Basic information Safety Supplier Related

METHYL 4-IODO-3-METHYLBENZOATE

Basic information Safety Supplier Related

METHYL 4-IODO-3-METHYLBENZOATE Basic information

Product Name:
METHYL 4-IODO-3-METHYLBENZOATE
Synonyms:
  • METHYL 4-IODO-3-METHYLBENZOATE
  • METHYL 4-IODO-M-TOLUATE
  • 4-IODO-3-METHYLBENZOIC ACID METHYL ESTER
  • 4-IODO-M-TOLUIC ACID METHYL ESTER
  • 4-Iodo-3-methylbenzoic acid methyl
  • 4-Iodo-m-toluic Acid Methyl Ester 4-Iodo-3-methylbenzoic Acid Methyl Ester Methyl 4-Iodo-m-toluate
  • 2-Iodo-5-(methoxycarbonyl)toluene, Methyl 4-iodo-m-toluate
  • Methyl4-Iodo-3-methylbenzoate>
CAS:
5471-81-8
MF:
C9H9IO2
MW:
276.07
Product Categories:
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Aromatic Esters
  • Acids & Esters
  • Iodine Compounds
Mol File:
5471-81-8.mol
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METHYL 4-IODO-3-METHYLBENZOATE Chemical Properties

Melting point:
59-62°C
Boiling point:
106 °C / 4mmHg
Density 
1.666±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Slightly soluble in methanol.
form 
powder to crystal
color 
White to Light yellow to Light orange
Sensitive 
Light Sensitive
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
24/25-37-26
Hazard Note 
Harmful
HS Code 
29163990
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METHYL 4-IODO-3-METHYLBENZOATE Usage And Synthesis

Uses

Methyl 4-iodo-3-methylbenzoate is used in the synthesis of novel colchicine-derived nitrate esters as immunosuppressant agents.

Uses

METHYL 4-IODO-3-METHYLBENZOATE is used in the synthesis of novel colchicine-derived nitrate esters

Synthesis

(a) 3-Methyl-4-iodobenzoic acid: 20 g (0.132 mol) of 3-methyl-4-aminobenzoic acid 175 ml of sulfuric acid (20%) was introduced into a three-necked flask. A solution of 11.9 g (0.172 mol) of sodium nitrite in 50 ml of water was added dropwise at -10??C and the mixture was stirred for 2 hours. The solution was added dropwise to 35 g (0.211 mol) of potassium iodide 35.2 g (0.185 mol) of copper iodide and 175 ml of sulfuric acid (20%) by means of an ampoule frozen at -5??C. The mixture was stirred for eight hours, the reaction medium was filtered, the solid obtained was dissolved in ethyl acetate, washed with water, then with sodium sulfite solution, dried with magnesium sulfate and evaporated. 24.4 g (70%) of 3-methyl-4-iodobenzoic acid with a melting point of 205-10 ??C was collected.

(b) Methyl 4-iodo-3-methylbenzoate: 24.4 g (0.093 mol) of 3-methyl-4-iodobenzoic acid 250 ml of methanol was introduced into a flask and 2.5 ml of concentrated sulfuric acid was added dropwise. The mixture was refluxed for twelve hours, the reaction medium was evaporated, the residue was dissolved in ethyl acetate and water, the organic phase was decanted, dried over magnesium sulfate and evaporated. The residue was ground in methanol, filtered, and 21.9 g (85%) of the expected methyl 4-iodo-3-methylbenzoate with a melting point of 58-9 ??C was collected.

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