3,3-Diphenyl-3H-benzo[f]chromene

Base Information

• Chemical Name: 3,3-Diphenyl-3H-benzo[f]chromene
• CAS No.: 4222-20-2
• Deprecated CAS: 1613045-99-0
• Molecular Formula: C25H18O
• Molecular Weight: 334.417
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID0063365
• Nikkaji Number: J446.500H
• Wikidata: Q72473418
• Mol file: 4222-20-2.mol

Synonyms:4222-20-2;3,3-Diphenyl-3H-benzo[f]chromene;3,3-Diphenyl-3H-naphtho[2,1-b]pyran;3,3-diphenylbenzo[f]chromene;3H-Naphtho[2,1-b]pyran, 3,3-diphenyl-;3H-Naphtho(2,1-b)pyran, 3,3-diphenyl-;C25H18O;Oprea1_449954;Oprea1_568725;SCHEMBL361847;DTXSID0063365;2,2-Diphenyl-2H-1-oxaphenanthrene;C25-H18-O;MFCD00369541;AKOS000513793;AS-60963;3,3-diphenyl-[3H]-naphto[2,1-b]pyrane;CS-0186734;D3197;FT-0745811;D90152;A825814

Chemical Property of 3,3-Diphenyl-3H-benzo[f]chromene

Chemical Property:

• Appearance/Colour: Photochromic dye
• Vapor Pressure: 4.67E-10mmHg at 25°C
• Melting Point: 160 °C
• Refractive Index: 1.679
• Boiling Point: 511.1 °C at 760 mmHg
• Flash Point: 265.1 °C
• PSA: 9.23000
• Density: 1.187 g/cm³
• LogP: 6.18920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 334.135765193
• Heavy Atom Count: 26
• Complexity: 478

Purity/Quality:

98%, ^*data from raw suppliers

3,3-Diphenyl-3H-naphtho[2,1-b]pyran >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(C=CC3=C(O2)C=CC4=CC=CC=C43)C5=CC=CC=C5
• Use Description: 3,3-Diphenyl-3H-naphtho[2,1-b]pyran, a chemical compound, finds various applications in different fields. In the field of organic chemistry, it serves as a valuable starting material for the synthesis of more complex organic compounds due to its unique structural features. In the pharmaceutical industry, it may be used as a scaffold for designing new drugs, taking advantage of its aromatic ring system. Furthermore, in the realm of materials science, this compound can play a role in the development of organic materials for optoelectronic devices such as organic light-emitting diodes (OLEDs) or organic photovoltaics (OPVs) because of its potential light-absorbing properties. Its versatility in serving as a chemical building block, pharmaceutical intermediate, and materials component highlights its importance in these diverse fields of science and technology.

Technology Process of 3,3-Diphenyl-3H-benzo[f]chromene

There total 16 articles about 3,3-Diphenyl-3H-benzo[f]chromene 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: 98.0%

1,1-diphenyl-2-propyn-1-ol (3923-52-2) + β-naphthol (135-19-3) → 3,3-diphenyl-3H-naphtho[2,1-b]pyran (4222-20-2)

Guidance literature:

With sodium hydroxide; toluene-4-sulfonic acid; In hexane; benzene;

Reference yield: 75.0%

3,3-diphenyl-2-propenal (1210-39-5) + β-naphthol (135-19-3) → 3,3-diphenyl-3H-naphtho[2,1-b]pyran (4222-20-2)

Guidance literature:

With benzoic acid; 3,5-bis-trifluromethylphenylboronic acid; In n-heptane; at 80 ℃; for 17h; Sealed tube;

DOI:10.1039/c6ob01026a

Reference yield: 66.0%

1,1-Diphenylethylene (530-48-3) + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → 3,3-diphenyl-3H-naphtho[2,1-b]pyran (4222-20-2)

Guidance literature:

With trifluorormethanesulfonic acid; trimethyl orthoformate; In toluene; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.03.090

upstream raw materials:

3H-benzo[f]chromen-3-one

phenylmagnesium iodide

1,1-diphenyl-2-propyn-1-ol

β-naphthol

Downstream raw materials:

1-[3,3-Diphenyl-prop-2-en-(E)-ylidene]-1H-naphthalen-2-one

1-(3,3-diphenylprop-2-enylidene)naphthalen-2-one

benzophenone

Refernces

• 1、 Van Gemert,Bergomi,Knowles. "Photochromism of diarylnaphthopyrans". . p. 67 - 73. Retrieved 1994.
• 2、 Kumar, Prashant,Kumar, Pravesh,Ramasastry, S. S. V.,Venkataramani, Sugumar. "Pd-Catalyzed Formal [3 + 3] Heteroannulation of Allylic gem-Diacetates: Synthesis of Chromene-Based Natural Products and Exploration of Photochromic Properties". . p. 963 - 970. Retrieved 2022/01/19.
• 3、 Huang, Xueliang,Yu, Yinghua,Zhang, Heng. "Facile access to 2,2-diaryl 2: H -chromenes through a palladium-catalyzed cascade reaction of ortho -vinyl bromobenzenes with N -tosylhydrazones". supporting information. p. 5115 - 5119. Retrieved 2020/07/23.