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D57558

Sigma-Aldrich

2,6-Dichlorobenzonitrile

97%

Synonym(s):

Dichlobenil

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About This Item

Linear Formula:
Cl2C6H3CN
CAS Number:
1194-65-6
Molecular Weight:
172.01
Beilstein:
1909167
EC Number:
214-787-5
MDL number:
MFCD00001781
UNSPSC Code:
12352100
PubChem Substance ID:
24893963
NACRES:
NA.22

Quality Level

100

Assay

97%

form

powder

mp

143-146 °C (lit.)

SMILES string

Clc1cccc(Cl)c1C#N

InChI

1S/C7H3Cl2N/c8-6-2-1-3-7(9)5(6)4-10/h1-3H

InChI key

YOYAIZYFCNQIRF-UHFFFAOYSA-N

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Application

2,6-Dichlorobenzonitrile can be used as a starting material to synthesize:
  • 2,6-Dichlorobenzaldehyde using lithium N, N′-dimethylethylenediaminoaluminum hydride as a reducing agent.
  • 5-(2,6-Dichlorophenyl)-2H-tetrazole via gold-catalyzed nucleophilic (3 + 2) cycloaddition reaction with sodium azide.
  • 2,6-Dichlorobenzamide via hydrolysis using potassium tert-butoxide as a catalyst.
  • Chloro-aminoindazole by reacting with hydrazine monohydrate.
  • 2,6-Dichlorobenzenecarboselenoamide by treating with Woollins′ reagent.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H312,H411

Hazard Classifications

Acute Tox. 4 Dermal - Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
20727BA
S41022
61583_
11801BA
02527KF

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Synthesis of primary arylselenoamides by reaction of aryl nitriles with Woollins' reagent
Hua Guoxiong, et al.
Organic Letters, 8(23), 5251-5254 (2006)
Valeria Franceschini et al.
Stem cells (Dayton, Ohio), 27(4), 825-835 (2009-04-08)
The herbicide dichlobenil selectively causes necrosis of the dorsomedial part of olfactory neuroepithelium (NE) with permanent damage to the underlying mucosa, whereas the lateral part of the olfactory region and the nasal respiratory mucosa remain undamaged. We investigated here whether
L Peng et al.
Plant biology (Stuttgart, Germany), 15(2), 405-414 (2012-07-05)
Cellulose is the major component of plant cell walls and is an important source of industrial raw material. Although cellulose biosynthesis is one of the most important biochemical processes in plant biology, the regulatory mechanisms of cellulose synthesis are still
Fang Xie et al.
Toxicology and applied pharmacology, 272(3), 598-607 (2013-08-08)
We explored the mechanisms underlying the differential effects of two olfactory toxicants, the herbicide 2,6-dichlorobenzonitrile (DCBN) and the anti-thyroid drug methimazole (MMZ), on olfactory receptor neuron (ORN) regeneration in mouse olfactory epithelium (OE). DCBN, but not MMZ, induced inflammation-like pathological
Guang-Cai Chen et al.
Journal of hazardous materials, 188(1-3), 156-163 (2011-02-18)
The effect of lead on the adsorption of diuron and dichlobenil on multiwalled carbon nanotubes (MWCNTs) was investigated to explore the possible application of MWCNTs for removal of both herbicides from contaminated water. The adsorption of diuron and dichlobenil on
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