| Identification | More | [Name]
3-Iodoaniline | [CAS]
626-01-7 | [Synonyms]
1-amino-2-iodobenzene
3-IODOANILINE
BENZENAMINE, 3-IODO-
M-IODOANILINE
3-aminonitrobenzene
3-iodo-benzenamin
3-iodobenzenamine
Aniline, m-iodo-
m-Aminoiodobenzene
m-iodo-anilin
Iodoaniline,98%
3-Iodoailine
3-Iodoaniline m-Iodoaniline
3-Iodoaniline,98% | [EINECS(EC#)]
210-922-7 | [Molecular Formula]
C6H6IN | [MDL Number]
MFCD00007781 | [Molecular Weight]
219.02 | [MOL File]
626-01-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless to yellow-brown low melting solid | [Melting point ]
21-24 °C (lit.) | [Boiling point ]
145-146 °C/15 mmHg (lit.) | [density ]
1.821 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.682(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [form ]
liquid (clear)
| [pka]
3.58(at 25℃) | [color ]
clear yellow
| [Specific Gravity]
1.820 | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Light Sensitive | [BRN ]
636058 | [InChI]
1S/C6H6IN/c7-5-2-1-3-6(8)4-5/h1-4H,8H2 | [InChIKey]
FFCSRWGYGMRBGD-UHFFFAOYSA-N | [SMILES]
Nc1cccc(I)c1 | [CAS DataBase Reference]
626-01-7(CAS DataBase Reference) | [NIST Chemistry Reference]
3-I-C6H4NH2(626-01-7) | [EPA Substance Registry System]
626-01-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R37/38:Irritating to respiratory system and skin .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2810 | [WGK Germany ]
3
| [RTECS ]
BY3750000
| [F ]
8 | [TSCA ]
T | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29214210 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless to yellow-brown low melting solid | [Uses]
3-Iodoanilineis used as Anilines, Aromatic Amines and Nitro Compounds. | [Synthesis Reference(s)]
Tetrahedron Letters, 34, p. 3083, 1993 DOI: 10.1016/S0040-4039(00)93385-9 | [Synthesis]
The general procedure for the synthesis of 3-iodoaniline from 1-iodo-3-nitrobenzene was carried out as follows: the TAPEHA-Pd catalyst (0.015 g) was added to a mixture of EtOH/water (1:1, 20 mL) containing nitroaromatics (1.0 mmol). Upon slow addition of NaBH4 (4.0 mmol), the color of the reaction mixture gradually changed to black within a few minutes, indicating the formation of palladium nanoparticles (TAPEHA-PdNPs). The reaction was stirred continuously for 1.5 h at room temperature and atmospheric pressure. After completion of the reaction, the catalyst was removed by filtration. The product in the reaction mixture was extracted with ethyl acetate (3 × 30 mL). The organic layers were combined and dried with anhydrous MgSO4 and subsequently concentrated under vacuum. | [References]
[1] Nature Chemistry, 2013, vol. 5, # 6, p. 537 - 543
[2] Dalton Transactions, 2016, vol. 45, # 17, p. 7421 - 7426
[3] Turkish Journal of Chemistry, 2017, vol. 41, # 5, p. 784 - 792
[4] Tetrahedron Letters, 1994, vol. 35, # 23, p. 3965 - 3966
[5] Synthetic Communications, 2003, vol. 33, # 2, p. 281 - 289 |
|
|