27943-47-1

Basic information

• Product Name: (1R,4R)-bicyclo[2.2.1]heptane-2,5-dione
• CAS NO: 27943-47-1
• Molecular Formula: C₇H₈O₂
• Molecular Weight: 124.1372
• Mol File: 27943-47-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 254.2°C at 760 mmHg
• Flash Point: 93.6°C
• Density: 1.264g/cm³
• Vapor Pressure: 0.0175mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: (1R,4R)-bicyclo[2.2.1]heptane-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4R)-bicyclo[2.2.1]heptane-2,5-dione(27943-47-1)
• EPA Substance Registry System: (1R,4R)-bicyclo[2.2.1]heptane-2,5-dione(27943-47-1)

Safety Data

• Hazardous Substances Data: 27943-47-1(Hazardous Substances Data)

Usage

General Description

(1R,4R)-bicyclo[2.2.1]heptane-2,5-dione is a chemical compound with a bicyclic structure, containing a seven-membered ring system. It is a type of cycloalkane, specifically a bicyclic ketone, with the molecular formula C7H10O2. (1R,4R)-bicyclo[2.2.1]heptane-2,5-dione is commonly used in organic synthesis and pharmaceutical research as a building block for creating more complex molecules. It can also be used as a reagent in various chemical reactions to introduce functional groups or modify existing molecules. The unique structure of (1R,4R)-bicyclo[2.2.1]heptane-2,5-dione makes it a valuable starting material for the preparation of diverse organic compounds with potential applications in medicine, materials science, and other industries.

Upstream product

• 930-30-3 cyclopent-2-enone 
• 69567-06-2 (N-methylanilino)prop-2-enenitrile 
• 5888-36-8 (1R*,2R*,4R*,5R*)-bicyclo<2.2.1>heptane-2,5-diol 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 5888-36-8 2,5-Norbornandiol 
• 158666-09-2 formic acid 5-formyloxy-bicyclo[2.2.1]hept-2-yl ester 
• 5888-36-8 (rac)-(exo,exo)-bicyclo[2.2.1]heptane-2,5-diol 
• 5888-36-8 2-exo-5-endo-norbornanediol 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 

Downstream Products

• 128375-66-6 C₂₇H₃₄N₆O₄ 
• 125282-10-2 endo,endo-2,5-bis((p-tolylsulfonoxy)methyl)bicyclo<2.2.1>heptane 
• 145092-68-8 (S,S)-bicyclo<2.2.1>heptane-2,5-dione 
• 171065-84-2 2,5-diaminobicyclo[2.2.1]heptane 
• 876758-39-3 (1S,2S,4S,5S)-2,5-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptane 
• 876758-35-9 2,5-bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]hepta-2,5-diene 
• 57239-03-9 3,3,6,6-tetramethylbicyclo<2.2.1>heptane-2.5-dione 
• 5888-36-8 (1R*,2R*,4R*,5R*)-bicyclo<2.2.1>heptane-2,5-diol 
• 128375-93-9 C₂₇H₃₆N₄ 

Relevant articles and documents

Stereoselective coordination of C5-symmetric corannulene derivatives with an enantiomerically pure [RhI(nbd*)] metal complex

Catching the bowl! Enantiopure RhI dimethylnorbornadiene fragments selectively catch interconverting enantiomers of C5-sym- pentasubstituted corannulene derivatives in one bowl form and allow the observation and isolation of enantiopure metal-buckybowl complexes. A quantum mechanical model (see picture) predicts the mechanism of molecular dynamics and degree of stereoselective recognition.

New Ligands with a Wide Bite Angle. Efficient Catalytic Activity in the Rh(I)-Catalyzed Hydroformylation of Olefins

The relevance of a new diphosphinite, which holds a natural bite angle around 120 deg in a catalyst complex, to the Rh(I)-catalyzed hydroformylation of certain olefins is examined, exhibiting a high turnover frequency (TOF) as compared with a typical 1,2-bis(diphenylphosphino)ethane with a bite angle around 85 deg.

NEW STRATEGY IN THE STEREOCONTROLLED SYNTHESIS OF THE SPIRO KETAL SUBUNIT OF MILBEMYCINS

A double Baeyer-Villiger oxidation of bicyclo heptane-2,5-dione and a stereocontrolled alkylation of the dianion derived from 4-pentyn-2-ol are the salient features of a new strategy in the stereocontrolled synthesis of the spiroketal moiety of milbemycins.