775-64-4

Basic information

• Product Name: 2-(1-Adamantyl)propan-2-ol
• Synonyms: 2-(1-ADAMANTYL)PROPAN-2-OL;2-(1-ADAMANTYL)-2-PROPANOL;AKOS BC-0263;2-(Adamant-1-yl)propan-2-ol;A3716/0157419;CDS1_000794;DivK1c_001834;EU-0000233
• CAS NO: 775-64-4
• Molecular Formula: C₁₃H₂₂O
• Molecular Weight: 194.31
• Mol File: 775-64-4.mol

Chemical Properties

• Melting Point: 75°C
• Boiling Point: 276.2 °C at 760 mmHg
• Flash Point: 127.9 °C
• Appearance: /
• Density: 1.07 g/cm³
• Vapor Pressure: 0.000606mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: 2-(1-Adamantyl)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-Adamantyl)propan-2-ol(775-64-4)
• EPA Substance Registry System: 2-(1-Adamantyl)propan-2-ol(775-64-4)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• Hazardous Substances Data: 775-64-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry and Pharmaceutical Research:
2-(1-Adamantyl)propan-2-ol is utilized as a synthetic intermediate, playing a crucial role in the development of new drugs and materials. Its unique structural properties make it a valuable component in the synthesis of complex organic molecules.
Used as a Chiral Auxiliary in Asymmetric Syntheses:
In the field of asymmetric synthesis, 2-(1-Adamantyl)propan-2-ol serves as a chiral auxiliary, aiding in the creation of enantiomerically pure compounds. This application is vital for the production of pharmaceuticals and agrochemicals, where the stereochemistry of a molecule can significantly impact its biological activity.
Used as a Ligand in Transition Metal Catalysis:
2-(1-Adamantyl)propan-2-ol also functions as a ligand in transition metal catalysis, enhancing the efficiency and selectivity of various catalytic reactions. Its use in this capacity contributes to the advancement of catalytic processes in organic synthesis.
Used in Medicinal Chemistry for Antiviral and Anti-inflammatory Properties:
2-(1-Adamantyl)propan-2-ol has been studied for its potential antiviral and anti-inflammatory properties, making it a subject of interest in medicinal chemistry. Its ability to modulate biological processes could lead to the development of new therapeutic agents for viral infections and inflammatory conditions.

InChI:InChI=1/C13H22O/c1-12(2,14)13-6-9-3-10(7-13)5-11(4-9)8-13/h9-11,14H,3-8H2,1-2H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 773-33-1 adamantyl isopropene 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 

Downstream Products

• 880-49-9 3-(propan-2-yl)adamantan-1-ol 
• 1660-04-4 1-acetyladamantane 
• 120626-27-9 1-nitro-2-(1-adamantyl)-1-propene 
• 68388-88-5 1-Adamantylpropyl-phenylcarbonat 
• 263239-77-6 5-(3-isopropyl-1-adamantyl)uracil 
• 68388-91-0 Adpoc-Trp-OH 
• 263239-81-2 acetic acid 2-[5-(3-isopropyl-adamantan-1-yl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy]-ethyl ester 

Relevant articles and documents

Preparation of 1-adamantyl ketones: Structure, mechanism of formation and biological activity of potential by-products

Reactions between adamantane-1-carbonyl chloride and several Grignard reagents as well as interactions with solvents have been examined. Some new and unexpected adamantane derivatives were isolated, fully characterized and their biological activity determined. In particular, an unexpected isochromanone 16 was formed in an SEAr process, in which a stable hydrocarbon was the leaving group.

A NEW C-PROTECTING GROUP IN PEPTIDE SYNTHESIS. I. PRODUCTION OF 2-(1-ADAMANTYL)-2-PROPANOL ESTERS

During the reaction of benzyloxycarbonylamino acids or halogenoacetic acids with 2-(1-adamantyl)propylene in the presence of sulfuric acid the corresponding esters of 2-(1-adamantyl)-2-propanol are formed.Among the esterification side products the benzyl