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2-Fluoro-5-nitrotoluene

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CAS:455-88-9
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2-Fluoro-5-nitrotoluene manufacturers

2-Fluoro-5-nitrotoluene Basic information
Application
Product Name:2-Fluoro-5-nitrotoluene
Synonyms:2-FLUORO-5-NITROTOLUENE;1-fluoro-2-methyl-4-nitro-benzen;3-Methyl-4-fluoronitrobenzene;Toluene, 2-fluoro-5-nitro-;2-Fluoro-5-nitrotoluene 98%;Fluoronitrotoluene;Fluoronitrotoluene2;2-FLUORO-5-NITROTOLUENE 98% (GC)
CAS:455-88-9
MF:C7H6FNO2
MW:155.13
EINECS:207-251-7
Product Categories:C7;Chemical Synthesis;Fluorinated Building Blocks;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Aryl Fluorinated Building Blocks;Building Blocks;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Aromatic Hydrocarbons (substituted) & Derivatives;Halogen toluene;Fluorides;Fluorin-contained toluene series
Mol File:455-88-9.mol
2-Fluoro-5-nitrotoluene Structure
2-Fluoro-5-nitrotoluene Chemical Properties
Melting point 38-40 °C (lit.)
Boiling point 99-100 °C/13 mmHg (lit.)
density 1.3021 (estimate)
Fp 221 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form powder to lump
color White to Light yellow to Green
BRN 1940341
InChIInChI=1S/C7H6FNO2/c1-5-4-6(9(10)11)2-3-7(5)8/h2-4H,1H3
InChIKeyXUCYJGMIICONES-UHFFFAOYSA-N
SMILESC1(F)=CC=C([N+]([O-])=O)C=C1C
CAS DataBase Reference455-88-9(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1-fluoro-2-methyl-4-nitro-(455-88-9)
EPA Substance Registry SystemBenzene, 1-fluoro-2-methyl-4-nitro- (455-88-9)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21/22-36/37/38
Safety Statements 26-36-36/37/39-22
RIDADR UN2811
WGK Germany 3
Hazard Note Irritant
TSCA TSCA listed
HazardClass 6.1
PackingGroup III
HS Code 29049090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
2-Fluoro-5-nitrotoluene English
SigmaAldrich English
ACROS English
ALFA English
2-Fluoro-5-nitrotoluene Usage And Synthesis
Application2-Fluoro-5-nitrotoluene can be used as a nonlinear optical material in optical devices for applications such as frequency doubling, optical modulation, and optical detection.
Chemical Propertieswhite to light yellow crystal powder
Synthesis Reference(s)The Journal of Organic Chemistry, 63, p. 8448, 1998 DOI: 10.1021/jo981557o
Synthesis
2-Chloro-5-nitrotoluene

13290-74-9

2-Fluoro-5-nitrotoluene

455-88-9

General procedure for the synthesis of 2-fluoro-5-nitrotoluene from 2-chloro-5-nitrotoluene: To an oven-dried resealable reaction tube fitted with a stirrer were added aryl halide (20, 0.12 mmol), BrettPhos (6.4 mg, 0.012 mmol, 10 mol%), (COD)Pd(CH2TMS)2 (2.3 mg. 0.006 mmol, 5 mol%), AgF (23 mg, 0.18 mmol) and toluene (2 mL). The reaction tube was then sealed with a screw cap and removed from the glove box, wrapped in aluminum foil and placed in an oil bath preheated to the indicated temperature with thorough stirring. After 12 hours of reaction, the reaction tube was removed from the oil bath and cooled to room temperature. 4-Fluorotoluene (13.2 μL, 0.12 mmol, 1 eq.) and dodecane (27.3 μL, 0.12 mmol, 1 eq.) were added as internal standards. The reaction mixture was filtered through a glass filter fitted with Celite to remove all solids. Finally, the product yield was analyzed by 19F NMR (282 MHz) and the conversion was determined by GC.

References[1] Patent: US2011/15401, 2011, A1. Location in patent: Page/Page column 17
[2] Journal of the American Chemical Society, 1959, vol. 81, p. 315,316
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