ChemicalBook--->CAS DataBase List--->157942-12-6

157942-12-6

157942-12-6 Structure

157942-12-6 Structure
IdentificationBack Directory
[Name]

METHYL-4-IODO-3-HYDROXY BENZOATE
[CAS]

157942-12-6
[Synonyms]

157942-12-6
RARECHEM AL BF 0964
Methyl 3-hydroxy-4-iodobenzoate
METHYL-4-IODO-3-HYDROXY BENZOATE
3-hydroxy-4-iodobenzenecarboxylate
Methyl3-hydroxy-4-iodobenzoate,97%
Methyl 3-hydroxy-4-iodobenzenecarboxylate
3-Hydroxy-4-iodo-benzoic acid methyl ester
Benzoic acid, 3-hydroxy-4-iodo-, Methyl ester
[Molecular Formula]

C8H7IO3
[MDL Number]

MFCD06203960
[MOL File]

157942-12-6.mol
[Molecular Weight]

278.04
Chemical PropertiesBack Directory
[Melting point ]

53-54°
[Boiling point ]

299.3±25.0 °C(Predicted)
[density ]

1.880±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HazardClass ]

IRRITANT
[HS Code ]

2918290090
Hazard InformationBack Directory
[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]

Methanol

67-56-1

3-Hydroxy-4-iodobenzoic acid

58123-77-6

METHYL-4-IODO-3-HYDROXY BENZOATE

157942-12-6

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
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL-4-IODO-3-HYDROXY BENZOATE(157942-12-6)1HNMR
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