82-37-1

Basic information

• Product Name: 9,10-dihydro-9,10-dioxoanthracenediazonium hydrogen sulphate
• Synonyms: 9,10-dihydro-9,10-dioxoanthracenediazonium hydrogen sulphate
• CAS NO: 82-37-1
• Molecular Formula: C14H8N2O6S
• Molecular Weight: 332.28812
• EINECS: 201-416-7
• Mol File: 82-37-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9,10-dihydro-9,10-dioxoanthracenediazonium hydrogen sulphate(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-dihydro-9,10-dioxoanthracenediazonium hydrogen sulphate(82-37-1)
• EPA Substance Registry System: 9,10-dihydro-9,10-dioxoanthracenediazonium hydrogen sulphate(82-37-1)

Safety Data

• Hazardous Substances Data: 82-37-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H7N2O2.H2O4S/c15-16-11-7-3-6-10-12(11)14(18)9-5-2-1-4-8(9)13(10)17;1-5(2,3)4/h1-7H;(H2,1,2,3,4)/q+1;/p-2

Upstream product

• 82-45-1 1-amino-9,10-anthracenedione 

Downstream Products

• 569-06-2 1-fluoro-9,10-anthraquinone 
• 7651-80-1 1-fluoroanthracene 
• 91323-97-6 5-Cyclohexylamino-6-oxo-6H-anthra[9,1-bc]furan-2-carboxylic acid methyl ester 

Relevant articles and documents

Synthesis of 9,10-anthracenedione diethyldithiocarbamates

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Improved solid-state photomechanical materials by fluorine substitution of 9-anthracene carboxylic acid

Four fluorinated derivatives of 9-anthracene carboxylic acid (9AC), a molecule that shows a reversible photomechanical response in its crystal form, have been synthesized and characterized. The spectroscopic properties and crystal structures of 4-fluoro-9-anthracene carboxylic acid (4F-9AC), 2-fluoro-9-anthracene carboxylic acid (2F-9AC), 10-fluoro-9-anthracene carboxylic acid (10F-9AC), and 2,6-difluoro-9-anthracene carboxylic acid (2,6DF-9AC) are all very similar to those of 9AC. However, their photomechanical properties vary widely. 405 nm light was used to induce [4 + 4] photodimerization and a mechanical response in crystalline microneedles and ribbons. Both the photodimer dissociation rate and the mechanical recovery varied by more than an order of magnitude, with 4F-9AC exhibiting the most rapid recovery time, on the order of 30 s. Nanoindentation measurements show that this crystal has a slightly reduced elastic modulus and a significantly reduced hardness, making it less brittle than the 9AC crystal. Large 4F-9AC crystals remain intact after irradiation, without fragmenting, while microneedles can undergo more than 100 mechanical bending cycles. Given the similarity of the crystal packing in all five molecules, the improved photomechanical properties must arise from subtle changes in intermolecular interactions or possibly differences in disorder. These results demonstrate that it is possible to significantly improve the properties of photomechanical materials through small modifications of the molecular structure.