1-Adamantyl fluoroformate

Base Information

• Chemical Name: 1-Adamantyl fluoroformate
• CAS No.: 62087-82-5
• Molecular Formula: C11H15 F O2
• Molecular Weight: 198.237
• Hs Code.: 2915900090
• European Community (EC) Number: 263-400-6
• DSSTox Substance ID: DTXSID90211128
• Nikkaji Number: J236.223F
• Wikidata: Q83085985
• Mol file: 62087-82-5.mol

Synonyms:1-adamantyl fluoroformate

Chemical Property of 1-Adamantyl fluoroformate

Chemical Property:

• Vapor Pressure: 0.0185mmHg at 25°C
• Melting Point: 30-32 °C(lit.)
• Boiling Point: 253.2°C at 760 mmHg
• Flash Point: 192 °F
• PSA: 26.30000
• Density: 1.2g/cm³
• LogP: 3.06130
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 198.10560788
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

1-Adamantyl fluoroformate ≥90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3590131
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)OC(=O)F

Technology Process of 1-Adamantyl fluoroformate

There total 5 articles about 1-Adamantyl fluoroformate 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-adamantylfluoroformate (62087-82-5)

Guidance literature:

Reference yield: 76.0%

1-Chloroethyl 1-Adamantyl Carbonate (101681-00-9) → 1-adamantylfluoroformate (62087-82-5)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; at 120 ℃; for 36h; under 1.2 Torr;

DOI:10.1021/jo00293a032

Reference yield:

18-crown + 1-Chloroethyl 1-Adamantyl Carbonate (101681-00-9) → 1-adamantylfluoroformate (62087-82-5)

Guidance literature:

With KF; 18-crown-6 ether;

upstream raw materials:

1-Chloroethyl 1-Adamantyl Carbonate

trichlorofluoromethane

1-adamanthanol

Downstream raw materials:

[Acetyl-(adamantan-1-yloxycarbonyl)-amino]-acetic acid benzyl ester

1-adamantyl fluoride

1-adamanthanol

1-adamantyl 2,2,2-trifluoroethyl ether

Refernces

• 1、 Dang, Vu Anh,Olofson, R. A.,Wolf, Patrick R.,Piteau, Marc D.,Senet, Jean-Pierre G.. "A Simple Conversion of 1-Chloroethyl Carbonates to Fluoroformates: Value in the Preparation of Tertiary Alkyl Fluoroformates". . p. 1847 - 1851. Retrieved 2007/10/02.
• 2、 Moroder,Wackerle,Wuensch. "1-Adamanty fluoroformate, a useful reagent in peptide chemistry (author's transl)". . p. 1647 - 1650. Retrieved 2007/10/10.