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233242

Sigma-Aldrich

5-Fluoro-2-nitrophenol

99%

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About This Item

Linear Formula:
FC6H3(NO2)OH
CAS Number:
446-36-6
Molecular Weight:
157.10
Beilstein/REAXYS Number:
1870311
EC Number:
207-168-6
MDL number:
MFCD00007107
UNSPSC Code:
12352100
PubChem Substance ID:
24853963
NACRES:
NA.22

assay

99%

form

solid

mp

34-37 °C (lit.)

functional group

fluoro
nitro

SMILES string

Oc1cc(F)ccc1[N+]([O-])=O

InChI

1S/C6H4FNO3/c7-4-1-2-5(8(10)11)6(9)3-4/h1-3,9H

InChI key

QQURWFRNETXFTN-UHFFFAOYSA-N

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Application

5-Fluoro-2-nitrophenol has been used in:
  • total synthesis of the (+/−)-CC-1065 CPI subunit[1]
  • synthesis of 2-(7-fluoro-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-2H-isoindoline-1,3-diones[2]
  • 7-substituted 2H-1,4-benzoxazin-3-(4H)-ones, possessing therapeutic potential as inhibitors of angiogenesis[3]

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

195.8 °F - closed cup

flash_point_c

91 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD2973
BCBZ3414
BCBP9929V
BCBL9247V
BCBJ5369V

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Michael D Ganton et al.
The Journal of organic chemistry, 72(2), 574-582 (2007-01-16)
CC-1065 and the related duocarmycins are members of a structurally unique family of naturally occurring molecules and remain some of the most rigorously studied antitumor compounds to date. Herein we describe a total synthesis of the (+/-)-CC-1065 CPI subunit in
Ming-Zhi Huang et al.
Journal of agricultural and food chemistry, 53(20), 7908-7914 (2005-09-30)
The mode of action of 2-(7-fluoro-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-2H-isoindoline-1,3-diones, including the commercial herbicide flumioxazin, had been identified as inhibition of protoporphyrinogen oxidase (protox). As part of continuous efforts to search for new herbicides with high efficacy, broad-spectrum activity, and safety to crops, flumioxazin
Recent advances in the synthesis of 2H-1, 4-benzoxazin-3-(4H)-ones and 3, 4-dihydro-2 H -1, 4-benzoxazines.
Ilas J, et al.
Tetrahedron, 61(31), 7325-7348 (2005)

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