7,18-dipentyl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone

• ChemBase ID: 140062
• Molecular Formular: C34H30N2O4
• Molecular Mass: 530.613
• Monoisotopic Mass: 530.22055745
• SMILES: CCCCCn1c(=O)c2ccc3c4ccc5c6c4c(ccc6c(=O)n(c5=O)CCCCC)c4c3c2c(cc4)c1=O
• Canonical SMILES: CCCCCn1c(=O)c2ccc3c4c2c(c1=O)ccc4c1c2c3ccc3c2c(cc1)c(=O)n(c3=O)CCCCC
• InChI: InChI=1S/C34H30N2O4/c1-3-5-7-17-35-31(37)23-13-9-19-21-11-15-25-30-26(34(40)36(33(25)39)18-8-6-4-2)16-12-22(28(21)30)20-10-14-24(32(35)38)29(23)27(19)20/h9-16H,3-8,17-18H2,1-2H3
• InChIKey: JNZZCMNXYAOLTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7,18-dipentyl-7,18-diazaheptacyclo[14.6.2.2^2,^5.0^3,^1^2.0^4,^9.0^1^3,^2^3.0^2^0,^2^4]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone
• IUPAC Traditional name: 7,18-dipentyl-7,18-diazaheptacyclo[14.6.2.2^2,^5.0^3,^1^2.0^4,^9.0^1^3,^2^3.0^2^0,^2^4]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone
• Synonyms: PTCDI-C5; N,N′-Dipentyl-3,4,9,10-perylenedicarboximide; N,N′-二戊基-3,4,9,10-苝二甲酰亚胺

Database IDs

• CAS Number: 76372-75-3
• MDL Number: MFCD08276855
• PubChem SID: 162234306; 24884669
• PubChem CID: 12662879

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 6.698046
• LogD (pH = 7.4): 6.698046
• Log P: 6.698046
• Molar Refractivity: 156.429 cm^3
• Polarizability: 63.044178 Å^3
• Polar Surface Area: 74.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >300 °C
• Absorption Wavelength: λmax 527 nm
• Fluorescence: λem ≤533 nm in chloroform
• Semiconductor Properties: N-type (mobility~10-4 cm2/V·s)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C34H30N2O4

DETAILS

Sigma Aldrich - 663921

Application
Electron-transporting (n-type) organic semiconductor suitable for fabrication of n-channel organic field-effect transistors (OFETs).1 OFETs with electron mobilities με ~ 10-2 cm2/Vs and current on/off ratios on the order of 104 were made based on 1-dimensional nanowires prepared from N,N′-Dipentyl-3,4,9,10-perylenedicarboximide.2
Packaging
500 mg in glass bottle