Molecular structure of Dimethylmalononitrile, CAS Number: 7321-55-3
Dimethylmalononitrile (CAS 7321-55-3)
CAS Number:
7321-55-3
Molecular Weight:
94.11
Molecular Formula:
C5H6N2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Dimethylmalononitrile has found utility as both a reagent and a catalyst in organic synthesis, particularly in the production of specialty chemicals. Its versatile nature has led to its extensive investigation in biochemical and physiological studies within laboratory applications. Dimethylmalononitrile, an organic compound, exhibits a diverse range of applications in the realm of organic chemistry, serving as a valuable reagent. The mechanism underlying the action of Dimethylmalononitrile is thought to involve the generation of a carbocation intermediate, subsequently targeted by a nucleophile. This fundamental reaction mechanism is believed to underlie the broad spectrum of applications observed for Dimethylmalononitrile.
Dimethylmalononitrile (CAS 7321-55-3) References
- Transnitrilation from Dimethylmalononitrile to Aryl Grignard and Lithium Reagents: A Practical Method for Aryl Nitrile Synthesis. | Reeves, JT., et al. 2015. J Am Chem Soc. 137: 9481-8. PMID: 26151426
- Rhodium-Catalyzed Transnitrilation of Aryl Boronic Acids with Dimethylmalononitrile. | Malapit, CA., et al. 2016. Angew Chem Int Ed Engl. 55: 326-30. PMID: 26483150
- 1,4-Dicarbofunctionalization of 4-Fluoroaryl Grignard and Lithium Reagents with Disubstituted Malononitriles. | Malapit, CA., et al. 2017. J Org Chem. 82: 4993-4997. PMID: 28402664
- Rhodium-Catalyzed Addition of Aryl Boronic Acids to 2,2-Disubstituted Malononitriles. | Malapit, CA., et al. 2017. Angew Chem Int Ed Engl. 56: 6999-7002. PMID: 28493607
- Copper-Catalyzed Reagent-Controlled Regioselective Cyanoborylation of Vinylarenes. | He, SJ., et al. 2018. Org Lett. 20: 5208-5212. PMID: 30148637
- Rhodium(iii)-catalyzed aromatic C-H cyanation with dimethylmalononitrile as a cyanating agent. | Li, H., et al. 2019. Chem Commun (Camb). 55: 1209-1212. PMID: 30547172
- Synthesis of Nitrile-Bearing Quaternary Centers by an Equilibrium-Driven Transnitrilation and Anion-Relay Strategy. | Alazet, S., et al. 2019. Angew Chem Int Ed Engl. 58: 10300-10304. PMID: 31083765
- Molecular design of thermally activated delayed fluorescent emitters for narrowband orange-red OLEDs boosted by a cyano-functionalization strategy. | Liu, Y., et al. 2021. Chem Sci. 12: 9408-9412. PMID: 34349914
- Regiospecific synthesis of 2-allylated-5-substituted tetrazoles via palladium-catalyzed reaction of nitriles, trimethylsilyl azide, and allyl acetates | YS Gyoung, JG Shim, Y Yamamoto. 2000. Tetrahedron Letters. 41(21): 4193-4196.
- Synthesis of non-symmetric bisoxazoline compounds. An easy way to reach tailored chiral ligands | JI García, JA Mayoral, E Pires, I Villalba. 2006. Tetrahedron: Asymmetry. 17(15): 2270-2275.
- C–C Bond Breaking in Addition–Elimination Reactions on Nitriles | and Jean-Marc Mattalia, Paola Nava. 2019. European Journal of Organic Chemistry,. 2019(15): 2621-2628.
- A one-pot electrophilic cyanation–functionalization strategy for the synthesis of disubstituted malononitriles | LR Mills, SAL Rousseaux. 2019. Tetrahedron. 75(32): 4298-4306.
- Scalable Atroposelective Synthesis of MRTX1719: An Inhibitor of the PRMT5/MTA Complex | Michal Achmatowicz, Thomas Scattolin, David R. Snead, Dinesh J. Paymode, Sahar Roshandel, Chen Xie, Guihui Chen, and Cheng-yi Chen. 2023. Org. Process Res. Dev. 27(5): 954–971.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Dimethylmalononitrile, 5 g | sc-234756 | 5 g | $100.00 |