702-81-8

Basic information

• Product Name: 3-Methyl-1-adamantanol
• Synonyms: 1-Hydroxy-3-methyladamantane;3-Methyl-1-hydroxyadamantane;3-Methyl-1-adamantanol
• CAS NO: 702-81-8
• Molecular Formula: C₁₁H₁₈O
• Molecular Weight: 166.26002
• Mol File: 702-81-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 130-131℃
• Boiling Point: 245℃
• Flash Point: 101℃
• Appearance: /
• Density: 1.139
• CAS DataBase Reference: 3-Methyl-1-adamantanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-1-adamantanol(702-81-8)
• EPA Substance Registry System: 3-Methyl-1-adamantanol(702-81-8)

Safety Data

• Hazardous Substances Data: 702-81-8(Hazardous Substances Data)

Usage

General Description

3-Methyl-1-adamantanol, also known as 3-Methyltricyclo(3.3.1.1^3,7^)decane-1-ol, is a bicyclic alcohol compound with the molecular formula C11H20O. It is a colorless liquid with a molecular weight of 168.28 g/mol. 3-Methyl-1-adamantanol is commonly used as a building block in the synthesis of various organic compounds and pharmaceuticals. It is known for its unique molecular structure, which makes it a valuable intermediate in the production of a wide range of chemical products. This chemical has a high boiling point and is relatively stable under normal conditions, making it suitable for use in various chemical processes.

Upstream product

• 33649-73-9 1-Methyladamantane-3-carboxylic acid 
• 5202-44-8 C₁₃H₂₀HgO₃ 
• 768-91-2 1-methyl-adamantane 
• 76-05-1 trifluoroacetic acid 
• 101974-65-6 3-methyl-1-adamantanol nitrate 
• 101905-73-1 3,7-Dimethyl-bicyclo[3.3.1]nona-2,7-diene 
• 108-24-7 acetic anhydride 
• 17768-37-5 acetate de methyl-3 adamantyl-1 
• 84868-11-1 p-Toluolsulfonsaeure-(3-methyl-1-adamantyl)ester 
• 35356-98-0 3,7-Dimethyl-bicyclo<3.3.1>nona-2,7-dien 
• 59039-27-9 3-Methyl-7-methylenbicyclo<3.3.1>non-2-en 
• 770-14-9 3,7-dimethylenebicyclo[3.3.1]nonane 
• 58201-66-4 (bromodifluormethyl)triphenylphosphonium bromide 
• 5202-50-6 1-hydroxy-3-iodomethyladamantane 

Downstream Products

• 702-77-2 1-bromo-3-methyladamantane 
• 14202-13-2 (3-methyladamantan-1-yl)acetic acid 
• 33649-73-9 1-Methyladamantane-3-carboxylic acid 
• 778-09-6 1-acetamido-3-methyltricyclo[3.3.1.1^3,7]decane 
• 78056-28-7 3-methyl-1-aminoadamantane 

Relevant articles and documents

Synthesis and biological evaluation of memantine nitrates as a potential treatment for neurodegenerative diseases

A series of memantine nitrate derivatives, as dual functional compounds with neuroprotective and vasodilatory activity for neurodegenerative diseases, was designed and synthesized. These compounds combined the memantine skeleton and a nitrate moiety, and thus inhibited the N-methyl-d-aspartic acid receptor and released NO in the central nervous system. The biological evaluation results revealed that the new memantine nitrates were effective in protecting neurons against glutamate-induced injury in vitro. Moreover, memantine nitrates dilated aortic rings against phenylephrine-induced contraction. The structure-activity relationships of neuroprotection and vasodilation were both analyzed. In further studies, compound MN-05 significantly protected cortical neurons by inhibiting Ca2+ influx, reducing free radical production and maintaining the mitochondrial membrane potential. Further research on MN-05 is warranted.

Synthesis of hydroxy derivatives from adamantanecarboxylic acids in the system MnO2–H2SO4

A convenient procedure has been developed for the synthesis of mono- and dihydric cage alcohols from adamantanecarboxylic acids and their esters using the MnO2–H2SO4system. The reaction at elevated temperature involved both decarboxylation and decarbonylation of the initial acid or ester.

Formation of adamantan-1-ols by the reactions of adamantanes with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in trifluoromethanesulfonic acid

Adamantanes were treated with DDQ in trifluoromethanesulfonic acid followed by hydrolysis to give adamantan-1-ols in good yields.