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4-Chloro-3-nitroanisole

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CAS:10298-80-3
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CAS:10298-80-3
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4-Chloro-3-nitroanisole manufacturers

4-Chloro-3-nitroanisole Basic information
Product Name:4-Chloro-3-nitroanisole
Synonyms:2-Nitro-4-methoxychlorobenzene;2-CHLORO-5-METHOXYNITROBENZENE;4-CHLORO-3-NITROANISOLE;1-CHLORO-4-METHOXY-2-NITROBENZENE;4-chloro-3-nitro-anisol;4-Chloro-3-Nitroanisole98%(Gc);Benzene, 1-chloro-4-methoxy-2-nitro-;4-methoxy-2-nitrochlorobenzene
CAS:10298-80-3
MF:C7H6ClNO3
MW:187.58
EINECS:233-674-1
Product Categories:Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds;Nitro Compounds;FINE Chemical & INTERMEDIATES;Miscellaneous
Mol File:10298-80-3.mol
4-Chloro-3-nitroanisole Structure
4-Chloro-3-nitroanisole Chemical Properties
Melting point 41-43 °C (lit.)
Boiling point 293°C
density 1.366
refractive index 1.6000 (estimate)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
color White to Amber
BRN 640872
InChIInChI=1S/C7H6ClNO3/c1-12-5-2-3-6(8)7(4-5)9(10)11/h2-4H,1H3
InChIKeyHISHUMDTGXICEZ-UHFFFAOYSA-N
SMILESC1(Cl)=CC=C(OC)C=C1[N+]([O-])=O
CAS DataBase Reference10298-80-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS BZ8580000
Hazard Note Irritant
HS Code 29093090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
1-Chloro-4-methoxy-2-nitrobenzene English
SigmaAldrich English
ACROS English
ALFA English
4-Chloro-3-nitroanisole Usage And Synthesis
Chemical Propertiesbeige to ochre powder
Uses4-Chloro-3-nitroanisole can be used as disperse azo dyes.
Uses4-chloro-3-nitroanisole is used to synthesize a group of derivatives of 7-methanesulfonylamino-6-phenoxychromone at the pyrone and phenoxy rings.
Synthesis
Azoic Diazo Component 1

96-96-8

4-Chloro-3-nitroanisole

10298-80-3

In a reaction vessel, a concentrated phosphoric acid solution with a mass fraction of 80% and 100 mL of water were added, followed by 4-amino-3-nitroanisole (2) 0.25 mol. The stirring speed was controlled to 230 rpm and the temperature of the solution was lowered to 9 °C. A solution configured from potassium nitrite 0.25 mol dissolved in 100 mL of water was added slowly. A further 200 mL of potassium bisulfite solution with a mass fraction of 55% was added to the reaction vessel, the reaction temperature was maintained at 8 °C, and the reaction lasted for 50 min. 0.30 mol of stannous bromide was dissolved in 130 mL of concentrated potassium chloride solution, and the diazonium salt solution was rapidly added to the stannous bromide solution at 19 °C and allowed to stand for 5 hours. Subsequently, the temperature of the solution was gradually raised to 70 °C until no gas escaped. The distillate was collected by steam distillation and extracted with acetone. The extracts were combined and washed sequentially with sodium bicarbonate solution and potassium chloride solution and finally dehydrated by activated alumina. After recovery of acetone, 43.71 g of yellow solid 4-chloro-3-nitroanisole was obtained in 93% yield.

References[1] Chemistry - A European Journal, 2017, vol. 23, # 42, p. 9996 - 10000
[2] Patent: CN104292107, 2016, B. Location in patent: Paragraph 0030; 0031
[3] Patent: CN105439868, 2016, A. Location in patent: Paragraph 0014; 0015
[4] Tetrahedron Letters, 2010, vol. 51, # 51, p. 6769 - 6771
[5] Organic Process Research and Development, 2017, vol. 21, # 1, p. 44 - 51
Tag:4-Chloro-3-nitroanisole(10298-80-3) Related Product Information
Azoic Diazo Component 1 4-Methyl-3-nitroanisole 1-Chloro-3-nitrobenzene 4-Bromo-3-nitroanisole 2-Chloro-3-nitrobenzoic acid 4-CHLORO-3-METHYLANISOLE 2-Methyl-3-nitroanisole 4-Chloro-3-nitrobenzoic acid 4-Nitrobenzoic acid 4-Chloro-3-nitrobenzonitrile N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide Iguratimod Impurity 10 Iguratimod N-(4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride MethanesulfonaMide, N-[4-[2-(forMylaMino)acetyl]-5-hydroxy-2-phenoxyphenyl]- Iguratimod Impurity 11 Phenol Iguratimod Impurity 2

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