99-42-3

Basic information

• Product Name: Benzoic acid,4-hydroxy-3-nitro-, methyl ester
• Synonyms: 3-Nitro-4-hydroxybenzoicacid methyl ester;4-(Methoxycarbonyl)-2-nitrophenol;4-Hydroxy-3-nitrobenzoicacid methyl ester;Methyl4-hydroxy-3-nitrobenzoate;NSC 28667
• CAS NO: 99-42-3
• Molecular Formula: C₈H₇NO₅
• Molecular Weight: 196.1375
• EINECS: 202-755-3
• Product Categories: Acids & Esters;Nitro Compounds;Phenols;Aromatic Esters
• Mol File: 99-42-3.mol
• Article Data: 36

Chemical Properties

• Melting Point: 74-76℃
• Boiling Point: 311.1 °C at 760 mmHg
• Flash Point: 141.9 °C
• Appearance: /
• Density: 1.432 g/cm³
• Vapor Pressure: 0.000315mmHg at 25°C
• Refractive Index: 1.4476 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 5.38±0.14(Predicted)
• BRN: 2115197
• CAS DataBase Reference: Benzoic acid,4-hydroxy-3-nitro-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid,4-hydroxy-3-nitro-, methyl ester(99-42-3)
• EPA Substance Registry System: Benzoic acid,4-hydroxy-3-nitro-, methyl ester(99-42-3)

Safety Data

• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• RTECS: DH2528400
• TSCA: Yes
• Hazardous Substances Data: 99-42-3(Hazardous Substances Data)

Usage

Description

Benzoic acid, 4-hydroxy-3-nitro-, methyl ester is an organic compound derived from benzoic acid, featuring a hydroxyl group at the 4-position and a nitro group at the 3-position. The ester group is attached to the methyl group, making it a methyl ester. Benzoic acid,4-hydroxy-3-nitro-, methyl ester is characterized by its unique chemical structure and properties, which can be utilized in various applications.

Uses

Used in Chemical Synthesis:
Benzoic acid, 4-hydroxy-3-nitro-, methyl ester is used as a key intermediate in the synthesis of various organic compounds, particularly in the production of 4-alkoxy-3-nitrobenzoic acids. It serves as a starting material for the alkylation process, where it reacts with corresponding n-alkylbromides in 3-pentanone to yield the desired 4-alkoxy-3-nitrobenzoic acid derivatives.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Benzoic acid, 4-hydroxy-3-nitro-, methyl ester can be utilized as a building block for the development of new drugs with potential therapeutic applications. Its unique chemical structure allows for the creation of novel compounds with specific biological activities, which can be further optimized for their efficacy and safety.
Used in Research and Development:
Benzoic acid, 4-hydroxy-3-nitro-, methyl ester is also used in research and development settings to study the properties and reactivity of various functional groups present in its structure. This knowledge can be applied to design new synthetic routes and develop innovative applications for this compound and its derivatives.

InChI:InChI=1/C8H7NO5/c1-14-8(11)5-2-3-7(10)6(4-5)9(12)13/h2-4,10H,1H3/p-1

Upstream product

• 67-56-1 methanol 
• 616-82-0 3-nitro-4-hydroxybenzoic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 144-55-8 sodium hydrogencarbonate 
• 7664-93-9 sulfuric acid 
• 107-06-2 1,2-dichloro-ethane 

Downstream Products

• 31582-81-7 1-(4-methoxycarbonyl-2-nitro-phenyl)-pyridinium; toluene-4-sulfonate 
• 40258-72-8 3-bromo-4-hydroxy-5-nitro-benzoic acid methyl ester 
• 536-25-4 methyl 3-amino-4-hydroxybenzoate 
• 136663-21-3 methyl 2-methyl-1,3-benzoxazole-5-carboxylate 
• 135328-57-3 methyl 4-(benzyloxy)-3-nitrobenzoate 
• 59691-12-2 methyl 3-nitro-4-propoxybenzoate 
• 31600-19-8 3-nitro-4-(toluene-4-sulfonyloxy)-benzoic acid methyl ester 
• 56388-02-4 methyl 2-aminobenzo[d]oxazole-5-carboxylate 
• 66498-19-9 4-{2-[4-(4-Chloro-phenoxy)-phenoxy]-propionyloxy}-3-nitro-benzoic acid methyl ester 
• 66498-20-2 4-{2-[4-(2,4-Dichloro-phenoxy)-phenoxy]-propionyloxy}-3-nitro-benzoic acid methyl ester 
• 89563-19-9 4-methoxycarbonyl-2-nitro-6-phenyliodoniophenolate 
• 92868-95-6 4,4'-oxybis(3-nitrobenzoic acid) dimethyl ester 
• 38688-54-9 4-[4-(Benzyloxycarbonylamino-methyl)-cyclohexanecarbonyloxy]-3-nitro-benzoic acid methyl ester 
• 193965-90-1 3-Nitro-4-(2-pyrrolidin-1-yl-ethoxy)-benzoic acid methyl ester 

Relevant articles and documents

Photochemical Nitration of Benzoic Acid Derivatives by Irradiation to Nitrate Ions

Photochemical nitration of p-hydroxybenzoate, HBA, initiated by UV irradiation to sodium nitrate or sodium nitrite was observed in aqueous solutions. 4-Hydroxy-3-nitrobenzoate was formed, with maximum quantum yields of 0.007 and 0.09 for NaNO3 and NaNO2, respectively.From the dependence of the yields on the pH and concentrations of oxygen and OH-scavengers, we propose a mechanism involving the addition of OH(radical) to the aromatic ring of HBA and electron abstraction from NO2 by the OH(radical) adduct for the photonitration.

Synthesis, Structure Revision, and Cytotoxicity of Nocarbenzoxazole G

The total synthesis of nocarbenzoxazoles F (1) and G (2), originally obtained from the marine-derived halophilic bacterial strain Nocardiopsis lucentensis DSM 44048, was achieved via a simple and versatile route involving microwave-assisted construction of a benzoxazole skeleton, followed by carbon-carbon bond formation with the corresponding aryl bromides. Unfortunately, the 1H and 13C NMR spectra of natural nocarbenzoxazole G did not agree with those of the synthesized compound. In particular, the spectra of the isolated and synthesized compounds showed considerable differences in the signals from the protons and carbons in the aryl group. The revised structure was validated by the total synthesis of the actual nocarbenzoxazole G (8c) molecule, which is a regioisomer of the compound that was reported earlier as nocarbenzoxazole G. The synthesized derivatives showed specific cytotoxicity to the human cervical carcinoma cell line, HeLa, but did not have any remarkable effect on the other cell lines.

QUINAZOLINE HETEROCYCLIC COMPOUND AS EGFR KINASE INHIBITOR AND PREPARATION AND APPLICATION THEREOF

The present invention relates to an N-substituted-phenyl-5-substituted-alkoxy-2,3-dihydro-[1,4]dioxane[2,3-f]quinazolin-10-amine (I) or 4-substituted-arylamino-6-substituted-alkyl-6H-[1,4]oxazino[3,2-g]quinazoline-7(8H)-one (II) type compounds, a preparation method thereof and an application thereof as an inhibitor for epidermal growth factor receptor (EGFR) (comprising some mutant forms of EGFR) to treat cancer. These compounds and salts thereof can be used to treat or prevent various cancer diseases.