112208
4-Nitrobenzoyl chloride
98%
Synonym(s):
p-Nitrobenzoyl chloride
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All Photos(4)
About This Item
Linear Formula:
O2NC6H4COCl
CAS Number:
Molecular Weight:
185.56
Beilstein:
473192
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
solid
bp
202-205 °C/105 mmHg (lit.)
mp
71-74 °C (lit.)
functional group
acyl chloride
SMILES string
[O-][N+](=O)c1ccc(cc1)C(Cl)=O
InChI
1S/C7H4ClNO3/c8-7(10)5-1-3-6(4-2-5)9(11)12/h1-4H
InChI key
SKDHHIUENRGTHK-UHFFFAOYSA-N
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General description
4-Nitrobenzoyl chloride reacts with triphenylphosphonium salt to synthesize benzofurans (potential positron emission tomography (PET) tracers) by the intramolecular Wittig reaction.It has been used for the derivatisation of Adiol (Androstenediol, an endogenous proliferation agent of prostate cancer).
Application
<ul>
<li><strong>Automated Synthesis of [11C]PiB:</strong> 4-Nitrobenzoyl chloride is utilized in the automated synthesis of [11C]PiB, a radiopharmaceutical for PET imaging of amyloid, highlighting its role in enhancing neuroimaging techniques (Singh et al., 2024).</li>
</ul>
<li><strong>Automated Synthesis of [11C]PiB:</strong> 4-Nitrobenzoyl chloride is utilized in the automated synthesis of [11C]PiB, a radiopharmaceutical for PET imaging of amyloid, highlighting its role in enhancing neuroimaging techniques (Singh et al., 2024).</li>
</ul>
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 1
Flash Point(F)
215.6 °F - closed cup
Flash Point(C)
102 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Tatsuya Higashi et al.
Steroids, 71(11-12), 1007-1013 (2006-09-19)
Androstenediol (Adiol, androst-5-ene-3beta,17beta-diol) is suspected of being an endogenous proliferation agent of prostate cancer (PCa) even after androgen deprivation therapy (ADT). A liquid chromatography-electron capture atmospheric pressure chemical ionization-mass spectrometric (LC-ECAPCI-MS) method for the determination of Adiol in prostatic tissue
Masahiro Ono et al.
Journal of medicinal chemistry, 49(9), 2725-2730 (2006-04-28)
A novel series of benzofuran derivatives as potential positron emission tomography (PET) tracers targeting amyloid plaques in Alzheimer's disease (AD) were synthesized and evaluated. The syntheses of benzofurans were successfully achieved by an intramolecular Wittig reaction between triphenylphosphonium salt and
M Ishigai et al.
Analytical biochemistry, 298(1), 83-92 (2001-10-25)
The dynamics of enzyme-catalyzed glutathione conjugation was studied by electrospray quadrupole/time-of-flight (Q-TOF) mass spectrometry with a nanospray interface. After incubation of human glutathione S-transferase A1-1 (GT) with glutathione (GSH) and an electrophilic substrate, electrospray indicated the presence of enzyme/product adducts
Accidental occupational sensitization to p-nitrobenzoyl chloride in a chemistry student synthesizing procaine.
J Foussereau
Contact dermatitis, 20(5), 397-398 (1989-05-01)
G Lindwall et al.
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Conjugation of xenobiotics with glutathione occurs commonly within the liver, and these glutathione conjugates are then preferentially excreted into bile. We have characterized this excretory process using primary cultured hepatocytes (24 h). 1-Chloro-2,4-dinitrobenzene rapidly entered the cells and formed a
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