11H-Benzo[a]fluorene

Base Information

• Chemical Name: 11H-Benzo[a]fluorene
• CAS No.: 238-84-6
• Molecular Formula: C17H12
• Molecular Weight: 216.282
• Hs Code.: 2902909090
• European Community (EC) Number: 205-944-9,250-335-3
• ICSC Number: 1453
• NSC Number: 89262
• UNII: 65EP6ZT62K
• DSSTox Substance ID: DTXSID3075204
• Nikkaji Number: J5.437B
• Wikipedia: Benzo(a)fluorene
• Wikidata: Q2896787
• ChEMBL ID: CHEMBL1797296
• Mol file: 238-84-6.mol

Synonyms:1,2-benzofluorene;11H-benzo(a)fluorene;alpha-naphthofluorene;benzo(a)fluorene;chrysofluorene

Chemical Property of 11H-Benzo[a]fluorene

Chemical Property:

• Vapor Pressure: 3.43E-06mmHg at 25°C
• Melting Point: 185-190 °C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 398.3°Cat760mmHg
• Flash Point: 185.4°C
• PSA: 0.00000
• Density: 1.185g/cm³
• LogP: 4.41100
• Solubility.: dioxane: soluble0.1g/10 mL, clear, colorless
• Water Solubility.: 45ug/L(25 oC)
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 216.093900383
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2-Benzofluorene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1C2=CC=CC=C2C3=C1C4=CC=CC=C4C=C3
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
• Uses: 11H-Benzo[a]fluorene has been used in a study on 7H-benzo[c]fluorine, major lung DNA adductor component in coal tar. 1,2-Benzofluorene is a polycyclic aromatic hydrocarbon which may act as an environmental pollutant.

Technology Process of 11H-Benzo[a]fluorene

There total 93 articles about 11H-Benzo[a]fluorene 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: 89.0%

11H-benzo[a]fluorene-11-carboxylic acid methyl ester (106031-69-0) → benzo[a]fluorene (238-84-6)

Guidance literature:

With potassium hydroxide; In methanol; for 4h; Heating;

DOI:10.1055/s-1986-31637

Reference yield: 88.0%

1-Bromonaphthalene (90-11-9) + diphenyl acetylene (501-65-5) → benzo[a]fluorene (238-84-6)

Guidance literature:

1-Bromonaphthalene; diphenyl acetylene; With 1,8-diazabicyclo[5.4.0]undec-7-ene; cesium pivalate; 1,2-bis-(diphenylphosphino)ethane; palladium dichloride; In 1,4-dioxane; at 130 ℃; for 24h; Sealed tube; Inert atmosphere;

With 18-crown-6 ether; potassium tert-butylate; hydrazine hydrate; potassium hydroxide; In 1,4-dioxane; at 110 ℃; for 12h; Temperature; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.5b02111

Reference yield: 80.0%

trimethyl[2-(naphthalen-1-ylmethyl)phenyl]silane → benzo[a]fluorene (238-84-6)

Guidance literature:

With (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide; bis-[(trifluoroacetoxy)iodo]benzene; In methanol; chloroform; at 27 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacv6b10018

upstream raw materials:

1-(phenyl ethyl)indene

11H-Benzo[a]fluoren-11-one

benzo[a]fluoren-11-one oxime

1-(2-methoxyphenyl)naphthalene

Downstream raw materials:

Benzyl phenyl sulfone

1,2-benzofluorenyl lithium

4-benzenesulfinylmethylbiphenyl

4-((phenylsulfonyl)methyl)-1,1′-biphenyl

Refernces

• 1、 Collins et al.. "-". . p. 397,399. Retrieved 1953.
• 2、 Fu, Wai Chung,Kwong, Fuk Yee. "A denitrogenative palladium-catalyzed cascade for regioselective synthesis of fluorenes". . p. 1411 - 1417. Retrieved 2020/02/18.
• 3、 Ball, Liam T.,Corrie, Tom J. A.,Lloyd-Jones, Guy C.,Russell, Christopher A.. "Au-Catalyzed Biaryl Coupling to Generate 5- To 9-Membered Rings: Turnover-Limiting Reductive Elimination versus ?-Complexation". . p. 245 - 254. Retrieved 2021/09/04.