17768-28-4

Basic information

• Product Name: 1,3-Adamantanediacetic acid
• Synonyms: [3-(CARBOXYMETHYL)-1-ADAMANTYL]ACETIC ACID;AKOS BC-0491;1,3-BIS(CARBOXYMETHYL)ADAMANTANE;1,3-ADAMANTANEDIACETIC ACID;2-[3-(carboxymethyl)-1-adamantyl]acetic acid;IFLAB-BB F0020-1575;TIMTEC-BB SBB000916;tricyclo[3.3.1.13,7]dec-1,3-diyldi(acetic acid)
• CAS NO: 17768-28-4
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• EINECS: 241-751-6
• Product Categories: Adamantane derivatives;Adamantanes;Alicyclic/Etch-Resistant MonomersPolymer Science;Carboxylic Acid Monomers;Lithography Monomers;Monomers;Self Assembly&Contact Printing
• Mol File: 17768-28-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 234-237 °C(lit.)
• Boiling Point: 453.9 °C at 760 mmHg
• Flash Point: 242.5 °C
• Appearance: /
• Density: 1.304 g/cm³
• Vapor Pressure: 1.67E-09mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: 2-8°C
• Solubility: very faint turbidity in hot Methanol
• PKA: 4.42±0.10(Predicted)
• CAS DataBase Reference: 1,3-Adamantanediacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Adamantanediacetic acid(17768-28-4)
• EPA Substance Registry System: 1,3-Adamantanediacetic acid(17768-28-4)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 17768-28-4(Hazardous Substances Data)

Usage

General Description

1,3-Adamantanediacetic acid is a compound with the chemical formula C14H20O4. It is a derivative of adamantane, a hydrocarbon with a unique cage-like structure. 1,3-Adamantanediacetic acid is a rigid and stable molecule, and it has potential applications in the fields of medicine and materials science. It is a chelating agent, meaning it can bind to metal ions and form stable complexes. This property makes it useful for various industrial and research applications, such as in the development of new drugs and the synthesis of advanced materials. Additionally, 1,3-Adamantanediacetic acid can be used as a building block in organic synthesis to create more complex molecules with specific properties. Overall, this compound has the potential to play a valuable role in various scientific and industrial endeavors.

InChI:InChI=1/C14H20O4/c15-11(16)6-13-2-9-1-10(4-13)5-14(3-9,8-13)7-12(17)18/h9-10H,1-8H2,(H,15,16)(H,17,18)

Upstream product

• 75-35-4 1,1-Dichloroethylene 
• 281-23-2 adamantane 
• 17768-34-2 (3-bromo-1-adamantyl)acetic acid 
• 149281-85-6 methyl (3-bromo-1-adamantyl)acetate 
• 53488-28-1 dinitrate of 1,3-adamantanediol 
• 4942-47-6 (adamant-1-yl)-acetic acid 
• 768-95-6 1-adamanthanol 
• 768-90-1 1-Adamantyl bromide 

Downstream Products

• 81657-07-0 (3-ethoxycarbonylmethyl-adamantan-1-yl)-acetic acid ethyl ester 
• 90531-20-7 1,3-adamantane-3,13-porphyrin-6,6-cyclophane 
• 31898-14-3 1,3-adamantanediacetyl dichloride 
• 17768-29-5 dimethyl adamantane-1,3-diyldiacetate 
• 1610972-93-4 C₂₄H₂₀N₄*C₁₄H₂₀O₄ 
• 51504-65-5 1,3-Adamantan-bis-(N-benzyl-acetamid) 
• 51504-62-2 1,3-Adamantan-bis-(N-cyclohexyl-acetamid) 
• 51504-63-3 1,3-Adamantan-bis-(N-phenyl-acetamid) 
• 51504-64-4 1,3-Adamantan-bis-(N-phenyl-N-methyl-acetamid) 

Relevant articles and documents

Compositions and methods to prevent toxicity induced by nonsteroidal antiinflammatory drugs

Nonsteroidal antiinflammatory drugs which have been substituted with a nitrogen monoxide group; compositions comprising (i) a nonsteroidal antiinflammatory drug, which can optionally be substituted with a nitrogen monoxide group and (ii) a compound that directly donates, transfers or releases a nitrogen monoxide group (preferably as a charged species, particularly nitrosonium); and methods of treatment of inflammation, pain, gastrointestinal lesions and/or fever using the compositions are disclosed. The compounds and compositions protect against the gastrointestinal, renal and other toxicities that are otherwise induced by nonsteroidal antiinflammatory drugs.

A CONVENIENT SYNTHESIS OF 1,3-DIVINYLADAMANTANE

1,3-Divinyladamantane was prepared in 30percent overall yield by LiAlH4 reduction of 1,3-bis(carboxymethyl)adamantane, conversion of the resulting diol to the borate ester, and pyrolysis of the ester in vacuo.

SYNTHESIS OF FUNCTIONAL DERIVATIVES OF TRICYCLIC HYDROCARBONS

The synthesis of carboxylic derivatives of the tricyclic hydrocarbons adamantane and trimethylenenorbornane by the treatment of the hydrocarbons with formic acid and vinylidene chloride in a mixture of sulfuric and nitric acid is described.