1-ADAMANTYL(PHENYL)METHANONE

Base Information

• Chemical Name: 1-ADAMANTYL(PHENYL)METHANONE
• CAS No.: 31919-47-8
• Molecular Formula: C17H20 O
• Molecular Weight: 240.345
• Hs Code.: 2914399090
• Mol file: 31919-47-8.mol

Synonyms:Ketone,1-adamantyl phenyl (6CI,8CI); (Adamant-1-yl)(phenyl)methanone; 1-Adamantylphenyl ketone; 1-Benzoyladamantane; NSC 169022

Chemical Property of 1-ADAMANTYL(PHENYL)METHANONE

Chemical Property:

• Vapor Pressure: 3.16E-05mmHg at 25°C
• Melting Point: 49-51 °C
• Boiling Point: 355.3°C at 760 mmHg
• Flash Point: 152.5°C
• PSA: 17.07000
• Density: 1.137g/cm³
• LogP: 4.08570

Purity/Quality:

97% ^*data from raw suppliers

(ADAMANTAN-1-YL)PHENYLMETHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-ADAMANTYL(PHENYL)METHANONE

There total 47 articles about 1-ADAMANTYL(PHENYL)METHANONE 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: 91.0%

(1-azetidinyl)(tricyclo[3.3.1.13,7]dec-1-yl)methanone + phenyllithium (591-51-5) → 1-benzoyladamantane (31919-47-8)

Guidance literature:

In tetrahydrofuran; dibutyl ether; at -78 ℃; for 0.25h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b00842

Reference yield: 91.0%

1-adamantanecarbonitrile (23074-42-2) + potassium phenyltrifluoborate → 1-benzoyladamantane (31919-47-8)

Guidance literature:

With [2,2]bipyridinyl; palladium(II) trifluoroacetate; water; trifluoroacetic acid; In tetrahydrofuran; at 80 ℃; for 36h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo400433m

Reference yield: 90.0%

1-Adamantanecarbonyl chloride (2094-72-6) + triphenylbismuthane (603-33-8) → 1-benzoyladamantane (31919-47-8)

Guidance literature:

With triethylamine; palladium diacetate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 65 ℃; for 5h;

DOI:10.1016/S0040-4020(01)81427-7

upstream raw materials:

1-Adamantanecarboxylic acid

1-adamantanecarbonitrile

1-Adamantanecarbonyl chloride

triphenylbismuthane

Downstream raw materials:

α,α-diphenyl-1-tricyclo[3.3.1.1.(3,7)]decanemethanol

adamantan-1-yl(phenyl)methanol

triethylgermyladamantylphenylcarbinol

1-adamantyl-(4-aminophenyl)methanone

Refernces

• 1、 Ghinato, Simone,Territo, Davide,Maranzana, Andrea,Capriati, Vito,Blangetti, Marco,Prandi, Cristina. "A Fast and General Route to Ketones from Amides and Organolithium Compounds under Aerobic Conditions: Synthetic and Mechanistic Aspects". . p. 2868 - 2874. Retrieved 2021/01/21.
• 2、 Zhou, Fangyuan,Li, Lesong,Lin, Kao,Zhang, Feng,Deng, Guo-Jun,Gong, Hang. "Iron-Catalyzed Cleavage Reaction of Keto Acids with Aliphatic Aldehydes for the Synthesis of Ketones and Ketone Esters". supporting information. p. 4246 - 4250. Retrieved 2020/03/11.