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334863

Sigma-Aldrich

2-Fluoro-4-nitroanisole

98%

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About This Item

Linear Formula:
FC6H3(NO2)OCH3
CAS Number:
455-93-6
Molecular Weight:
171.13
MDL number:
MFCD00061095
UNSPSC Code:
12352100
PubChem Substance ID:
24860263
NACRES:
NA.22

assay

98%

mp

103-105 °C (lit.)

SMILES string

COc1ccc(cc1F)[N+]([O-])=O

InChI

1S/C7H6FNO3/c1-12-7-3-2-5(9(10)11)4-6(7)8/h2-4H,1H3

InChI key

XGMVTXUXZUPGGY-UHFFFAOYSA-N

General description

2-Fluoro-4-nitroanisole is a 2-halo-4-nitroanisole and its photoreaction with the nucleophiles hydroxide ion and pyridine has been investigated. Mechanism of photoreaction of 2-fluoro-4-nitroanisole with n-hexylamine has been investigated.

Application

2-Fluoro-4-nitroanisole was employed as alternative biochemical photoprobe for proteins.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
17028JR
11924KO
06224MN
04428DR
15708DQ

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Gene G Wubbels et al.
The Journal of organic chemistry, 73(5), 1925-1934 (2008-01-25)
Photoreactions of 4-nitroanisole and the 2-halo-4-nitroanisoles (halogen = F, Cl, Br, and I) with the nucleophiles hydroxide ion and pyridine have been investigated quantitatively to extend the findings recently communicated for cyanide ion. The halonitroanisoles on excitation form triplet pi,pi*
The photosubstitution of 2-fluoro-4-nitroanisole with n-hexylamine. Evidence of two different triplet excited states in a dual mechanistic pathway.
Pleixats R and Marquet J.
Tetrahedron, 46(4), 1343-1352 (1990)
The Search for Biochemical Photoprobes. III. The Photoreactions of 4-Nitroveratrole and 2-Fluoro-4-nitroanisole with Bovine Pancreatic Ribonuclease A and with Model Nucleophiles.
Marquet J, et al.
Tetrahedron, 49(6), 1297-1306 (1993)

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