5,13-dimethyl-1,9-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10(15),11,13-hexaene

• ChemBase ID: 138385
• Molecular Formular: C17H18N2
• Molecular Mass: 250.33822
• Monoisotopic Mass: 250.14699859
• SMILES: Cc1ccc2c(c1)CN1CN2Cc2c1ccc(c2)C
• Canonical SMILES: Cc1ccc2c(c1)CN1CN2Cc2c1ccc(c2)C
• InChI: InChI=1S/C17H18N2/c1-12-3-5-16-14(7-12)9-18-11-19(16)10-15-8-13(2)4-6-17(15)18/h3-8H,9-11H2,1-2H3
• InChIKey: SXPSZIHEWFTLEQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,13-dimethyl-1,9-diazatetracyclo[7.7.1.0^2,^7.0^1^0,^1^5]heptadeca-2,4,6,10(15),11,13-hexaene
• IUPAC Traditional name: 5,13-dimethyl-1,9-diazatetracyclo[7.7.1.0^2,^7.0^1^0,^1^5]heptadeca-2,4,6,10(15),11,13-hexaene
• Synonyms: 2,8-Dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine; Troger’s Base; (5S,11S)-(+)-2,8-Dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine; (+)-Tröger’s base; (5R,11R)-(-)-2,8-Dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocin; (-)-Tröger’s base; 2,8-二甲基-6H,12H-5,11-亚甲基二苯并[b,f][1,5]二氮芳辛; Troger 碱; (5R,11R)-(+)-2,8-二甲基-6H,12H-5,11-亚甲基二苯并[b,f][1,5]二吖辛因; (+)-Tröger 碱; (-)-Tröger 碱; (-)-Tröger's base

Database IDs

• CAS Number: 14645-24-0; 529-81-7; 21451-74-1
• MDL Number: MFCD00151117; MFCD00134397; MFCD00151116
• Beilstein Number: 88612; 88611
• PubChem SID: 24847554; 24865470; 162232641; 24865471
• PubChem CID: 196981

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.6304526
• LogD (pH = 7.4): 4.6304526
• Log P: 4.6304526
• Molar Refractivity: 81.0053 cm^3
• Polarizability: 29.82426 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-131 °C; 127-131 °C(lit.); 133-136 °C(lit.)
• Optical Rotation: [α]20/D +280°, c = 0.5 in hexane; [α]20/D +283±4°, c = 0.3% in hexane; [α]20/D -283±4°, c = 0.3% in hexane

Safety Information

• RTECS: PB9260000
• European Hazard Symbols: Nature polluting (N); Irritant (Xi); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-50/53; 36/37/38
• Safety Statements: 26; 26-36; 26-60-61
• GHS Pictograms: GHS06; GHS07; GHS09
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H301-H400; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P273-P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥99%; ≥99.0%; ≥99.0% (sum of enantiomers, HPLC); 98%
• Grade: Flukabrand™ ChiraSelect reagent; for chiral derivatization
• Optical Purity: enantiomeric ratio: ≥99.5:0.5 (HPLC)
• Empirical Formula (Hill Notation): C17H18N2

DETAILS

Sigma Aldrich - 374644

Packaging
100 mg in glass bottle
Application
Employed as a chiral solvating agent.1
Legal Information
Flukabrand is a trademark of Sigma-Aldrich GmbH

Sigma Aldrich - 132225

Packaging
5 g in glass bottle

Sigma Aldrich - 374652

Application
Employed as a chiral solvating agent.1
Legal Information
Flukabrand is a trademark of Sigma-Aldrich GmbH

Sigma Aldrich - 40764

Other Notes
Chiral diamine with hindered inversion at the nitrogen atoms1
Packaging
100 mg in glass bottle