3,3-dimethyl-10-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene

• ChemBase ID: 53555
• Molecular Formular: C29H24N6
• Molecular Mass: 456.54106
• Monoisotopic Mass: 456.2062448
• SMILES: c12c3NC(Nc1cccc2c(/N=N/c1c2c(c(/N=N/c4ccccc4)cc1)cccc2)cc3)(C)C
• Canonical SMILES: CC1(C)Nc2ccc(c3c2c(N1)ccc3)/N=N/c1ccc(c2c1cccc2)/N=N/c1ccccc1
• InChI: InChI=1S/C29H24N6/c1-29(2)30-26-14-8-13-22-25(17-18-27(31-29)28(22)26)35-34-24-16-15-23(20-11-6-7-12-21(20)24)33-32-19-9-4-3-5-10-19/h3-18,30-31H,1-2H3/b33-32+,35-34+
• InChIKey: YCUVUDODLRLVIC-VPHDGDOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,3-dimethyl-10-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene; 3,3-dimethyl-8-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaene; 3,3-dimethyl-8-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene; 3,3-dimethyl-8-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-diazatricyclo[7.3.1.0^5,^1^3]trideca-1(12),5,7,9(13),10-pentaene; 3,3-dimethyl-10-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene
• IUPAC Traditional name: sudan black B; 3,3-dimethyl-8-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene; 3,3-dimethyl-8-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-diazatricyclo[7.3.1.0^5,^1^3]trideca-1(12),5,7,9(13),10-pentaene; 3,3-dimethyl-10-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene
• Synonyms: 2,2-Dimethyl-6-{[4-(phenyldiazenyl)-1-naphthyl]-diazenyl}-2,3-dihydro-1H-perimidine; Sudan Black; C.I. 26150; Ceres black BN; Fat Black HB; Solvent Black 3; Sudan Black B; Solvent Black 3, Fat Black HB; Sudan Black B

Database IDs

• CAS Number: 4197-25-5
• EC Number: 224-087-1
• MDL Number: MFCD00006919
• Beilstein Number: 723248
• PubChem SID: 24851932; 162058318
• PubChem CID: 61336
• Chemspider ID: 55272
• MeSH Name: Sudan+Black+B
• Wikipedia Title: Sudan_Black_B
• Color Index Number: 26150

CALCULATED PROPERTIES

• Acid pKa: 14.779102
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 8.12531
• LogD (pH = 7.4): 8.12571
• Log P: 8.125714
• Molar Refractivity: 150.6886 cm^3
• Polarizability: 55.024315 Å^3
• Polar Surface Area: 73.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 120- 124°C; 120-124 °C(lit.); 120-124°C; 120–124 °C
• Absorption Wavelength: λmax 415 nm (2nd); λmax 598 nm

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: SD4431500
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: Dye Content ~90%
• Grade: certified by the Biological Stain Commission; for microscopy; practical grade
• Empirical Formula (Hill Notation): C29H24N6

DETAILS

MP Biomedicals - 02152088

C.I. 26150
Dye Content: ~ 90%
High purity histochemical stain for chromosomes, Golgi apparatus, leucocyte (neutrophil) granules.

Sigma Aldrich - 86015

Application
An excellent fat stain for animal tissue, bacteria and other microorganisms, leucocyte granules and Golgi apparatus.

Sigma Aldrich - 199664

Packaging
25 g in glass bottle
Suitability
Certified as a fat staining using the Churukian variant of the Lillie-Ashburn supersaturated isopropanol method. Sudan III is substituted for the oil red O in the procedure. Burdon′s stain for bacterial lipid.