1,7-Dibromo-3,4,9,10-perylenetetracarboxylic Dianhydride - ≥94% , CAS No.118129-60-5

CAS: 118129-60-5 Cat. No.: D155968 Molecular Weight: 550.11 EC Number: 695-253-2

GRADE & PURITY ≥94%

Synonyms

AMY28730 | 1,7-Dibromo-3,4,9,10-tetracarboxylic acid dianhydride | F11307 | GS-5769 | 5,12-Dibromoperylo[10,9-cd:3,4-c'd']dipyran-1,3,8,10-tetrone | AKOS016003164 | MFCD11870875 | 11,22-dibromo-7,18-dioxaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hex

Storage

Protected from light,Room temperature,Argon charged,Cool

Shipped In

Normal

Overview

Synthetic building block of high-mobility air-stable n-type semiconductors (electron-transport small organic molecules and polymers).

Specifications

Synonyms

AMY28730 | 1, 7-Dibromo-3, 4, 9, 10-tetracarboxylic acid dianhydride | F11307 | GS-5769 | 5, 12-Dibromoperylo[10, 9-cd:3, 4-c'd']dipyran-1, 3, 8, 10-tetrone | AKOS016003164 | MFCD11870875 | 11, 22-dibromo-7, 18-dioxaheptacyclo[14.6.2.22, 5.03, 12.04, 9.013, 23.020, 24]hex

Specifications & Purity

≥94%

Storage

Protected from light, Room temperature, Argon charged, Cool

Shipped In

Normal

Purity

≥94%

Names and Identifiers

• Pubchem Sid: 504766006
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766006
• Canonical Smiles: C1=CC2=C3C(=CC(=C4C3=C1C5=C(C=C6C7=C(C=CC4=C57)C(=O)OC6=O)Br)Br)C(=O)OC2=O
• IUPAC Name: 11,22-dibromo-7,18-dioxaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-6,8,17,19-tetrone
• InChIKey: WPBVUAVIGWNDGT-UHFFFAOYSA-N
• INCHI: 1S/C24H6Br2O6/c25-13-5-12-16-10(22(28)32-24(12)30)4-2-8-18-14(26)6-11-15-9(21(27)31-23(11)29)3-1-7(19(15)18)17(13)20(8)16/h1-6H
• Isomeric SMILES: C1=CC2=C3C(=CC(=C4C3=C1C5=C(C=C6C7=C(C=CC4=C57)C(=O)OC6=O)Br)Br)C(=O)OC2=O
• Molecular Weight: 550.11
• Reaxy-Rn: 8020633
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8020633&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Naphthopyrans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Naphthopyrans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthopyrans
• Alternative Parents: Phenanthrenes and derivatives Anthracenes Isocoumarins and derivatives 2-benzopyrans Pyranones and derivatives Aryl bromides Heteroaromatic compounds Lactones Oxacyclic compounds Organooxygen compounds Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Anthracene - Naphthopyran - Phenanthrene - Isocoumarin - Benzopyran - 2-benzopyran - Pyranone - Aryl bromide - Aryl halide - Benzenoid - Pyran - Heteroaromatic compound - Lactone - Oxacycle - Organobromide - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthopyrans. These are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive,light sensitive
• Melt Point(°C): 360°C
• Molecular Weight: 550.100 g/mol
• XLogP3: 5.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 549.851 Da
• Monoisotopic Mass: 547.853 Da
• Topological Polar Surface Area: 86.700 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 861.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Bo Zhang, Shoufeng Wang, Shihao Min, Kang Li, Longtian Kang, Wenlie Lin.  (2024)  Synthesis of bay-substituted perylene diimide as bifunctional photocatalyst for enhanced water oxidation and hydrogen peroxide generation.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2024.114116]