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4-Iodo-2-nitroaniline

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CAS:20691-72-9
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4-Iodo-2-nitroaniline manufacturers

  • 2-Iodo-4-nitroaniline
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  • CAS:20691-72-9
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  • 2019-12-26
  • CAS:20691-72-9
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4-Iodo-2-nitroaniline Basic information
Product Name:4-Iodo-2-nitroaniline
Synonyms:4-Iodo-2-nitrophenylamine;2-Amino-5-iodonitrobenzene;4-Iodo-2-nitroaniline 98%;4-Iodo-2-nitroaniline;4-Iodo-2-nitroaniline;4-IODO-2-NITROANILINE 97;Benzenamine, 4-iodo-2-nitro-;4-Iodo-2-nitroaniline ISO 9001:2015 REACH
CAS:20691-72-9
MF:C6H5IN2O2
MW:264.02
EINECS:
Product Categories:
Mol File:20691-72-9.mol
4-Iodo-2-nitroaniline Structure
4-Iodo-2-nitroaniline Chemical Properties
Melting point 120-123 °C (lit.)
Boiling point 352.9±27.0 °C(Predicted)
density 2.101±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka-1.19±0.10(Predicted)
color Dark Red to Dark Brown
Stability:Air Sensitive
InChIInChI=1S/C6H5IN2O2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H,8H2
InChIKeyQVCRSYXVWPPBFJ-UHFFFAOYSA-N
SMILESC1(N)=CC=C(I)C=C1[N+]([O-])=O
Safety Information
Hazard Codes Xn
Risk Statements 22-43
Safety Statements 36/37
WGK Germany 2
HS Code 2921490090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Skin Sens. 1
MSDS Information
4-Iodo-2-nitroaniline Usage And Synthesis
Uses4-Iodo-2-nitroaniline can be used in organic synthesis.
Synthesis2-Iodo-4-nitroaniline can be synthesized via reaction of 4-nitroaniline with iodine and silver acetate.
Synthesis
2-Nitroaniline

88-74-4

4-Iodo-2-nitroaniline

20691-72-9

The general procedure for the synthesis of 4-iodo-2-nitroaniline from 2-nitroaniline is as follows: iodination in the presence of Na2SO3 (typical procedure). To a 100 mL round bottom flask was added a solution of 3 mmol 2-nitroaniline in 10 mL acetic acid and a solution of KI3 and Na2SO3 prepared in advance by adding 3 mmol iodine and 3 mmol Na2SO3 to the solution. A solution of 3 mmol potassium iodide in 3 mL of water was quickly added. At the same time, a solution of 3 mmol NaIO4 in 5 mL of water was added and 0.5 mL of sulfuric acid was quickly added using a pressure-balanced dropping funnel. The reaction mixture was stirred at 25 °C and the reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was poured into ice-cold water and the solid product, 4-iodo-2-nitroaniline, was isolated by vacuum filtration, washed twice with deionized water and dried under appropriate conditions.

References[1] Monatshefte fur Chemie, 2002, vol. 133, # 10, p. 1325 - 1330
[2] Tetrahedron Letters, 2006, vol. 47, # 28, p. 4793 - 4796
[3] Russian Journal of Organic Chemistry, 2016, vol. 52, # 3, p. 433 - 436
[4] Zh. Org. Khim., 2016, vol. 52, # 3, p. 433 - 436,4
[5] Tetrahedron, 2003, vol. 59, # 14, p. 2497 - 2518
Tag:4-Iodo-2-nitroaniline(20691-72-9) Related Product Information
4'-Nitroacetanilide 4-NITRODIAZOAMINOBENZENE 2-Nitroaniline N-Methyl-4-nitroaniline 4-NITRO-2-SULFOANILINE 4-Nitroaniline 4-IODO-2-METHYLANILINE 2,6-DIIODO-4-NITROANILINE 2-IODO-4-NITROANILINE 97,2-Iodo-4-nitroaniline 2-FLUORO-4-IODO-6-NITROANILINE 4-IODO-2-METHYL-6-NITROBENZENAMINE 4-Iodo-2-nitroaniline Nitroaniline 3-IODO-5-NITROANILINE 98,3-Iodo-5-nitroaniline 4-IODO-3-NITROANILINE 1,2-DIIODO-4,5-DINITRO-BENZENE BUTTPARK 89\07-13 1-AZIDO-4-IODO-2-NITROBENZENE

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