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CAS RN: 6277-17-4 | Product Number: I0799


Purity: >98.0%(GC)
  • 2-Iodo-1-methyl-3-nitrobenzene
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Product Number I0799
Purity / Analysis Method >98.0%(GC)
Molecular Formula / Molecular Weight C__7H__6INO__2 = 263.03  
Physical State (20 deg.C) Solid
Condition to Avoid Light Sensitive
CAS RN 6277-17-4
Reaxys Registry Number 2691415
PubChem Substance ID 125308085
MDL Number


Appearance Light orange to Yellow to Green powder to crystal
Purity(GC) min. 98.0 %
Melting point 65.0 to 69.0 °C
Properties (reference)
Melting Point 67 °C
Solubility (soluble in) Methanol
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
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Transport Information:
Synthesis of 2,2’-Diamino-6,6’-dimethylbiphenyl Chiral Ligands

Typical procedure (synthesis of 2,2’-diamino-6,6’-dimethylbiphenyl (2)): 2-Iodo-3-nitrotoluene (78.9 g), fine copper powder (80.0 g) and DMF (500 ml) are added to a 1L round bottomed flask. The reaction vessel is purged with nitrogen and the reaction mixture is heated to reflux and stirred for 4 hours. The solution gradually change color from yellow to dark brown. Another batch of copper powder (20 g) is added to the reaction mixture which is stirred for a further 3 hours. On cooling the solution is filtered and washed with diethylether which is added to the filtrate. The filtrate is concentrated to 200 mL, it is then dissolved in diethylether (750 mL). The ethereal solution is washed with water (3 x 250 mL) and brine (1 x 250 mL). The organic solvents are removed on an evaporator to give (1) as a biscuit colored brown solid, and dried in a vacuum oven at 40 °C (37.6 g, 92 %). The biphenyl (1) (31.3 g) is dissolved in ethyl acetate (400 ml), and placed in a hydrogenation bottle. A 5% palladium on carbon (2.3 g) is added and the reaction mixture was mechanically shaken under an atmosphere of hydrogen gas (3 atm) for 3 days or until there is no more uptake of hydrogen. The solution is filtered through a bed of Celite to remove the catalyst and the filtrate is evaporated to dryness to give (2) as a light brown colored solid (24.4 g, 100 %)


Useful Compound for Synthesis of Chiral Biphenyl Ligands


PubMed Literature


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