Cas no 555-16-8 (4-Nitrobenzaldehyde)

4-Nitrobenzaldehyde (CAS 555-16-8) is an aromatic aldehyde featuring a nitro group at the para position of the benzene ring. This compound is widely utilized as a key intermediate in organic synthesis, particularly in the production of dyes, pharmaceuticals, and agrochemicals. Its electron-withdrawing nitro group enhances reactivity in nucleophilic aromatic substitution and condensation reactions, making it valuable for constructing complex molecular frameworks. The crystalline solid exhibits moderate solubility in organic solvents and stability under standard conditions. Its well-defined structure and predictable reactivity contribute to its utility in research and industrial applications, including the synthesis of Schiff bases and heterocyclic compounds.
4-Nitrobenzaldehyde structure
4-Nitrobenzaldehyde structure
Product Name:4-Nitrobenzaldehyde
CAS No:555-16-8
MF:C7H5NO3
MW:151.119501829147
MDL:MFCD00007346
CID:38308
PubChem ID:541
Update Time:2025-11-13

4-Nitrobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Nitrobenzaldehyde
    • 4-FORMYLNITROBENZENE
    • p-Formylnitrobenzene
    • P-NITROBENZALDEHYDE
    • 4-nitro-benzaldehyd
    • Benzaldehyde, p-nitro-
    • Benzaldehyde,4-nitro-
    • p-nitro-benzaldehyd
    • p-Nitrobenzaldehyde 4-Nitrobenzaldehyde
    • 4-NITRO BENZALDEHYDE GR
    • NITROBENZALDEHYDE 4-
    • 4-Nitrobenzenecarbaldehyde
    • 4-mononitrobenzaldehyde
    • 4-nitrobenzaldehdye
    • 4-nitro-benzaldehyde
    • Benzaldehyde,4-nitro
    • Benzaldehyde,p-nitro
    • NITROBENZALDEHYDE 4
    • para-nitrobenzaldehyde
    • p-nitrobenzoic aldehyde
    • CCRIS-1675
    • 4-NITROBENZENECARBOXALDEHYDE
    • AKOS000118887
    • BP-11799
    • CCRIS 1675
    • 4-nitrobenzaldhyde
    • paranitrobenzaldehyde
    • CHEMBL164236
    • N0559
    • AB-131/40217801
    • 4-Nitrobenzaldehyde, Vetec(TM) reagent grade, 98%
    • Tox21_202930
    • MFCD00007346
    • WLN: WNR DVH
    • DTXSID5022061
    • 4NBZ
    • NITROBENZALDEHYDE, 4-
    • CS-W007577
    • DTXCID402061
    • InChI=1/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5
    • BCP27111
    • UNII-NX859P8MB0
    • p-nitrobenzenealdehyde
    • BENZALDEHYDE,4-NITRO MFC7 H5 N1 O3
    • STR00898
    • NCGC00260476-01
    • p-nitro benzaldehyde
    • 4-Nitrobenzaldehyde,(S)
    • NSC-6103
    • D70831
    • Q2816679
    • Z57772464
    • 4-nitrobenz aldehyde
    • (4 nitrophenyl)methanone
    • CHEBI:66926
    • SY001417
    • para-nitro benzaldehyde
    • EN300-18420
    • 4-Nitrobenzaldehyde; Chloramphenicol Impurity B
    • 4-Nitrobenzaldehyde, 98%
    • FT-0619200
    • F2190-0630
    • 4-Nitrobenzaldehyde, for spectrophotometric det. of amino sugars, >=99.0%
    • 4-Nitrobenzaldehyde, p.a., 98.0%
    • NS00022368
    • CAS-555-16-8
    • EINECS 209-084-5
    • p-nitro-benzaldehyde
    • 4-Nitrobenzaldehyde, purum, >=97.0% (HPLC)
    • XXH
    • NX859P8MB0
    • FT-0672749
    • A15647
    • AC-27489
    • J-515873
    • Benzaldehyde, 4-nitro-
    • 555-16-8
    • AI3-52475
    • NSC 6103
    • SCHEMBL1157
    • NSC6103
    • 4-nitro benzaldehyde
    • BBL011957
    • HY-W007577
    • pNitrobenzaldehyde
    • pFormylnitrobenzene
    • STK199266
    • Benzaldehyde, pnitro
    • BENZALDEHYDE,4-NITRO MFC7 H5 N1 O3
    • DB-024132
    • Benzaldehyde, 4nitro
    • MDL: MFCD00007346
    • Inchi: 1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H
    • InChI Key: BXRFQSNOROATLV-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=CC(C=O)=CC=1)=O
    • BRN: 386796

Computed Properties

  • Exact Mass: 151.02700
  • Monoisotopic Mass: 151.027
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 156
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 62.9A^2

Experimental Properties

  • Color/Form: White or yellowish prismatic crystals.
  • Density: 1,496 g/cm3
  • Melting Point: 103-106?°C (lit.)
  • Boiling Point: 299.6°C at 760 mmHg
  • Flash Point: 155.2±15.4 °C
  • Refractive Index: 1.5800 (estimate)
  • Solubility: 2.34g/l
  • Water Partition Coefficient: Soluble in water, ethanol, benzene, glacial acetic acid. Slightly soluble in ether.
  • PSA: 62.89000
  • LogP: 1.93050
  • Solubility: Soluble in ethanol, benzene and acetic acid, slightly soluble in water and ether.
  • Merck: 6587
  • Sensitiveness: Air Sensitive

