31876-38-7

Basic information

• Product Name: moniliformin
• Synonyms: 3-Hydroxy-3-cyclobutene-1,2-dione;Semisquaric acid;Nsc292896
• CAS NO: 31876-38-7
• Molecular Formula: C₄H₂O₃
• Molecular Weight: 98.06
• Mol File: 31876-38-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 163°C (rough estimate)
• Boiling Point: 123.51°C (rough estimate)
• Flash Point: 113°C
• Appearance: /
• Density: 1.3154 (rough estimate)
• Vapor Pressure: 0.00695mmHg at 25°C
• Refractive Index: 1.4540 (estimate)
• PKA: -0.21±0.25(Predicted)
• CAS DataBase Reference: moniliformin(CAS DataBase Reference)
• NIST Chemistry Reference: moniliformin(31876-38-7)
• EPA Substance Registry System: moniliformin(31876-38-7)

Safety Data

• Hazardous Substances Data: 31876-38-7(Hazardous Substances Data)

Usage

Uses

Moniliformin is a toxic secondary metabolite of?Fusarium spp..

InChI:InChI=1/C4H2O3.K/c5-2-1-3(6)4(2)7;/h1,5H;/q;+1/p-1

Upstream product

• 144791-02-6 2,3-Di-tert-butoxy-4-hydroxy-2-cyclobuten-1-one 
• 130158-14-4 7,7-dichloro-2,5-dioxabicyclo<4.2.0>octan-8-one 
• 68057-58-9 3,4,4-triethoxy-2-cyclobutenone 
• 68057-55-6 2,2,3-trimethoxy-3-cyclobuten-1-one 
• 68057-72-7 3-chloro-4-hydroxycyclobut-3-ene-1,2-dione 
• 66478-64-6 2,3,4-tri-tert-butoxycyclobutenone 
• 4591-28-0 dichloroketene 
• 109-92-2 ethyl vinyl ether 
• 1193-44-8 2,2,4,4-Tetrabrom-cyclobutanon-⁽¹⁾ 
• 2927-72-2 1,4-dichloro-3,3,4-trifluorocyclobutene 
• 61699-44-3 2,2,3,3-Tetraethoxy-cyclobutanon 
• 68057-68-1 7,8-Carbonyldioxy-7,8-dichlor-2,5-dioxa-bicyclo<4.2.0>octan 
• 463-51-4 Ketene 
• 1069-12-1 1,1,2,2-tetramethoxyethylene 

Downstream Products

• 131244-93-4 3,4-Bis-(4-chloro-phenylsulfanyl)-cyclobut-3-ene-1,2-dione 
• 131244-94-5 3,4-bis(p-tolylthio)cyclobut-3-ene-1,2-dione 
• 112127-45-4 Aniliniumsemiquadratat 
• 65842-68-4 Semiquadratsaeureaanilid 
• 128628-23-9 3-Diphenylamino-cyclobut-3-ene-1,2-dione 
• 120824-07-9 3,4-Bis-phenylsulfanyl-cyclobut-3-ene-1,2-dione 
• 128628-21-7 3-(4-Chloro-phenylamino)-cyclobut-3-ene-1,2-dione 
• 128628-19-3 3-(4-methylanilino)-3-cyclobuten-1,2-dion 
• 128628-17-1 3-Cyclohexylamino-cyclobut-3-ene-1,2-dione 
• 22557-51-3 3-bromo-3-cyclobutene-1,2-dione 
• 124-38-9 carbon dioxide 
• 64-19-7 acetic acid 
• 74-89-5 methylamine 
• 129877-75-4 3-(3,5-Dichloro-phenyl)-4-hydroxy-cyclobut-3-ene-1,2-dione 

Relevant articles and documents

Synthesis of isotopically labeled fusarium mycotoxin 13C 2-moniliformin [1-hydroxycyclobut-1-ene-3,4-dione]

The total synthesis of isotopically labeled [13C-1- hydroxycyclobut-1-ene-3,4-dione (moniliformin) a fungal toxic secondary metabolite to be used as internal standard for mycotoxin analysis is described. The synthesis proceeds in four steps starting from 1,4-dioxane, which was converted to 2,3-dihydro-1,4-dioxine followed by a [2+2]-cycloaddition with trichloroacetyl chloride-1,2-13Cas 13C source. The 13Clabeled cyclobutanone precursor was transformed to [ 13C-moniliformin by acid-catalyzed hydrolysis. The successful incorporation of two 13C atoms was proven by detailed NMR and mass spectrometric studies of labeled moniliformin and its precursor. Georg Thieme Verlag Stuttgart - New York.

Squaric Acids: A New Motif for Designing Inhibitors of Protein Tyrosine Phosphatases

(Equation presented) Protein tyrosine phosphatases (PTPases) are important targets in medicinal chemistry. These enzymes play a role in a number of human diseases, including type II diabetes and infection by Yersinia pestis, the causative agent of bubonic

Oxocarbons and Related Compounds; Part 12. A Simple and Efficient Synthesis of 3-Hydroxy-3-cyclobutene-1,2-dione ("Semisquaric Acid"; "Moniliformin") and its Reaction with Amines

Starting with squaric acid (1), semisquaric acid (4) has been synthesized in a 54percent overall yield.In contrast to a literature report semisquaric acid (4) reacts with ammonia (5a) and aniline (5b) in the cold to give the ammonium-semisquarates 6a and