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7270-63-5

7270-63-5 Structure

7270-63-5 Structure
IdentificationBack Directory
[Name]

5-DIAZOMELDRUM'S ACID
[CAS]

7270-63-5
[Synonyms]

AURORA KA-3831
Diazomeldrumsacid
5-DIAZOMELDRUM'S ACID
CYCL-ISOPROPYLIDENE DIAZOMALONATE
CYCLO-ISOPROPYLIDENE DIAZOMALONATE
CYCLIC-ISOPROPYLIDENE DIAZOMALONATE
2-Diazomalonic acid isopropylidene ester
2,2-Dimethyl-5-diazo-1,3-dioxane-4,6-dione
5-DIAZO-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE
5-DIAZO-2,2-DIMETHYL-1,3-DIOXOLANE-4,6-DIONE
DIAZOMALONIC ACID CYCLIC ISOPROPYLIDENE ESTER
DIAZOMALONIC ACID CYCLIC ISOPROPYLIDINE ESTER
5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione >
5-diazonio-2,2-dimethyl-6-oxo-1,3-dioxin-4-olate
5-diazomeldrum'sacid(=5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dione)
5-Diazomeldrums acid (=5-Diazo-2,2-dimethyl-1,3-dioxolane-4,6-dione)
5-Diazomeldrum's Acid Diazomalonic Acid Cyclic Isopropylidine Ester cycl-Isopropylidene Diazomalonate
[Molecular Formula]

C6H8N2O4
[MDL Number]

MFCD00059899
[MOL File]

7270-63-5.mol
[Molecular Weight]

172.14
Chemical PropertiesBack Directory
[Melting point ]

95 °C
[storage temp. ]

Refrigerator
[solubility ]

soluble in Methanol
[form ]

powder to crystal
[color ]

White to Orange to Green
[CAS DataBase Reference]

7270-63-5
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Warning
[Hazard statements ]

H228
[Precautionary statements ]

P210-P240-P241-P280
[RIDADR ]

1325
[HS Code ]

2932.99.9090
[HazardClass ]

4.1
[PackingGroup ]

III
Hazard InformationBack Directory
[Uses]

5-Diazomeldrum's acid is a reagent useful in the synthesis of α-oxyketenes and in [2 + 2] cycloaddition reactions with olefins.
[Preparation]

Most commonly by diazo transfer to Meldrum's acid. A number of procedures involving the use of sulfonyl azide reagents have been reported.Typical procedures involve the addition of the sulfonyl azide to a solution of Meldrum's acid containing a tertiary amine base. Aqueous workup followed by chromatography on silica gel provide the diazo compound in yields ranging from 40 to 76%. A modification using KF on alumina is reported to provide a 90% yield of 5-Diazomeldrum's acid. Diazo compounds are potentially explosive as are certain sulfonyl azides, such as tosyl azide. For this reason, extreme care must be observed in the synthesis and use of this compound, with all operations being conducted behind a blast shield in a fume hood.
[storage]

In addition to the previously mentioned explosion hazard which this  reagent presents, there are health related hazards that must also be considered. Diazo compounds, as a class,  are toxic and irritating and can be sensitizers. They must be used in a well-ventilated fume hood and not  come in contact with skin. For a description of the hazards associated with this class of compounds, see the  handling and storage precautions listed for Diazomethane.
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