Date published: 2026-5-19

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(Nitromethyl)benzene (CAS 622-42-4)

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Alternate Names:
a-Nitrotoluene; Phenyl nitromethane
CAS Number:
622-42-4
Purity:
≥97%
Molecular Weight:
137.14
Molecular Formula:
C7H7NO2
Supplemental Information:
This is 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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(Nitromethyl)benzene (NMB), an aromatic compound, features a nitro group connected to the methyl group of benzene. This colorless and volatile liquid possesses a distinct pungent odor. (Nitromethyl)benzene finds extensive usage in synthesizing a wide array of compounds, including fragrances, dyes, and explosives. it plays a vital role in the production of nitrocellulose, a polymer utilized in the manufacture of explosives, lacquers, and adhesives. (Nitromethyl)benzene has served to examine the mechanism of action and structure-activity relationships of biological entities such as hormones and enzymes. Although the precise mechanism of action of (Nitromethyl)benzene remains elusive, it is believed to involve the inhibition of enzymes responsible for metabolizing compounds.


(Nitromethyl)benzene (CAS 622-42-4) References

  1. Diastereoselective one-pot tandem synthesis of 3-substituted isoindolinones: a mechanistic investigation.  |  Angelin, M., et al. 2010. J Org Chem. 75: 5882-7. PMID: 20690700
  2. Tandem palladium(0) and palladium(II)-catalyzed allylic alkylation through complementary redox cycles.  |  Trost, BM., et al. 2012. Angew Chem Int Ed Engl. 51: 11522-6. PMID: 23055351
  3. Metal-templated chiral Brønsted base organocatalysis.  |  Ma, J., et al. 2014. Nat Commun. 5: 4531. PMID: 25072163
  4. Palladium-Catalyzed Synthesis of Δ(2)-Isoxazoline from Toluene Derivatives Enabled by the Triple Role of Silver Nitrate.  |  Li, C., et al. 2015. Org Lett. 17: 5718-21. PMID: 26555344
  5. Tryptophan Synthase: Biocatalyst Extraordinaire.  |  Watkins-Dulaney, E., et al. 2021. Chembiochem. 22: 5-16. PMID: 32677310
  6. Investigation of β-Substitution Activity of O-Acetylserine Sulfhydrolase from Citrullus vulgaris.  |  Smith, JL., et al. 2022. Chembiochem. 23: e202200157. PMID: 35476889
  7. Catalytic artificial nitroalkane oxidases - a way towards organocatalytic umpolung.  |  Pokluda, A., et al. 2023. Org Biomol Chem. 21: 2768-2774. PMID: 36919409
  8. Magnetically recoverable catalytic Co–Co2B nanocomposites for the chemoselective reduction of aromatic nitro compounds†  |  Amit A. Vernekar,‡a Sagar Patil,a Chinmay Bhata and Santosh G. Tilve*a . 2013. RSC Adv. 3: 13243-13250.
  9. Diastereo- and enantioselective nitro-Mannich reaction of isatin-derived N-Boc ketimines catalyzed by chiral phase-transfer catalysts†  |  Yuxin Liu, a Jingdong Wang,a Zhonglin Wei,a Jungang Cao,a Dapeng Liang,a Yingjie Lin *a and Haifeng Duan*a . 2018. New J. Chem. 42: 1608-1611.
  10. Aminocatalytic Enantioselective 1, 6-Addition of (Nitromethyl)benzenes to α, β, γ, δ-Cyclic Dienones  |  Kai-Xiang Feng, Qiao-Yu Shen, Ya-Yun Zheng, Ai-Bao Xia, Zhan-Yu Zhou, Cheng-Ke Tang, Ai-Guo Zhong, Dan-Qian Xu, Xiao-Hua Du. 2019. European Journal of Organic Chemistry. 2019: 6626-6630.
  11. An Insight into Selective Olefin Bond Functionalization of Cyclodienes through Nitrile Oxide 1,3-Dipolar Cycloadditions  |  Zsanett Benke, Dr. Melinda Nonn, Prof. Ferenc Fülöp, Prof. Loránd Kiss. 2019. ChemistrySelect. 4: 2886-2891.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(Nitromethyl)benzene, 1 g

sc-311506
1 g
$287.00

(Nitromethyl)benzene, 5 g

sc-311506A
5 g
$547.00