Photorome III

Base Information

• Chemical Name: Photorome III
• CAS No.: 119980-36-8
• Molecular Formula: C26H22 N2 O
• Molecular Weight: 378.473
• European Community (EC) Number: 623-342-8
• DSSTox Substance ID: DTXSID20395960
• Nikkaji Number: J686.714F
• Mol file: 119980-36-8.mol

Synonyms:Photorome III;119980-36-8;1,3,3-trimethylspiro[indole-2,2'-phenanthro[9,10-b][1,4]oxazine];1 3-DIHYDRO-1 3 3-TRIMETHYLSPIRO(INDOLE;1,3,3-trimethyl-1,3-dihydrospiro[indole-2,2'-phenanthro[9,10-b][1,4]oxazine];Oprea1_720646;SCHEMBL12936624;DTXSID20395960;STL325597;AKOS000513689;1,3-Dihydro-1,3,3-trimethylspiro[2H-indole-2,3-[3H]phenanthr[9,10-b](1,4)oxazine];1',3',3'-Trimethylspiro[2H-1-oxa-4-azatriphenylene-2,2'-indoline]

Chemical Property of Photorome III

Chemical Property:

• Melting Point: 193-195 °C(lit.)
• Boiling Point: 605.4oC at 760 mmHg
• Flash Point: 320oC
• PSA: 24.83000
• Density: 1.22g/cm3
• LogP: 5.71220
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 378.173213330
• Heavy Atom Count: 29
• Complexity: 674

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2N(C13C=NC4=C(O3)C5=CC=CC=C5C6=CC=CC=C64)C)C
• General Description: 1,3-Dihydro-1,3,3-trimethylspiro(indole) derivatives, such as spirooxazines, exhibit photochromic properties, transitioning between colorless and colored forms under light exposure. These compounds demonstrate solvatochromic effects and exist in quinoid forms when activated. Their photochromic and thermochromic behaviors are influenced by molecular environment, with enhanced colorability observed in certain micellar systems (e.g., CTAB, TX-100) but reduced in inverted micelles. Nitration modifications can retain photochromism when targeted at specific ring positions.

Technology Process of Photorome III

There total 7 articles about Photorome III which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 25.0%

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + 9-hydroxy-10-nitroso-phenanthrene (96794-13-7) → 1',3',3'-trimethylspiro(indoline-2',2-2H-phenanthro[9,10-b][1,4]oxazine) (119980-36-8)

Guidance literature:

In ethanol; n-heptane; for 1h; Heating;

DOI:10.1002/hlca.19920750419

Reference yield:

9-Phenanthrol (484-17-3) → 1',3',3'-trimethylspiro(indoline-2',2-2H-phenanthro[9,10-b][1,4]oxazine) (119980-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 0.5 N NaOH, 2.) NaNO₂, conc. H₂SO₄ / 2.) 30 min, 0 deg C

2: 25 percent / heptane; ethanol / 1 h / Heating

With sodium hydroxide; sulfuric acid; sodium nitrite; In ethanol; n-heptane;

DOI:10.1002/hlca.19920750419

Reference yield:

10-[(Z)-1,3,3-Trimethyl-1,3-dihydro-indol-(2E)-ylidenemethylimino]-10H-phenanthren-9-one (129864-88-6) → 1',3',3'-trimethylspiro(indoline-2',2-2H-phenanthro[9,10-b][1,4]oxazine) (119980-36-8)

Guidance literature:

In n-heptane; at -20 ℃; Rate constant; Thermodynamic data; E_a; other solvents and polymeric matrices; other temp.;

DOI:10.1007/BF00957841

upstream raw materials:

1,3,3-Trimethyl-2-methyleneindoline

9-hydroxy-10-nitroso-phenanthrene

10-[(Z)-1,3,3-Trimethyl-1,3-dihydro-indol-(2E)-ylidenemethylimino]-10H-phenanthren-9-one

10-[(E)-1,3,3-Trimethyl-1,3-dihydro-indol-(2Z)-ylidenemethylimino]-10H-phenanthren-9-one