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

Base Information

• Chemical Name: 11H-Benzo[a]fluoren-11-one
• CAS No.: 479-79-8
• Molecular Formula: C17H10 O
• Molecular Weight: 230.266
• European Community (EC) Number: 681-942-5
• UNII: GRF7RSX57L
• DSSTox Substance ID: DTXSID00963964
• Nikkaji Number: J79.628J
• Wikidata: Q82945870
• Mol file: 479-79-8.mol

Synonyms:11H-Benzo[a]fluoren-11-one;479-79-8;benzo[a]fluoren-11-one;Benzo[a]fluorenone;11H-Benzo[a]fluorene-11-one;11H-BENZO(A)FLUOREN-11-ONE;CCRIS 3166;GRF7RSX57L;11-benzo[a]fluorenone;Maybridge1_006969;UNII-GRF7RSX57L;SCHEMBL2175783;HMS561E17;DTXSID00963964;RNICURKFVSAHLQ-UHFFFAOYSA-N;BENZO (a) FLUORENONE (purity);CCG-53722;MFCD00215959;AKOS015906598;76723-60-9;AS-58770;LS-188135;B3933;FT-0632187;D89039;SR-01000642872-1;Benzo[a]fluorenone, BCR(R) certified Reference Material

Chemical Property of 11H-Benzo[a]fluoren-11-one

Chemical Property:

• Vapor Pressure: 1.17E-07mmHg at 25°C
• Melting Point: 134.0 to 138.0 °C
• Boiling Point: 431.7°Cat760mmHg
• Flash Point: 193.9°C
• PSA: 17.07000
• Density: 1.286g/cm³
• LogP: 4.05120
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 230.073164938
• Heavy Atom Count: 18
• Complexity: 348

Purity/Quality:

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

Benzo[a]fluoren-11-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C(=O)C4=CC=CC=C34
• Uses: Benzo[a]fluoren-11-one is a polycyclic aromatic hydrocarbon that has potential carcinogenic properties. It is a common organic substance found in aerosols, atmospheric air and gasoline exhausts.

Technology Process of 11H-Benzo[a]fluoren-11-one

There total 2 articles about 11H-Benzo[a]fluoren-11-one 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: 75.0%

1-naphthalenecarboxylic acid (86-55-5) + Diphenyliodonium triflate (66003-76-7) → 11H-Benzo[a]fluoren-11-one (479-79-8) + 1-naphthoic acid,phenyl ester (36773-67-8)

Guidance literature:

With palladium diacetate; sodium t-butanolate; In toluene; at 110 ℃; for 24h; Reagent/catalyst; Temperature; Solvent; Catalytic behavior;

DOI:10.1021/acs.orglett.1c03016

Reference yield:

phenylboronic acid (98-80-6) → 11H-Benzo[a]fluoren-11-one (479-79-8) + 1-naphthoic acid,phenyl ester (36773-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate / dichloromethane / 1 h / 20 °C

1.2: 0.5 h / 0 - 20 °C

1.3: 0.25 h

2.1: palladium diacetate; sodium t-butanolate / toluene / 24 h / 110 °C

With boron trifluoride diethyl etherate; palladium diacetate; 3-chloro-benzenecarboperoxoic acid; sodium t-butanolate; In dichloromethane; toluene;

DOI:10.1021/acs.orglett.1c03016

Reference yield: 83.0%

11H-Benzo[a]fluoren-11-one (479-79-8) + phenylmagnesium bromide (100-58-3) → 11-phenyl-11H-benzo[a]fluoren-11-ol

Guidance literature:

In tetrahydrofuran; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03016

upstream raw materials:

1-naphthalenecarboxylic acid

Diphenyliodonium triflate

phenylboronic acid

Downstream raw materials:

benzo[a]fluorene

2-(naphthalen-2-yl)benzoic acid

2-phenyl-1-naphthalenecarboxylic acid

benzo[a]fluoren-11-one oxime

Refernces