4-Iodo-N,N-dimethyl-Benzenamine

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4-Iodo-N,N-dimethyl-Benzenamine Basic information
Product Name:4-Iodo-N,N-dimethyl-Benzenamine
Synonyms:4-Iodo-N,N-dimethyl-Benzenamine;1-DIMETHYLAMINO-4-IODOBENZENE;4-(N,N-DIMETHYLAMINO)IODOBENZENE;N,N-DIMETHYLAMINO-4-IODOANILINE;Benzenamine, 4-iodo-N,N-dimethyl-;4-Iodo-N,N-dimethylanilin
CAS:698-70-4
MF:C8H10IN
MW:247.08
EINECS:
Product Categories:
Mol File:698-70-4.mol
4-Iodo-N,N-dimethyl-Benzenamine Structure
4-Iodo-N,N-dimethyl-Benzenamine Chemical Properties
Melting point 79.5 °C
Boiling point 263.7±23.0 °C(Predicted)
density 1.652±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
pka4.14±0.12(Predicted)
color Very Dark Blue to Very Dark Purple
Safety Information
MSDS Information
4-Iodo-N,N-dimethyl-Benzenamine Usage And Synthesis
Uses4-Iodo-N,N-dimethylaniline is a useful reactant for organic reactions and the synthesis of various compounds.
Synthesis
N,N-Dimethylaniline

121-69-7

4-Iodo-N,N-dimethyl-Benzenamine

698-70-4

General procedure for the synthesis of 4-N,N-dimethylaminoiodobenzene from N,N-dimethylaniline: to a stirred solution of N,N-dimethylaniline (1 mmol) in dichloromethane (CH2Cl2) or 1,2-dichloroethane ((CH2Cl)2) (0.1 M) was added sequentially Ph3PAuNTf2 (0.025 mmol, 19 mg; if using the 2:1 complex of Ph3PAuNTf2 with toluene) and N-iodosuccinimide (NIS, 1.1 mmol, 248 mg). The reaction mixture was stirred at room temperature or reacted under reflux conditions until complete conversion of the feedstock was shown by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, the solvent was evaporated under reduced pressure and the resulting crude product was purified by fast column chromatography using different ratios of hexane and ethyl acetate (EtOAc) as eluents, resulting in pure 4-N,N-dimethylaminoiodobenzene.

References[1] RSC Advances, 2014, vol. 4, # 12, p. 6267 - 6274
[2] Journal of Organic Chemistry, 1993, vol. 58, # 8, p. 2058 - 2060
[3] Tetrahedron Letters, 2005, vol. 46, # 32, p. 5421 - 5423
[4] Tetrahedron, 2005, vol. 61, # 49, p. 11657 - 11663
[5] Helvetica Chimica Acta, 2007, vol. 90, # 11, p. 2087 - 2095
Tag:4-Iodo-N,N-dimethyl-Benzenamine(698-70-4) Related Product Information
sodium metrizoate Metrizamide Iohexol 1-(5-Iodoindolin-1-yl)ethanone N-(4-Iodophenyl)succinimide 1-(4-Iodophenyl)-1H-pyrrole-2,5-dione 4-Iodo-N,N-dimethyl-Benzenamine AKOS AUF0217 3-[(4-chlorophenyl)sulfanyl]-1-(4-iodophenyl)dihydro-1H-pyrrole-2,5-dione N-(2,4-dimethoxybenzyl)-N-(4-iodophenyl)-N'-phenylthiourea 2-(4-iodophenyl)-2,3-dihydro-1H-isoindol-1-imine methylglucamine metrizoate 1-(4-Iodophenyl)-3-[(4-methylphenyl)sulfanyl]dihydro-1H-pyrrole-2,5-dione 1-Amino-4-(4-iodophenyl)piperazine-2,5-dione 1-(4-Iodophenyl)-3-piperidinodihydro-1H-pyrrole-2,5-dione 1-(4-Iodophenyl)-3-morpholinodihydro-1H-pyrrole-2,5-dione N-(2,4-Dimethoxybenzyl)-N-(4-iodophenyl)-N'-methylthiourea N'-Benzyl-N-(2,4-dimethoxybenzyl)-N-(4-iodophenyl)thiourea