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TCI

CAS 4421-09-4

Piperonylonitrile TCI P1074

Piperonylonitrile TCI P1074

Chemical Identity

CAS No.
4421-09-4
PubChem
CID 78136·SID 87575181
Formula
C8H5NO2
Molecular weight
147.13 g/mol
Purity
>98.0%(GC)
Reference databases
ChEBI·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1,3-benzodioxole-5-carbonitrile
SMILES
C1OC2=C(O1)C=C(C=C2)C#N
InChIKey
PKRWWZCDLJSJIF-UHFFFAOYSA-N
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Piperonylonitrile from TCI, also known as 3,4-methylenedioxybenzonitrile, is an aromatic compound with a benzodioxole ring (a methylenedioxy group) and one nitrile group. In organic synthesis laboratories it is used as a building block for molecules that contain the methylenedioxyphenyl unit. This structural motif is common in natural products, fragrance compounds and bioactive molecules. The nitrile group is a versatile functional group that chemists can convert into many other groups to suit the synthetic route.

Chemists choose this material because the nitrile group can be hydrolysed to an amide or a carboxylic acid, reduced to an amine or an aldehyde, or converted into heterocycles such as tetrazoles, amidines and triazines. The methylenedioxy ring is electron-rich, so it affects the reactivity of the aromatic ring and the spectroscopic properties of the compounds made from it. The nitrile group is also stable under many reaction conditions. This lets chemists carry it through several synthetic steps before they transform it, which makes the compound a flexible starting point for synthesis.

In Indonesia, Piperonylonitrile is relevant to organic chemistry, natural product chemistry and medicinal chemistry laboratories at universities, research institutes and industrial R&D units. Research groups use it to prepare methylenedioxyphenyl derivatives, to explore how nitrile groups can be transformed, and to build compound libraries for structure–activity studies. It also suits teaching and thesis projects in synthetic methodology, where a well-defined, branded reagent from TCI helps make experimental results consistent and repeatable.

  • Synthesis of methylenedioxyphenyl derivatives: the benzodioxole ring provides the methylenedioxyphenyl motif found in many natural products, fragrance compounds and bioactive molecules.
  • Hydrolysis to amides and carboxylic acids: the nitrile group can be hydrolysed in a controlled way, giving the corresponding amide or carboxylic acid for further coupling or derivatisation.
  • Reduction to amines or aldehydes: chemists can reduce the nitrile function to an amine or an aldehyde, which opens routes to many other functionalised methylenedioxyphenyl intermediates.
  • Heterocycle construction: the nitrile group can be converted into tetrazoles, amidines and triazines, which makes this compound useful for preparing heterocyclic targets in medicinal chemistry research.
  • Multi-step synthetic route design: the nitrile group stays stable under many reaction conditions, so it can be carried through several steps before it is converted, which gives chemists flexibility when planning a route.

Brand TCI
CAS number 4421-09-4
Molecular formula —
Purity —
Category TCI
Pack sizes see the product listing for the pack sizes currently available
Physical form see the TCI label and Safety Data Sheet (SDS) for the physical form and recommended storage conditions
Storage —
  • Product code: P1074

Keep Piperonylonitrile in its original, tightly closed container in a cool, dry, well-ventilated place, away from heat sources, direct sunlight and incompatible materials such as strong oxidising agents, strong acids and strong bases. Always follow the storage conditions on the TCI label and SDS. Handle the material in a fume hood or a well-ventilated area. Wear suitable gloves, safety glasses and a lab coat. Avoid breathing in dust or vapour, and avoid contact with skin and eyes. Close containers straight after use and label them clearly. Dispose of residues and contaminated materials according to your institution's chemical waste procedures and local regulations.

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