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/REAXYS Number:
990249
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

7.6 (vs air)

Quality Level

assay

≥96.5%

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

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3261 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Rapid Determination of Organic Hydroxyl Groups with 3, 5,-Dinitrobenzoyl Chloride.
Robinson Jr WT, et al.
Analytical Chemistry, 33(8), 1030-1034 (1961)
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)
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...
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...
3, 5-Dinitrobenzoyl chloride.
Wang HY, et al.
Acta Crystallographica Section E, Structure Reports Online, 65(10), o2460-o2460 (2009)

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