ChemicalBook > CAS DataBase List > 4-IODO-3-NITROPHENOL

4-IODO-3-NITROPHENOL

Product Name
4-IODO-3-NITROPHENOL
CAS No.
50590-07-3
Chemical Name
4-IODO-3-NITROPHENOL
Synonyms
3-Iodo-4-nitrophenol.;Phenol, 3-iodo-4-nitro-;4-IODO-3-NITROPHENOL 97%
CBNumber
CB3434549
Molecular Formula
C6H4INO3
Formula Weight
265.01
MOL File
50590-07-3.mol
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4-IODO-3-NITROPHENOL Property

Melting point:
153-159 °C
Boiling point:
382.5±37.0 °C(Predicted)
Density 
2.176
storage temp. 
2-8°C(protect from light)
pka
6.39±0.10(Predicted)
Appearance
Light yellow to yellow Solid
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
36/37/39-26
HS Code 
2908990000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
I715733
Product name
3-Iodo-4-nitrophenol
Packaging
500mg
Price
$175
Updated
2021/12/16
AK Scientific
Product number
J55270
Product name
3-Iodo-4-nitrophenol
Packaging
1g
Price
$49
Updated
2021/12/16
SynQuest Laboratories
Product number
4654-H-17
Product name
3-Iodo-4-nitrophenol
Packaging
1g
Price
$240
Updated
2021/12/16
SynQuest Laboratories
Product number
4654-H-17
Product name
3-Iodo-4-nitrophenol
Packaging
5G
Price
$768
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0036018
Product name
3-IODO-4-NITROPHENOL
Purity
95.00%
Packaging
10G
Price
$1963.5
Updated
2021/12/16
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4-IODO-3-NITROPHENOL Chemical Properties,Usage,Production

Synthesis

626-02-8

27783-55-7

50590-07-3

General procedure for the synthesis of 5-iodo-2-nitrophenol and 3-iodo-4-nitrophenol from 3-iodophenol: 3.0 mL of fuming nitric acid (75 mmol) in 12 mL of glacial acetic acid was slowly added dropwise to 15.03 g (68.3 mmol) of 3-iodophenol dissolved in 60 mL of glacial acetic acid over a 25-minute period and the reaction flask was placed in an ice bath to cool. After the dropwise addition was completed, the reaction mixture was continued to be stirred at room temperature for 30 min. Subsequently, the reaction solution was poured into ice water and concentrated under vacuum to remove most of the solvent. The residue was dissolved in 150 mL of water and then extracted with dichloromethane (2 x 300 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give 17 g of crude product. Separation by silica gel medium-pressure chromatography (eluent ratio 1:2 ethyl acetate:hexane) afforded 3-iodo-4-nitrophenol (6.93 g, 26.1 mmol, 38% yield), melting point 121-123 °C; 1H NMR (CDCl3, 300 MHz) δ 7.98 (d, 1H, J = 9 Hz), 7.54 (d, 1H, J = 3 Hz) 6.92 (dd, 1H, J = 9, 3 Hz), 5.54 (bs, 1H); IR (KBr) 3150 (wide), 1600, 1580, 1512, 1404, 1336, 1298, 1212, 1121, 1023, 870 cm?1; and 3-iodo-6-nitrophenol (3.07 g, 11.6 mmol, yield 17%), melting point 92-94 °C after recrystallization from dichloromethane/hexane (literature value 96 °C; Hodgson, H.H. et al., 1927); 1H NMR (CDCl3, 300 MHz) δ 10.53 (s, 1H), 7.76 (d, 1H, J = 9.0 Hz), 7.59 (d, 1H, J = 2.0 Hz), 7.33 ( dd, 1H, J = 9.0, 2.0 Hz); 13C NMR (CDCl3; assisted attribution by HMQC) δ 105.2 (C-3), 125.6 (C-5), 129.2 (C-2), 129.7 (C-4), 133.4 (C-6), 154.6 (C-1); IR (KBr) 3430 (broad), 1604, 1671, 1518, 1463 1571, 1518, 1463, 1317, 1225, 1172, 1055, 888 cm?1; Calculated elemental analysis (C6H4INO3): C, 27.19; H, 1.52; N, 5.29. Measured values: C, 27.36; H, 1.57; N, 5.15.

References

[1] Tetrahedron, 2010, vol. 66, # 47, p. 9252 - 9262
[2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 16, p. 4960 - 4971
[3] Patent: WO2005/95347, 2005, A1. Location in patent: Page/Page column 41
[4] Journal of the Chemical Society, 1927, p. 634
[5] Journal of the Chemical Society, 1925, vol. 127, p. 1602

4-IODO-3-NITROPHENOL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-IODO-3-NITROPHENOL manufacturers

Career Henan Chemical Co
Product
4-IODO-3-NITROPHENOL 50590-07-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-11

50590-07-3, 4-IODO-3-NITROPHENOLRelated Search:


  • 3-Iodo-4-nitrophenol.
  • 4-IODO-3-NITROPHENOL 97%
  • Phenol, 3-iodo-4-nitro-
  • 50590-07-3
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