DAN

• CAS: 771-97-1
• Catalog Number: ACM771971-2
• Category: Other Fluorophores
• Molecular Weight: 158.2
• Molecular Formula: C10H10N2
• Synonyms: 2,3-Diaminophthalene
• IUPAC Name: Naphthalene-2,3-diamine
• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)N)N
• InChI: InChI=1S/C10H10N2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H,11-12H2
• InChI Key: XTBLDMQMUSHDEN-UHFFFAOYSA-N
• Boiling Point: 273.29 °C
• Melting Point: 197 - 203 °C
• Density: 1.0968 g/ml
• Appearance: Off-white to light brown solid
• Application: DAN, a colorless to white crystalline powder, serves as a versatile reagent with several important applications. It is used in the preparation of precursors for multi-layer 3D materials involving chiral organic sandwich compounds. Furthermore, DAN is highly effective as a colorimetric and fluorometric reagent for detecting selenium and can also be employed in the fluorometric determination of nitrite. In particular, DAN reacts with nitrosonium, which is formed from nitrite at low pH, to produce the fluorescent dye 1 H-naphthotriazole, allowing for the detection of nitrite concentrations ranging from 10 nM to 10 μM. This reaction is notably compatible with a 96-well format, facilitating its use in various analytical applications. Additionally, DAN is also useful for the detection of ketones and alpha-keto acids. This makes DAN a critical tool in rigorous scientific and analytical procedures.
• Storage: Stored at +4 °C
• Complexity: 140
• Covalently-Bonded Unit Count: 1
• EC Number: 212-241-0
• Emission Maximum: 406 nm
• Exact Mass: 158.084398g/mol
• Excitation Maximum: 364 nm
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Heavy Atom Count: 12
• LogP: 1.54 (LogP)
• Monoisotopic Mass: 158.084398g/mol
• NSC Number: 62692
• Rotatable Bond Count: 0
• UNII: 2BNZ6BRS87
• XLogP3: 1.9

Synthetic Use

Upstream Synthesis Route 1

• 2050-75-1

• 771-97-1

Reference: [1] Oriental Journal of Chemistry, 2017, vol. 33, # 2, p. 821 - 828

Upstream Synthesis Route 2

• 92-44-4

• 771-97-1

Reference: [1] Chemische Berichte, 1894, vol. 27, p. 764
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 3, p. 496
[3] Journal of the Chemical Society, 1910, vol. 97, p. 1716
[4] Oriental Journal of Chemistry, 2017, vol. 33, # 2, p. 821 - 828

Upstream Synthesis Route 3

• 5417-63-0

• 771-97-1

Reference: [1] Helvetica Chimica Acta, 1937, vol. 20, p. 520,524

Downstream Synthesis Route 1

• 590-92-1
• 771-97-1

• 109966-81-6

Reference: [1]Chemische Berichte,1959,vol. 92,p. 2902,2912

Downstream Synthesis Route 2

• 64-18-6
• 771-97-1

• 269-07-8

Reference: [1]Journal of the American Chemical Society,2013,vol. 135,p. 6411 - 6414

* For details of the synthesis route, please refer to the original source to ensure accuracy.