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HomeProduct name listNadic anhydride

Nadic anhydride

Synonym(s):5-Norbornene-2,3-dicarboxylic anhydride

  • CAS NO.:826-62-0
  • Empirical Formula: C9H8O3
  • Molecular Weight: 164.16
  • MDL number: MFCD00213361
  • EINECS: 212-557-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-24 19:19:26
Nadic anhydride Structural

What is Nadic anhydride?

Description

The substance 5-norbornene-2,3-dicarboxylic anhydride has a purity of approximately 99.5 % and consists of two isomers, cis-5-norbrene-endo-2,3-dicarboxylic anhydride (99.2 %) and cis-5-norbreneexo-2,3-dicarboxylic anhydride (0.3 %). It has an estimated log Po/w = 2.3. Due to its chemical nature as an anhydride it readily hydrolyses into the free diacid, norbornene-2,3-dicarboxylic acid. Therefore, migration into aqueous foodstuffs will also lead to the presence of the two isomeric diacids. Melting point of the substance is 163-165 °C.

Chemical properties

white solid

The Uses of Nadic anhydride

5-Norbornene-2,3-dicarboxylic anhydride, as a copolymer monomer in polyester can coatings up to 18.3 % w/w in the final dry coating, does not pose a safety concern to the consumer under sterilised conditions and prolonged contact with all foodstuffs (except beverages).

What are the applications of Application

Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride is a norbornene compound for proteomics research

Reactions

Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride reacts with methyl aminomethyllambertianate to give amide of bicyclo[2.2.1]heptan-1,2-dicarbocylic acid with a labdanoid substituent.

Safety Profile

Mild skin and severe eye irritant.When heated to decomposition it emits acrid smoke andirritating fumes.

Toxicity evaluation

In a cytogenetic test in vitro, 5-norbornene-2,3-dicarboxylic anhydride was clastogenic both in presence and absence of an exogenous metabolic activation system. Gene mutation assays in bacteria and cultured mammalian cells provided negative results. When administered to rats by the oral route at the maximum tolerated dose, 5-norbornene-2,3-dicarboxylic anhydride was not clastogenic/aneugenic in bone marrow, and did not induce DNA damage in liver and at the site of first contact (stomach) in a combined micronucleus and comet assay. It is concluded that the clastogenic activity of 5-norbornene2,3-dicarboxylic anhydride observed in vitro is not expressed in vivo, and that 5-norbornene-2,3- dicarboxylic anhydride does not raise concern for genotoxicity.

Properties of Nadic anhydride

Melting point: 165-167 °C(lit.)
Boiling point: 251.61°C (rough estimate)
Density  1.2132 (rough estimate)
refractive index  1.5260 (estimate)
storage temp.  Inert atmosphere,Room Temperature
solubility  diethyl ether: soluble0.1g/10 mL, clear, colorless
form  powder to crystal
color  White to Almost white
Specific Gravity 1.250 (20/4℃)
Merck  14,1796
BRN  150228
InChI InChI=1S/C9H8O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h1-2,4-7H,3H2
CAS DataBase Reference 826-62-0(CAS DataBase Reference)
EPA Substance Registry System 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro- (826-62-0)

Safety information for Nadic anhydride

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Health Hazard
GHS08
GHS Hazard Statements H317:Sensitisation, Skin
H318:Serious eye damage/eye irritation
H334:Sensitisation, respiratory
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P342+P311:IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

Computed Descriptors for Nadic anhydride

InChIKey KNDQHSIWLOJIGP-UHFFFAOYSA-N
SMILES C1(=O)C2C(C3CC2C=C3)C(=O)O1

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