1-Fluoroadamantane

Base Information

• Chemical Name: 1-Fluoroadamantane
• CAS No.: 768-92-3
• Molecular Formula: C10H15F
• Molecular Weight: 154.228
• Hs Code.: 2903890090
• Mol file: 768-92-3.mol

Synonyms:1-FLUOROADAMANTANE;1-ADAMANTYL FLUORIDE

Chemical Property of 1-Fluoroadamantane

Chemical Property:

• Vapor Pressure: 0.813mmHg at 25°C
• Melting Point: 225 °C
• Refractive Index: 1.494
• Boiling Point: 188.8 °C at 760 mmHg
• Flash Point: 67.3 °C
• PSA: 0.00000
• Density: 1.06 g/cm³
• LogP: 2.92470

Purity/Quality:

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

1-Fluoroadamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Fluoroadamantane

There total 18 articles about 1-Fluoroadamantane 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: 76.0%

1-Adamantanecarboxylic acid (828-51-3) → 1-adamantyl fluoride (768-92-3) + 1-chloroadamantane (935-56-8) + 1-adamanthanol (768-95-6)

Guidance literature:

With xenon fluoride; In dichloromethane; at 20 ℃; for 14 - 18h; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.02.090

Reference yield: 74.0%

adamantane (281-23-2) → 1-adamantyl fluoride (768-92-3) + 1-hydroxy-3-fluoroadamante (58652-35-0) + 1-adamanthanol (768-95-6) + 1-nitroadamantane (7575-82-8)

Guidance literature:

With nitronium tetrafluoborate; In various solvent(s); Further byproducts given; Ambient temperature;

Reference yield: 67.0%

adamantane (281-23-2) + (R)-2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 1-adamantyl fluoride (768-92-3) + 1-(3-fluorobutyl)-4-methoxybenzene + C11H14F2O

Guidance literature:

(R)-2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With phenyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

adamantane; With Selectfluor; In tetrahydrofuran; acetonitrile; at 20 ℃; for 3h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; acetonitrile; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/jacs.5b05848

upstream raw materials:

formic acid

adamantane

1-iodoadamantane

1-adamantylfluoroformate

Downstream raw materials:

1-Adamantyl ethyl ether

1-adamanthanol

1-adamantyl 2,2,2-trifluoroethyl ether

5-fluoroadamantan-2-one

Refernces

• 1、 Sandford, Christopher,Rasappan, Ramesh,Aggarwal, Varinder K.. "Synthesis of enantioenriched alkylfluorides by the fluorination of boronate complexes". supporting information. p. 10100 - 10103. Retrieved 2015/09/01.
• 2、 Liu, Wei,Huang, Xiongyi,Groves, John T.,Cheng, Mu-Jeng,Nielsen, Robert J.,Goddard III, William A.. "Oxidative aliphatic C-H fluorination with fluoride ion catalyzed by a manganese porphyrin". . p. 1322 - 1325,4. Retrieved 2020/08/31.