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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

334863-BULK:
334863-VAR:
334863-5G:
334863-1G:

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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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