9,10-Dibromoanthracene

• CAS: 523-27-3
• Catalog Number: ACM523273
• Category: Bromine Series
• Molecular Weight: 336.02
• Molecular Formula: C14H8Br2
• Synonyms: Anthracene,9,10-dibromo-
• IUPAC Name: 9,10-dibromoanthracene
• SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2Br)Br
• InChI: InChI=1S/C14H8Br2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H
• InChI Key: BRUOAURMAFDGLP-UHFFFAOYSA-N
• Melting Point: 227 °C
• Density: 1.7167 (estimate)
• Appearance: Yellow to Orange to Green powder to crystal
• Application: The purpose of 9,10-Dibromoanthracene is multifaceted, as it serves primarily as a dibrominated polycyclic aromatic hydrocarbon (PAH) used in various chemical and photochemical reactions. As a low-molecular-weight organic semiconductor, it has the unique ability to act as an energy acceptor and activator in processes that produce chemiluminescence. This compound, characterized by two bromine atoms substituted on the central ring of anthracene, offers extended conjugation through functional groups, enabling reactions such as Stille and Suzuki couplings. Additionally, 9,10-Dibromoanthracene has the notable distinction of being the first single molecule with a chemical reaction observed using advanced microscopy techniques. Its role extends to serving as an initiator in visible-spectrum solar-light-mediated benzylic C-H oxygenation, activated by solar light or blue LED, making it an invaluable component in modern organic synthesis and photochemical applications.
• Complexity: 203
• Covalently-Bonded Unit Count: 1
• EC Number: 208-342-4
• Exact Mass: 335.89723g/mol
• Formal Charge: 0
• Hazard Statements: H315-H319-H335
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Heavy Atom Count: 16
• LogP: 6.29 (LogP)
• MDL Number: MFCD00001244
• Monoisotopic Mass: 333.89928g/mol
• NSC Number: 6263
• Precautionary Statements: P261-P280-P302+P352-P305+P351+P338
• RIDADR: UN 3265 8 / PGII
• Rotatable Bond Count: 0
• Signal Word: Warning
• Solubility In Water: Insoluble
• Symbol: GHS05
• UNII: 61CP7C5Y82
• XLogP3: 5.8

Custom Q&A

What is the molecular formula of 9,10-Dibromoanthracene?

The molecular formula of 9,10-Dibromoanthracene is C14H8Br2.

What is the molecular weight of 9,10-Dibromoanthracene?

The molecular weight of 9,10-Dibromoanthracene is 336.02 g/mol.

What is the IUPAC name of 9,10-Dibromoanthracene?

The IUPAC name of 9,10-Dibromoanthracene is 9,10-dibromoanthracene.

What is the InChI of 9,10-Dibromoanthracene?

The InChI of 9,10-Dibromoanthracene is InChI=1S/C14H8Br2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H.

What is the InChIKey of 9,10-Dibromoanthracene?

The InChIKey of 9,10-Dibromoanthracene is BRUOAURMAFDGLP-UHFFFAOYSA-N.

What is the canonical SMILES of 9,10-Dibromoanthracene?

The canonical SMILES of 9,10-Dibromoanthracene is C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2Br)Br.

What is the CAS number of 9,10-Dibromoanthracene?

The CAS number of 9,10-Dibromoanthracene is 523-27-3.

What is the XLogP3-AA value of 9,10-Dibromoanthracene?

The XLogP3-AA value of 9,10-Dibromoanthracene is 5.8.

What is the topological polar surface area of 9,10-Dibromoanthracene?

The topological polar surface area of 9,10-Dibromoanthracene is 0Ų.