3732-31-8

Basic information

• Product Name: 1,1'-DIADAMANTYL
• Synonyms: 1,1'-DIADAMANTYL;1,1'-Biadamantane;1,1'-Biadamantane;Bisadamantane;1-(1-adamantyl)adamantane;1,1'-Biadamantyl;1,1'-Bis(tricyclo[3.3.1.1(3,7)]decane)
• CAS NO: 3732-31-8
• Molecular Formula: C₂₀H₃₀
• Molecular Weight: 270.45
• Product Categories: Adamantane derivatives
• Mol File: 3732-31-8.mol
• Article Data: 31

Chemical Properties

• Melting Point: 296℃
• Boiling Point: 359.9 °C at 760 mmHg
• Flash Point: 154.9 °C
• Appearance: /
• Density: 1.117±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,1'-DIADAMANTYL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-DIADAMANTYL(3732-31-8)
• EPA Substance Registry System: 1,1'-DIADAMANTYL(3732-31-8)

Safety Data

• Hazardous Substances Data: 3732-31-8(Hazardous Substances Data)

Usage

General Description

1,1'-DIADAMANTYL, also known as 1,1'-diadamantylidene or 1,1'-diadamantylidenehydrazine, is an organic chemical compound with the molecular formula C20H28N2. It is a yellow solid at room temperature with a melting point of 129-132°C. 1,1'-DIADAMANTYL is used as a reagent in organic synthesis and is known for its steric hindrance due to the bulky adamantyl groups, which makes it useful in the preparation of sterically hindered molecules. It is commonly used in the preparation of chiral ligands and catalysts, as well as in the synthesis of complex organic molecules. The compound has been the subject of research for its potential applications in pharmaceutical and materials science.

Upstream product

• 75-05-8 acetonitrile 
• 21245-62-5 azo 1,1'-adamantane 
• 35787-71-4 thianthrene cation radical perchlorate 
• 24325-56-2 trans-N,N'-bis(1-adamantyl)diazene 
• 768-90-1 1-Adamantyl bromide 
• 7314-85-4 2-adamantyl bromide 
• 67-56-1 methanol 
• 281-23-2 adamantane 
• 124-38-9 carbon dioxide 
• 24569-89-9 1,3-dehydroadamantane 
• 108-88-3 toluene 
• 106-42-3 para-xylene 
• 108-38-3 m-xylene 
• 95-47-6 o-xylene 

Downstream Products

• 15417-11-5 3,3'-dibromo-1,1'-biadamantane 
• 60931-64-8 3,5,7,3',5',7'-Hexamethyl-[1,1']bi[tricyclo[decyl] 
• 41826-66-8 1.1'-Biadamantyl-3.3'.5.5'-tetracarbonsaeure 
• 150785-13-0 1,1'-Bi(7-methylenebicyclo<3.3.1>nonan-3-one) 
• 150785-14-1 5,5'-Bi(1-hydroxy-2-oxaadamantane) 
• 150785-15-2 5,5'-Bi(1-chloro-2-oxaadamantane) 
• 150785-12-9 3,3',5,5'-Tetrabromo-1,1'-biadamantane 
• 281-23-2 adamantane 
• 768-91-2 1-methyl-adamantane 
• 15417-14-8 1,1'-Diadamantan-3,3'-dicarbonsaeure 

Relevant articles and documents

Reaction of 1,3-dehydroadamantane with camphor and isocamphanone

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Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**

A one-pot, three-step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO2) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.

Synthesis of rigid cores based on 1,1′-biadamantane

An efficient strategy has been developed for the preparation of a series of rigid cores based on 1,1′-biadamantane. Disproportionation of bromobenzene in the alkylation was observed through the effect of AlCl3 or AlBr3. Proposed mechanisms of these reactions have also been outlined on the basis of the results obtained.