9-Bromoanthracene

• CAS: 1564-64-3
• Catalog Number: ACM1564643
• Category: Bromine Series
• Molecular Weight: 257.12g/mol
• Molecular Formula: C14H9Br
• IUPAC Name: 9-bromoanthracene
• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2Br
• InChI: InChI=1S/C14H9Br/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H
• InChI Key: ZIRVQSRSPDUEOJ-UHFFFAOYSA-N
• Application: 9-Bromoanthracene is a versatile chemical compound primarily used as an intermediate in the synthesis of 9-substituted derivatives of anthracene, a polycyclic aromatic hydrocarbon (PAH). It appears as a white to light yellow crystal powder, with a boiling point of 190°C under controlled conditions and a relative density of 1.409. Its solubility in acetic acid and carbon disulfide makes it particularly useful in various chemical reactions. This compound exhibits unique properties, such as the ability to photodimerize reversibly upon exposure to long-wavelength ultraviolet light, making its photodimers effective as alkyl halide initiators in atom transfer radical polymerization (ATRP) reactions. 9-Bromoanthracene is also involved in the Sonogashira reaction with ethynyltrimethylsilane, leading to diverse products, like 9-(trimethylsilylethynyl)anthracene, through mechanistic pathways involving palladium catalysts. Additionally, it can be used in Friedel-Crafts acylation reactions to synthesize specific aromatic compounds, such as 6-bromoaceanthrylene-1,2-dione. One notable application is the formation of charge-transfer complexes, exemplified by its co-crystal with picric acid, which displays reduced impact sensitivity due to strong π-π interactions. This myriad of applications underscores the importance of 9-Bromoanthracene in organic synthesis and materials science.
• Complexity: 203
• Covalently-Bonded Unit Count: 1
• EC Number: 216-359-3
• Exact Mass: 255.98876g/mol
• Formal Charge: 0
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Heavy Atom Count: 15
• LogP: 5.37 (LogP)
• Monoisotopic Mass: 255.98876g/mol
• NSC Number: 803
• Rotatable Bond Count: 0
• UNII: 4KA5657H57
• XLogP3: 5.2

Custom Q&A

What is the PubChem CID for 9-Bromoanthracene?

The PubChem CID for 9-Bromoanthracene is 74062.

What is the molecular formula of 9-Bromoanthracene?

The molecular formula of 9-Bromoanthracene is C14H9Br.

What is the molecular weight of 9-Bromoanthracene?

The molecular weight of 9-Bromoanthracene is 257.12 g/mol.

What is the IUPAC name of 9-Bromoanthracene?

The IUPAC name of 9-Bromoanthracene is 9-bromoanthracene.

What is the InChI of 9-Bromoanthracene?

The InChI of 9-Bromoanthracene is InChI=1S/C14H9Br/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H.

What is the InChIKey of 9-Bromoanthracene?

The InChIKey of 9-Bromoanthracene is ZIRVQSRSPDUEOJ-UHFFFAOYSA-N.

What is the canonical SMILES of 9-Bromoanthracene?

The canonical SMILES of 9-Bromoanthracene is C1=CC=C2C(=C1)C=C3C=CC=CC3=C2Br.

What is the CAS number of 9-Bromoanthracene?

The CAS number of 9-Bromoanthracene is 1564-64-3.

What is the Hydrogen Bond Donor Count of 9-Bromoanthracene?

The Hydrogen Bond Donor Count of 9-Bromoanthracene is 0.

Is 9-Bromoanthracene a canonicalized compound?

Yes, 9-Bromoanthracene is a canonicalized compound according to PubChem.