68239-27-0

Basic information

• Product Name: 3-chloro-4-(morpholin-4-yl)-3-cyclobutene-1,2-dione
• Synonyms: 3-chloro-4-(morpholin-4-yl)-3-cyclobutene-1,2-dione;3-Chloro-4-(4-morpholinyl)-3-cyclobutene-1,2-dione
• CAS NO: 68239-27-0
• Molecular Formula: C₈H₈ClNO₃
• Molecular Weight: 201.60702
• EINECS: 269-440-0
• Mol File: 68239-27-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 288.1°Cat760mmHg
• Flash Point: 128°C
• Appearance: /
• Density: 1.48g/cm³
• Vapor Pressure: 0.00238mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 3-chloro-4-(morpholin-4-yl)-3-cyclobutene-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-4-(morpholin-4-yl)-3-cyclobutene-1,2-dione(68239-27-0)
• EPA Substance Registry System: 3-chloro-4-(morpholin-4-yl)-3-cyclobutene-1,2-dione(68239-27-0)

Safety Data

• Hazardous Substances Data: 68239-27-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H8ClNO3/c9-5-6(8(12)7(5)11)10-1-3-13-4-2-10/h1-4H2

Upstream product

• 13368-42-8 4-(trimethylsilyl)morpholine 
• 2892-63-9 3,4-Dichlorocyclobut-3-ene-1,2-dione 
• 89872-31-1 1,1,3-trichloro-2,4,4-trimorpholinobutadiene 
• 110-91-8 morpholine 
• 54153-95-6 di-morpholin-4-yl-cyclobutenedione 
• 68239-28-1 3-Morpholino-2,4,4-trichlor-2-cyclobutenon 

Downstream Products

• 54153-95-6 di-morpholin-4-yl-cyclobutenedione 

Relevant articles and documents

Oxocarbons and Related Compounds, VIII. - Squaric Amide Chlorides: Simple Methods of their Preparation and Cyclization of Specially Substituted Representatives to Annulated Cyclobutenediones

Squaric dichloride (1c) reacts with a great number of secondary amines and with several primary amines to afford the squaric amide chlorides 4d-z.A further simple method for the preparation of 4a-d, aa-ac has been found in the reaction of 1c with an equimolar amount of the trimethylsilylamines 9a-ac.On using a twofold molar amount of 4-(trimethylsilyl)morpholine (9d), dimorpholinocyclobutenedione (11) has been obtained.Reaction of hexamethyldisilazane (12) with 1c affords 3-amino-4-chloro-3-cyclobutene-1,2-dione (14).The squaric amide chlorides 4m, u-w suffer intramolecular cyclization by the action of AlCl3 to give the annulated cyclobutenediones 17a-d.The analogous cyclization of 4z yields 18 which is characterized by an sevenmembered ring condensed with the cyclobutenedione unit.

Simple synthesis of amides of semiquadratic acid

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