METHYL-4-IODO-3-HYDROXY BENZOATE Chemical Properties

Melting point:

53-54°

Boiling point:

299.3±25.0 °C(Predicted)

Density 

1.880±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

Solid

pka

7.70±0.10(Predicted)

Appearance

Off-white to light brown Solid

Water Solubility 

Slightly soluble in water.

Sensitive 

Light Sensitive

Safety Information

HazardClass 

IRRITANT

HS Code 

2918290090

METHYL-4-IODO-3-HYDROXY BENZOATE Usage And Synthesis

Uses

Useful intermediate for pharmaceutical and organic synthesis.

Synthesis Reference(s)

The Journal of Organic Chemistry, 68, p. 9423, 2003 DOI: 10.1021/jo0350763

Synthesis

The general procedure for the synthesis of methyl 3-hydroxy-4-iodobenzoate from methanol and 3-hydroxy-4-iodobenzoic acid was as follows: first, 61.31 g of 3-hydroxy-4-iodobenzoic acid was obtained, which presented as a white solid. Subsequently, 47 g (150 mmol) of 3-hydroxy-4-iodobenzoic acid was dissolved in 300 mL of methanol and 6.13 g (35.6 mmol) of p-toluenesulfonic acid was added as a catalyst. The reaction mixture was heated continuously at 70 °C for 48 hours. Upon completion of the reaction, the reaction was terminated by adding 11 μL of water. The precipitated product was filtered and washed with distilled water to neutral pH. finally, 37.4 g (76% yield) of methyl 3-hydroxy-4-iodobenzoate was obtained as a beige powder.

References

[1] Chemical Communications (Cambridge, United Kingdom), 2012, vol. 48, # 83, p. 10328 - 10330,3
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995, # 9, p. 1103 - 1114
[3] Patent: US2009/12129, 2009, A1. Location in patent: Page/Page column 21
[4] Patent: US2003/232853, 2003, A1. Location in patent: Page 38
[5] Patent: WO2006/18325, 2006, A1. Location in patent: Page/Page column 26

METHYL-4-IODO-3-HYDROXY BENZOATE(157942-12-6)Related Product Information

• Carbomer
• 3-Hydroxy-4-iodobenzoic acid
• 3-HYDROXY-4-IODOBENZALDEHYDE
• ETHYL 3-HYDROXY-4-IODOBENZOATE
• METHYL-4-IODO-3-METHOXY BENZOATE
• Methyl 4-iodobenzoate
• Ethyl 4-iodo-3-methoxybenzoate
• 3-HYDROXY-4-IODOBENZYL ALCOHOL
• METHYL-4-IODO-3-HYDROXY BENZOATE