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233234

Sigma-Aldrich

3-Chloro-4-fluoronitrobenzene

98%

Synonym(s):

2-Chloro-1-fluoro-4-nitrobenzene

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About This Item

Linear Formula:
ClC6H3(F)NO2
CAS Number:
350-30-1
Molecular Weight:
175.54
EC Number:
206-499-3
MDL number:
MFCD00007206
UNSPSC Code:
12352100
PubChem Substance ID:
24853962
NACRES:
NA.22

assay

98%

form

solid

mp

40-42 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc(F)c(Cl)c1

InChI

1S/C6H3ClFNO2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H

InChI key

DPHCXXYPSYMICK-UHFFFAOYSA-N

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General description

2-Chloro-1-fluoro-4-nitrobenzene undergoes reduction in the presence of Mo(CO)6 and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) under microwave irradiation to yield a mixture of 3-chloro-4-fluoroaniline and 3-chloro-4-ethoxyaniline.

Application

2-Chloro-1-fluoro-4-nitrobenzene has been used in synthesis of:
  • benzoimidolones on Ameba resin
  • methyl 6,7,8,9-tetrahydropyrido[1,2-a]indol-10-ylacetate

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Microwave mediated reduction of heterocycle and fluorine containing nitroaromatics with Mo (CO)6 and DBU.
Spencer J, et al.
Tetrahedron, 64(44), 10195-10200 (2008)
Practical and efficient synthesis of N-fused tricyclic indoles.
Koay N, et al.
Tetrahedron Letters, 52(1), 122-124 (2011)
Microwave-assisted traceless synthesis of benzimidazolones.
Xu X-J and Zong Y-X.
Tetrahedron Letters, 48(1), 129-132 (2007)

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