233242
5-Fluoro-2-nitrophenol
99%
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About This Item
Linear Formula:
FC6H3(NO2)OH
CAS Number:
Molecular Weight:
157.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-168-6
Beilstein/REAXYS Number:
1870311
MDL number:
Assay:
99%
Form:
solid
InChI key
QQURWFRNETXFTN-UHFFFAOYSA-N
InChI
1S/C6H4FNO3/c7-4-1-2-5(8(10)11)6(9)3-4/h1-3,9H
SMILES string
Oc1cc(F)ccc1[N+]([O-])=O
assay
99%
form
solid
functional group
fluoro, nitro
Application
5-Fluoro-2-nitrophenol has been used in:
- total synthesis of the (+/−)-CC-1065 CPI subunit
- 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
- 7-substituted 2H-1,4-benzoxazin-3-(4H)-ones, possessing therapeutic potential as inhibitors of angiogenesis
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
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
Regulatory Information
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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
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)
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
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