MilliporeSigma
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156272

Sigma-Aldrich

3,5-Dinitrobenzoyl chloride

≥96.5%

Synonym(s):
DNBC, NSC 2697
Linear Formula:
(O2N)2C6H3COCl
CAS Number:
Molecular Weight:
230.56
Beilstein:
990249
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

7.6 (vs air)

Quality Level

assay

≥96.5%

form

solid

bp

196 °C/11 mmHg (lit.)

mp

68-69 °C (lit.)

SMILES string

[O-][N+](=O)c1cc(cc(c1)[N+]([O-])=O)C(Cl)=O

InChI

1S/C7H3ClN2O5/c8-7(11)4-1-5(9(12)13)3-6(2-4)10(14)15/h1-3H

InChI key

NNOHXABAQAGKRZ-UHFFFAOYSA-N

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General description

Crystals of 3,5-dinitrobenzoyl chloride (DNBC) belong to the orthorhombic crystal system and space group Pna21. It is widely used reagent for the detection of alcohols.

Application

3,5-Dinitrobenzoyl chloride may be used for the quantitative estimation of hydroxyl groups in pyridine. It may be used in the synthesis of following:
  • 3,5-diamino-N-cyclopropylbenzamide
  • 3,5-dinitro-N-cyclopropylbenzamide
  • 4-(3,5-dinitrophenyl)-6-(dipropan-2-ylamino)-2H-1,3,5-thiadiazine-2-thione4


3,5-Dinitrobenzoyl chloride may also be used as derivatizing agent for the following:

  • biogenic amines present in fermented foods, which can be determined using liquid chromatography method(LC)
  • polyamines, present in biological fluids, which can be determined using high performance liquid chromatography(HPLC)

Packaging

25, 100 g in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Synthesis and characterization of aromatic poly (amides) based on 3, 5-diamino-N-cyclopropylbenzamide.
Tundidor-Camba A, et al.
Royal Society of Chemistry Advances, 5(29), 23057-23066 (2015)
Jiu-gao Yu et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 38(3), 191-195 (2003-07-02)
To prepare a novel creatinine adsorbent with anti-renal failure activity. A novel starch ester was prepared under heterogeneous condition by the reaction of starch (ST) and 3, 5-dinitrobenzoyl chloride (DNBZ-Cl). The products were characterized by means of elemental analysis, FTIR
Rapid Determination of Organic Hydroxyl Groups with 3, 5,-Dinitrobenzoyl Chloride.
Robinson Jr WT, et al.
Analytical Chemistry, 33(8), 1030-1034 (1961)
S Wongyai et al.
Biomedical chromatography : BMC, 2(6), 254-257 (1988-11-01)
Analytical methods are described for the quantitative determination of putrescine, cadaverine, spermidine, spermine and the acetylated derivatives of spermidine and spermine in biological fluids using pre-column derivatization with either benzoyl chloride or 3,5-dinitrobenzoyl chloride, which were added to each sample
3, 5-Dinitrobenzoyl chloride.
Wang HY, et al.
Acta Crystallographica Section E, Structure Reports Online, 65(10), o2460-o2460 (2009)

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