4-Nitrobenzaldehyde Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H317,H319
  • Warning Statement: P280,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:2
  • Hazard Category Code: 36-43-52/53
  • Safety Instruction: S26-S36/37-S61-S24/25-S36/37/39
  • RTECS:CU7350000
  • Hazardous Material Identification: Xi
  • Safety Term:S24/25
  • TSCA:Yes
  • Storage Condition:Store at room temperature
  • Risk Phrases:R36/37/38

4-Nitrobenzaldehyde Customs Data

  • HS CODE:2913000090
  • Customs Data:

    China Customs Code:

    2913000090

    Overview:

    2913000090 Item2912Other derivatives of the listed products [refer to halogenation,sulfonation,Nitrosative or nitrosative derivatives]. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS: 2913000090 halogenated, sulphonated, nitrated or nitrosated derivatives of products of heading 2912 Educational tariff:17.0% Tax rebate rate:9.0% Regulatory conditions:none Most favored nation tariff:5.5% General tariff:30.0%

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4-Nitrobenzaldehyde Production Method

4-Nitrobenzaldehyde Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:555-16-8)4-Nitrobenzaldehyde
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Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:19
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Amadis Chemical Company Limited
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(CAS:555-16-8)4-Nitrobenzaldehyde
Order Number:A15647
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Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:00
Price ($):274.0
Suzhou Senfeida Chemical Co., Ltd
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(CAS:555-16-8)4-Nitrobenzaldehyde
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Quantity:200kg
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4-Nitrobenzaldehyde Spectrogram

1H NMR 300 MHz DMSO
1H NMR
13C NMR
13C NMR

Additional information on 4-Nitrobenzaldehyde

Introduction to 4-Nitrobenzaldehyde (CAS No. 555-16-8)

4-Nitrobenzaldehyde, with the chemical formula C7H6O3 and CAS number 555-16-8, is a significant organic compound widely utilized in the field of chemical and pharmaceutical research. This compound, characterized by its nitro and aldehyde functional groups, exhibits a variety of applications ranging from synthetic chemistry to potential pharmaceutical development.

The structural uniqueness of 4-Nitrobenzaldehyde arises from the presence of a nitro group (-NO2) attached to a benzene ring, which is further substituted with an aldehyde group (-CHO). This configuration imparts distinct chemical properties, making it a valuable intermediate in organic synthesis. The nitro group enhances electrophilic aromatic substitution reactions, while the aldehyde group participates in condensation and oxidation reactions, providing a versatile platform for further chemical modifications.

In recent years, 4-Nitrobenzaldehyde has garnered attention in the pharmaceutical industry due to its potential role as a precursor in the synthesis of various bioactive molecules. Researchers have been exploring its utility in developing novel therapeutic agents, particularly those targeting neurological and inflammatory disorders. The nitro group's ability to influence electronic properties of the benzene ring makes it an attractive scaffold for designing molecules with specific biological activities.

One of the most compelling areas of research involving 4-Nitrobenzaldehyde is its application in the synthesis of heterocyclic compounds. Heterocycles are essential components of many pharmaceuticals, and the introduction of nitro and aldehyde functionalities provides a convenient route to construct complex molecular frameworks. For instance, studies have demonstrated its use in generating nitrogen-containing heterocycles such as pyridines and pyrimidines, which are crucial for developing drugs with enhanced binding affinity and selectivity.

The chemical reactivity of 4-Nitrobenzaldehyde also makes it a valuable tool in polymer chemistry. Researchers have investigated its incorporation into polymer backbones to create materials with tailored properties. These polymers exhibit improved stability and functionality, making them suitable for applications in drug delivery systems and advanced materials science. The ability to functionalize both the nitro and aldehyde groups allows for extensive modifications, enabling the design of polymers with specific degradation rates or bioavailability profiles.

In addition to its synthetic utility, 4-Nitrobenzaldehyde has shown promise in analytical chemistry. Its distinct spectral properties make it an excellent candidate for use as an internal standard or reference compound in chromatographic and spectroscopic analyses. These applications are particularly relevant in quality control processes within pharmaceutical manufacturing, where precise identification and quantification of intermediates are critical.

The industrial production of 4-Nitrobenzaldehyde typically involves the nitration of benzaldehyde or related precursors followed by purification steps. Advances in catalytic processes have improved yield and reduced environmental impact, making it more sustainable for large-scale applications. Such developments align with global trends toward greener chemistry practices, emphasizing efficiency and minimal waste generation.

The pharmacological potential of derivatives derived from 4-Nitrobenzaldehyde continues to be an area of active investigation. For example, researchers have synthesized analogs that exhibit inhibitory effects on enzymes implicated in inflammatory responses. These findings suggest that modifications to the nitro and aldehyde functionalities can fine-tune biological activity, offering opportunities for developing targeted therapies.

The role of computational chemistry in studying 4-Nitrobenzaldehyde cannot be overstated. Molecular modeling techniques allow researchers to predict reaction outcomes and optimize synthetic routes before experimental validation. This approach not only accelerates discovery but also reduces the need for trial-and-error experimentation, thereby saving time and resources.

In conclusion, 4-Nitrobenzaldehyde (CAS No. 555-16-8) represents a multifaceted compound with broad applications across multiple scientific disciplines. Its unique structural features make it indispensable in organic synthesis, pharmaceutical development, polymer science, and analytical methods. As research progresses, continued exploration of its derivatives and reaction pathways will likely uncover even more innovative uses for this versatile chemical entity.

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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:555-16-8)4-Nitrobenzaldehyde
LE18679;LE2338347;LE3684
Purity:99%/99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG/25KG,200KG,1000KG
Price ($):Inquiry/Inquiry/Inquiry
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Amadis Chemical Company Limited
(CAS:555-16-8)4-Nitrobenzaldehyde
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Quantity:500g
Price ($):274.0
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