1-Methyl-9H-fluoren-9-one

Base Information

• Chemical Name: 1-Methyl-9H-fluoren-9-one
• CAS No.: 5501-37-1
• Molecular Formula: C14H10O
• Molecular Weight: 194.233
• DSSTox Substance ID: DTXSID60507181
• Nikkaji Number: J989.969C
• Wikidata: Q82363254
• Mol file: 5501-37-1.mol

Synonyms:1-Methyl-9H-fluoren-9-one;5501-37-1;1-Methylfluoren-9-one;1-methylfluorenone;1-methyl-9-fluorenone;SCHEMBL3976848;DTXSID60507181;POMQQLMTQXTWLP-UHFFFAOYSA-N;MFCD19301914;AKOS022505719;AS-3191;CS-0358215;A923661

Chemical Property of 1-Methyl-9H-fluoren-9-one

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 194.073164938
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C3=CC=CC=C3C2=O

Technology Process of 1-Methyl-9H-fluoren-9-one

There total 3 articles about 1-Methyl-9H-fluoren-9-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:

(E)-pyridine-3-carbaldehyde O-methyloxime (646051-32-3) + phenylboronic acid (98-80-6) → 1-methylfluoren-9-one (5501-37-1) + 3-methylbiphenyl-2-carbaldehyde O-methyl oxime (1201946-11-3) + C15H13NO (1201946-12-4) + 2-methylphenyl aldehyde (529-20-4)

Guidance literature:

(E)-pyridine-3-carbaldehyde O-methyloxime; phenylboronic acid; With oxygen; palladium diacetate; copper(II) bis(trifluoromethanesulfonate); In 1,4-dioxane; at 100 ℃; for 24h; Molecular sieve;

With acetic acid; In 1,4-dioxane;

DOI:10.1021/ol902552v

Reference yield:

phthalic anhydride (85-44-9) + 2-bromo-3-nitrotoluene (41085-43-2) → 1-methylfluoren-9-one (5501-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / tetrahydrofuran / Cooling

2: dipotassium peroxodisulfate; silver(I) acetate / [D₃]acetonitrile / 1 h / 130 °C / Microwave irradiation

With dipotassium peroxodisulfate; n-butyllithium; silver(I) acetate; In tetrahydrofuran; [D₃]acetonitrile; 2: Pschorr reaction;

DOI:10.1021/ol3010694

Reference yield:

(2-aminophenyl)(2-methylphenyl)methanone (36804-45-2) → 1-methylfluoren-9-one (5501-37-1) + (2-hydroxyphenyl)(o-tolyl)methanone (51974-19-7)

Guidance literature:

With hydrogenchloride; Diazotization;

DOI:10.1021/ja01243a019

upstream raw materials:

(2-aminophenyl)(2-methylphenyl)methanone

(E)-pyridine-3-carbaldehyde O-methyloxime

phenylboronic acid

phthalic anhydride

Downstream raw materials:

1-methyl-9-phenyl-9H-fluoren-9-ol

1-methyl-9-phenyl-9H-fluorene

1-methylfluorene

(Z)-9-benzylidene-1-methyl-9H-fluorene