1,3,3-trimethyl-1,3-dihydrospiro[indole-2,3'-naphtho[2,1-b][1,4]oxazine]

• ChemBase ID: 122527
• Molecular Formular: C22H20N2O
• Molecular Mass: 328.407
• Monoisotopic Mass: 328.15756327
• SMILES: C12(N(c3c(C1(C)C)cccc3)C)Oc1c(N=C2)c2c(cc1)cccc2
• Canonical SMILES: CN1c2ccccc2C(C21C=Nc1c(O2)ccc2c1cccc2)(C)C
• InChI: InChI=1S/C22H20N2O/c1-21(2)17-10-6-7-11-18(17)24(3)22(21)14-23-20-16-9-5-4-8-15(16)12-13-19(20)25-22/h4-14H,1-3H3
• InChIKey: CQTRKDFIQFOAQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,3-trimethyl-1,3-dihydrospiro[indole-2,3'-naphtho[2,1-b][1,4]oxazine]
• IUPAC Traditional name: 1,3,3-trimethylspiro[indole-2,3'-naphtho[2,1-b][1,4]oxazine]
• Synonyms: Photorome I; 1,3-Dihydro-1,3,3-trimethylspiro[2H-indole-2,3′-[3H]naphth[2,1-b][1,4]oxazine]; 1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b][1,4]oxazine]; 1,3-二氢-1,3,3-三甲基螺[2H-吲哚-2,3′-[3H]萘并[2,1-b][1,4]噁嗪]

Database IDs

• CAS Number: 27333-47-7
• MDL Number: MFCD00013318
• PubChem SID: 24859324; 162216880
• PubChem CID: 594662

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.8698955
• LogD (pH = 7.4): 5.8701186
• Log P: 5.8701215
• Molar Refractivity: 102.5105 cm^3
• Polarizability: 39.540447 Å^3
• Polar Surface Area: 24.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 128-130 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C22H20N2O

DETAILS

Sigma Aldrich - 322547

Application
Photochromic dye.
Packaging
1 g in glass bottle
250 mg in glass bottle