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101702

Sigma-Aldrich

4-Chloro-2-nitrotoluene

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100 G
$41.86

$41.86

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100 G
$41.86

About This Item

Linear Formula:
CH3C6H3(NO2)Cl
CAS Number:
89-59-8
Molecular Weight:
171.58
Beilstein/REAXYS Number:
2046651
EC Number:
201-921-2
MDL number:
MFCD00007215
UNSPSC Code:
12352100
PubChem Substance ID:
24846551
NACRES:
NA.22

$41.86

List Price$59.80Save 30%
Web-Only Promotion

Available to ship onApril 22, 2025Details

Request a Bulk Order

Quality Level

100

assay

98%

form

solid

bp

239-240 °C/718 mmHg (lit.)

mp

34-38 °C (lit.)

functional group

chloro
nitro

SMILES string

Cc1ccc(Cl)cc1[N+]([O-])=O

InChI

1S/C7H6ClNO2/c1-5-2-3-6(8)4-7(5)9(10)11/h2-4H,1H3

InChI key

SQFLFRQWPBEDHM-UHFFFAOYSA-N

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Application

4-Chloro-2-nitrotoluene can be used in the synthesis of indigo dye[1].

Biochem/physiol Actions

4-Chloro-2-nitrotoluene is the starting reagent for synthesis of tricyclic indole-2-carboxylic acids, a potential NMDA-glycine antagonists[2].

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

248.0 °F - closed cup

flash_point_c

120 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1045
STBK3741
STBK1567
STBJ6090
STBJ5459

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Thanasis Karapanayiotis et al.
The Analyst, 129(7), 613-618 (2004-06-24)
The Raman and electron impact mass spectra of synthetic indigo and its four 6,6'-dihalogeno analogues are reported and discussed. The influence of varying the halogen on these Raman spectra is considered. Particular emphasis is laid on distinguishing indigo from 6,6'-dibromoindigo
D de Almeida Azevedo et al.
Journal of chromatography. A, 879(1), 13-26 (2000-06-28)
Gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-atmospheric pressure chemical ionization mass spectrometry (LC-APCI-MS) were optimized and applied for the trace-level determination of 42 priority pesticides and 33 priority organic pollutants from European Union Directive EC 76/464. First, off-line solid-phase extraction
S Katayama et al.
The Journal of organic chemistry, 66(10), 3474-3483 (2001-05-12)
The practical synthesis of a series of tricyclic indole-2-carboxylic acids, 7-chloro-3-arylaminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acids, as a new class of potent NMDA-glycine antagonists is described. The synthetic route to the key intermediate 12a comprises a regioselective iodination of 4-chloro-2-nitrotoluene, modified Reissert indole synthesis

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