanol

METAL TEMPLATE ORTHO-ACYLATION OF PHENOLS; A NEW GENERAL APPROACH TO ANTHRACYCLINONES

Sartori, Giovanni,Casnati, Giuseppe,Bigi, Franca,Robles, Pasquale

, p. 1533 - 1536 (2007/10/02)

Direct and mild synthesis of dihydroxyanthraquinones including 4-demethoxy-7-deoxydaunomycinone 8 from ortho-phthaloyl dichloride and hydroquinone derivatives is described.

PHOTOCHROMISM OF PERI-ARYLOXY-p-QUINONES. SYNTHESIS OF SOME SUBSTITUTED PHENOXYNAPHTACENEQUINONES

Gerasimenko, Yu. E.,Poteleshchenko, N. T.,Romanov, V. V.

, p. 1651 - 1656 (2007/10/02)

11-Phenoxy-5,12-naphtacenequinones containing various substituents NO2, Cl, NH2, NHCOCH3, NHCH3, N(COCH3)CH3, N(CH3)2, NHC6H5, NHTs, OH, OCH3, OCOCH3 at position 6 were synthesized.The ability of these compounds to undergo reversible photoisomerization to the corresponding derivatives of 5,11-naphtacenequinone was established, and it was shown that it depends on the nature of the substituent.A series of 6-substituted 12-phenoxy-5,11-naphtacenequinones were obtained by photochemical means.

Oxidative Coupling of Furans and Naphthoquinones: a Potential Route to Anthracyclinones

Bridson, John N.,Bennett, Sharon M.,Butler, Gary

, p. 413 - 414 (2007/10/02)

2-Furyl-1,4-naphthoquinones have been prepared by treatment of mixtures of furans and naphthoquinones with chloranil and other oxidants, and used to synthesize quinizarin and 6,11-dihydroxynaphthacene-5,12-dione in a reaction sequence which promises great versatility.

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