1-Adamantyl methanesulfonate

Base Information

• Chemical Name: 1-Adamantyl methanesulfonate
• CAS No.: 25236-60-6
• Molecular Formula: C11H18 O3 S
• Molecular Weight: 230.328
• Hs Code.: 2906199090
• NSC Number: 143918
• DSSTox Substance ID: DTXSID70301511
• Nikkaji Number: J293.099D
• Wikidata: Q82045499
• Mol file: 25236-60-6.mol

Synonyms:1-adamantyl methanesulfonate;25236-60-6;Tricyclo[3.3.1.13,7]decan-1-ol, methanesulfonate;adamantane mesylate;NSC143918;ADAMANTAN-1-YL METHANESULFONATE;Maybridge1_004071;SCHEMBL13608630;HMS553B03;DTXSID70301511;AKOS024318995;NSC-143918;ADAMANTANE-1-SULFONIC ACID METHYL ESTER;J-013970

Chemical Property of 1-Adamantyl methanesulfonate

Chemical Property:

• Vapor Pressure: 3.2E-05mmHg at 25°C
• Melting Point: 114-116 °C(lit.)
• Refractive Index: 1.541
• Boiling Point: 365.9°Cat760mmHg
• Flash Point: 175.1°C
• PSA: 51.75000
• Density: 1.26g/cm³
• LogP: 3.01220
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 230.09766561
• Heavy Atom Count: 15
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Methyl 1-adamantanesulfonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OC12CC3CC(C1)CC(C3)C2

Technology Process of 1-Adamantyl methanesulfonate

There total 1 articles about 1-Adamantyl methanesulfonate 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:

Methanesulfinic acid adamantan-1-yl ester (135802-78-7) → 1-adamanthanol (768-95-6) + 1-adamantyl methanesulfonate (25236-60-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.5h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo960073u

Reference yield: 80.0%

1-adamantyl methanesulfonate (25236-60-6) → adamantane (281-23-2)

Guidance literature:

With 4,4'-di-tert-butylbiphenyl; lithium; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2005.01.078

Reference yield: 39.0%

carbon monoxide (201230-82-2) + adamantane (281-23-2) + 1-adamantyl methanesulfonate (25236-60-6) → 1-Adamantanecarboxylic acid (828-51-3) + (1-adamantanyl)methyl 1-adamantanecarboxylate (78679-70-6) + 2-hydroxymethyl-2-adamantyl-1-adamantanecarboxylate (97382-22-4) + 3-hydroxy-4-homoadamantyl 1-adamantanecarboxylate (97382-21-3)

Guidance literature:

With 5A molecular sieve; trifluorormethanesulfonic acid; In tetrachloromethane; at 30 ℃; for 20h;

DOI:10.1016/S0040-4020(01)90004-3

upstream raw materials:

Methanesulfinic acid adamantan-1-yl ester

Downstream raw materials:

1-Adamantanecarboxylic acid

(1-adamantanyl)methyl 1-adamantanecarboxylate

2-hydroxymethyl-2-adamantyl-1-adamantanecarboxylate

3-hydroxy-4-homoadamantyl 1-adamantanecarboxylate

Refernces