1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride

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CAS:156028-26-1
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1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride manufacturers

1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride Basic information
Product Name:1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride
Synonyms:6,7,12,13-Tetrachloro-3,4,9,10-perylene tetracarboxylic acid;1,6,7,12-TETRACHLOROPERYLENE TETRACARBOXYLIC ACID DIANHYDRIDE;TETRACHLOROPERYLENE TETRACARBOXYLIC ACID DIANHYDRIDE;1,6,7,12-Tetrachloro-3,4,9,10-perylene-tetracarboxylic acid dianhydride;6,7,12,13-Tetrachloro-3,4,9,10-perylene tetracarboxylic acid dianhydride;1,6,7,12-Terachloro-3,4,9,10-teraanhydrideperylene;TETRACHLOROPERYLENE TETRACARBOXYLIC ACID DIANHYDRIDE: TECH.;1,6,7,12-TETRACHLORO-3,4,9-PERYLENE TETRACARBOXYLIC ACID
CAS:156028-26-1
MF:C24H4Cl4O6
MW:530.1
EINECS:937-421-2
Product Categories:
Mol File:156028-26-1.mol
1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride Structure
1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride Chemical Properties
Boiling point 757.1±55.0 °C(Predicted)
density 1.962±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMSO (Slightly, Heated)
form Solid
color Red
Stability:Moisture Sensitive
InChIInChI=1S/C24H4Cl4O6/c25-9-1-5-13-6(22(30)33-21(5)29)2-11(27)17-18-12(28)4-8-14-7(23(31)34-24(8)32)3-10(26)16(20(14)18)15(9)19(13)17/h1-4H
InChIKeyYGRXZLAMYLGXMF-UHFFFAOYSA-N
SMILESC1(=O)OC(=O)C2=CC(Cl)=C3C4=C2C1=CC(Cl)=C4C1=C2C4=C(C=C1Cl)C(=O)OC(=O)C4=CC(Cl)=C32
CAS DataBase Reference156028-26-1(CAS DataBase Reference)
Safety Information
MSDS Information
1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride Usage And Synthesis
Uses1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride is a perylene derivative used in the preparation of fluorofluorescent perylene bisimides for use in perfluorinated liquids. The fluorescence of 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride has made it a viable target for use as fluorescent liquid crystals.
Synthesis
3,4,9,10-Perylenetetracarboxylic dianhydride

128-69-8

1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride

156028-26-1

3,4,9,10-tetracarboxylic dianhydride (3.30 g, 8.41 mmol) was used as a raw material, mixed with chlorosulfonic acid (20 mL, 300 mmol) and iodine (0.56 g, 2.20 mmol), and the reaction was stirred for 30 hours at 65 °C. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently added slowly dropwise to an ice-water mixture. The precipitated red solid product was collected by filtration in a yield of 4.14 g in 92% yield. The product was analyzed by 1H NMR (d-DMSO, ppm) showing: 8.75 (s, 4H, aryl proton). 13C NMR (d-DMSO, ppm) analysis showed: 119.75, 125.29, 129.5, 134.88, 136.22, 158.16, 168.53. mass spectral (EI) analysis showed: m/z 532.

References[1] Journal of the American Chemical Society, 2008, vol. 130, # 26, p. 8271 - 8279
[2] Synlett, 2018, vol. 29, # 19, p. 2509 - 2514
[3] Journal of the American Chemical Society, 2015, vol. 137, # 15, p. 5210 - 5224
[4] ACS Combinatorial Science, 2016, vol. 18, # 12, p. 723 - 739
[5] Polymer, 2014, vol. 55, # 23, p. 6058 - 6068
1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride Preparation Products And Raw materials
Raw materials3,4,9,10-Perylenetetracarboxylic dianhydride
Preparation Products5,6,12,13-tetrachloroanthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2H,9H)-tetrone
Tag:1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride(156028-26-1) Related Product Information
Isopropyl chloroformate 3-Chloroperoxybenzoic acid 4-(Chloromethyl)benzoic acid 3,3',4,4'-Biphenyltetracarboxylic dianhydride 2-Sulfobenzoic anhydride Benzoic anhydride Benzyl chloroformate Methyl chloroformate Ethyl chloroformate 1-CHLOROANTHRACENE Perylene 3,4,9,10-Perylenetetracarboxylic dianhydride 2-ANTHRACENECARBOXYLIC ACID 2,7-dichloronaphthalene ANTHRACENE-2,6-DICARBOXYLIC ACID 2-HYDROXYMETHYLPHENANTHRENE 3,9-perylenedicarboxylic acid 1,6,7,12-Tetrachloroperylene tetracarboxylic acid dianhydride

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