17768-36-4

Basic information

• Product Name: (3-HYDROXY-ADAMANTAN-1-YL)-ACETIC ACID
• Synonyms: IFLAB-BB F3052-0016;CHEMBRDG-BB 4013907;AKOS BC-0174;(3-HYDROXY-1-ADAMANTYL)ACETIC ACID;(3-HYDROXY-ADAMANTAN-1-YL)-ACETIC ACID;3-HYDROXYADAMANTANE-1-ACETIC ACID;(3-Hydroxyadamantanyl)acetic acid;1-Adamantaneacetic acid, 3-hydroxy-
• CAS NO: 17768-36-4
• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27
• Product Categories: Adamantane derivatives
• Mol File: 17768-36-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 125-129°C
• Boiling Point: 375.3±15.0 °C at 760 mmHg
• Flash Point: 195.0±16.9 °C
• Appearance: /
• Density: 1.329
• Vapor Pressure: 3.6E-07mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 4.72±0.10(Predicted)
• CAS DataBase Reference: (3-HYDROXY-ADAMANTAN-1-YL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (3-HYDROXY-ADAMANTAN-1-YL)-ACETIC ACID(17768-36-4)
• EPA Substance Registry System: (3-HYDROXY-ADAMANTAN-1-YL)-ACETIC ACID(17768-36-4)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 17768-36-4(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow powder

InChI:InChI=1/C12H18O3/c13-10(14)6-11-2-8-1-9(3-11)5-12(15,4-8)7-11/h8-9,15H,1-7H2,(H,13,14)/p-1/t8-,9-,11?,12?/m1/s1

Upstream product

• 75-35-4 1,1-Dichloroethylene 
• 281-23-2 adamantane 
• 144152-49-8 2-(3-nitroxyadamantan-1-yl)acetic acid 
• 56531-58-9 3-(carboxymethyl)adamantane-1-carboxylic acid 
• 768-95-6 1-adamanthanol 
• 768-90-1 1-Adamantyl bromide 
• 4942-47-6 (adamant-1-yl)-acetic acid 
• 81918-19-6 3-hydroxyadamantane-1-acetic acid methyl ester 
• 17768-34-2 (3-bromo-1-adamantyl)acetic acid 

Downstream Products

• 876866-55-6 [3-(4-methylphenyl)-1-adamantyl]acetic acid 
• 1424323-34-1 N-benzyloxy-2-(3-hydroxymethyl-1-adamantyl)acetamide 

Relevant articles and documents

One-pot synthesis of cage alcohols

An efficient one-pot procedure has been developed for the synthesis of cage alcohols with hydroxy groups in the bridgehead positions. The procedure includes initial nitroxylation with nitric acid or a mixture of nitric acid with acetic acid and subsequent hydrolysis in the presence of urea.

Adamantane derivative, process for producing the same, and use thereof

A compound represented by general formula (1) or an innocuous salt thereof, a process for producing the same, and a schizophrenia remedy containing the same as the active ingredient (wherein the nitrogeneous ring B represents 3-azabicyclo [3.2.2] nonan-3-yl or 4-azatricyclo [4.3.1.13.8 ] undecan-4-yl; and R represents hydrogen, lower alkyl, lower alkoxy, hydroxy or halogen). The above compound and salt have a high affinity for sigma-binding sites and are useful as an antischizophrenic drug.

Oxy-Functionalization of Adamante-1-acetic Acid and Adamantane-1-carboxylic Acid by the Ferrous Iron-Molecular Oxygen System in Aqueous Solution

Oxygenation reactions of adamantanes with ferrous iron-molecular oxygen in phosphate buffer were investigated and the structures of the products were elucidated.In the reaction of adamantane-1-acetic acid (1a), five oxygenated products, the C(2)-oxo, C(4)-oxo, C(2),C(6)-dioxo, C(4)-ol, and C(3)-ol derivatives, were obtained.Similar oxygenation also occurred in the reaction of adamantane-1-carboxylic acid (2a) to give three products, the C(4)-oxo, C(4)-ol, and C(3)-ol derivatives.The oxy-functionalization of 1a and 2a in 0.5M phosphate buffer (pH 6.8) was found to occur almost quantitatively on addition of an appropriate amount of ferrous iron.