6600-42-6

Basic information

• Product Name: 1-vinyladamantane
• Synonyms: 1-vinyladamantane
• CAS NO: 6600-42-6
• Molecular Weight: 162.275
• Mol File: 6600-42-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-vinyladamantane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-vinyladamantane(6600-42-6)
• EPA Substance Registry System: 1-vinyladamantane(6600-42-6)

Safety Data

• Hazardous Substances Data: 6600-42-6(Hazardous Substances Data)

Usage

Derived from

Adamantane

Structure

Cage-like, diamondoid

Usage

Different sources of media describe the Usage of 6600-42-6 differently. You can refer to the following data:
1. Monomer for polymerization
2. Precursor in the synthesis of various organic compounds
3. Production of polymers with high thermal stability
4. Resistance to chemicals and solvents

Potential use

Different sources of media describe the Potential use of 6600-42-6 differently. You can refer to the following data:
1. Drug delivery systems
2. Building block for the synthesis of novel materials

Applications

Industrial and research purposes

Upstream product

• 108-05-4 vinyl acetate 
• 281-23-2 adamantane 
• 67886-48-0 Phosphoric acid (Z)-1-adamantan-1-yl-2-benzenesulfonyl-vinyl ester diphenyl ester 
• 1707-40-0 1-((3r,5r,7r)-adamantan-1-yl)ethan-1-one oxime 

Downstream Products

• 770-69-4 1-ethyladamantane 
• 162005-36-9 (S)-1-Adamantan-1-yl-2-trityloxy-ethanol 
• 162118-08-3 1-(1-adamantyl)-2-triphenylmethyloxyethanol 
• 162005-37-0 (-)-1,3-bis<1'-(1-adamantyl)-2'-(triphenylmethyloxyethoxymethyl)>-2,5-dimethoxybenzene 
• 1660-04-4 1-acetyladamantane 
• 55361-13-2 5-adamantan-1-yl-3-(4-nitro-phenyl)-4,5-dihydro-isoxazole 
• 55361-12-1 5-adamantan-1-yl-3-phenyl-4,5-dihydro-isoxazole 

Relevant articles and documents

A short-cut from 1-acetyl adamantane to 2-(1-adamantyl)pyrroles

The oxime of 1-acetyl adamantane 2 is added to acetylene (KOH/DMSO, 70 °C, initial acetylene pressure 13 atm, 30 min) to afford the corresponding O-vinyl oxime 5 in 80% yield. The latter upon heating (DMSO, 120 °C, 1 h) gives 2-(1-adamantyl)pyrrole 3, 1-acetyl adamantane 1, and adamantane (6:3:1 mass ratio), the yield of the pyrrole 3 being 83% (based on 1-acetyl adamantane 1 consumed). Under harsher conditions (NaOH/DMSO, 130 °C, atmospheric pressure of acetylene, 4 h) oxime 2 reacts with acetylene to furnish pyrrole 3, 1-acetyl adamantane 1, 1-vinyl adamantane 9, and adamantane (6:7:3:1 mass ratio), with the isolated yield of pyrrole 3 reaching 34%. Under pressure (NaOH/DMSO, 120 °C, initial acetylene pressure 14 atm, 1 h) the same reaction leads to 2-(1-adamantyl)-1-vinylpyrrole 4 and ketone 1 in 48% (based on consumed ketone 1) and 24% yields, respectively. The pyrrole 4 is easily deprotected to the corresponding 1H-pyrrole 3 in 77% yield by treatment (aqueous MeCN) with Hg(OAc)2 and NaBH4.

Vinylation and acylation of adamantane by vinyl acetate through the action of rhodium complexes

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