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1829-28-3

1829-28-3 Structure

1829-28-3 Structure
IdentificationBack Directory
[Name]

ETHYL 2-IODOBENZOATE
[CAS]

1829-28-3
[Synonyms]

RARECHEM AL BI 0562
ETHYL O-IODOBENZOATE
ETHYL 2-IODOBENZOATE
E**Ethyl 2-iodobenzoate
2-(Ethoxycarbonyl)iodobenzene
[Molecular Formula]

C9H9IO2
[MDL Number]

MFCD00051796
[MOL File]

1829-28-3.mol
[Molecular Weight]

276.07
Chemical PropertiesBack Directory
[Boiling point ]

163-165°C/23mm
[density ]

1.664±0.06 g/cm3(Predicted)
[refractive index ]

1.584
[Fp ]

163-165°C/23mm
[storage temp. ]

2-8°C(protect from light)
[solubility ]

Difficult to mix.
[form ]

clear liquid
[color ]

Colorless to Light yellow to Light orange
[Sensitive ]

Light Sensitive
[BRN ]

2084297
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280a-P305+P351+P338-P321-P332+P313-P337+P313
[Hazard Codes ]

Xi
[HazardClass ]

IRRITANT, LIGHT SENSITIVE
[HS Code ]

2916399090
Hazard InformationBack Directory
[Uses]

Ethyl 2-iodobenzoate is used as anti-infective, contraceptive agent and x-ray contrast medium for diagnostic radiology.
[Synthesis]

Ethanol

64-17-5

2-Iodobenzoic acid

88-67-5

ETHYL 2-IODOBENZOATE

1829-28-3

General procedure for the synthesis of ethyl 2-iodobenzoate from ethanol and 2-iodobenzoic acid: 2-iodobenzoic acid (10 g) was dissolved in 60 mL of ethanol and 5 mL of concentrated H2SO4 was added as a catalyst. The reaction mixture was placed in an oil bath at 78 °C with electromagnetic stirring for 5 hours. Upon completion of the reaction, excess ethanol was removed under reduced pressure using a rotary evaporator. Water and ethyl acetate were added to the residue to separate the organic layer. The organic layer was washed three times sequentially with water and saturated sodium bicarbonate solution. Finally, the organic layer was dried with anhydrous Na2SO4, filtered and the solvent was removed by distillation to afford ethyl 2-iodobenzoate in 99% yield.

[References]

[1] Synthetic Communications, 2017, vol. 47, # 12, p. 1175 - 1184
[2] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 18, p. 4822 - 4825
[3] Tetrahedron Letters, 2014, vol. 55, # 3, p. 690 - 693
[4] Patent: US2010/216853, 2010, A1. Location in patent: Page/Page column 19-20
[5] Tetrahedron Letters, 1996, vol. 37, # 35, p. 6375 - 6378
Spectrum DetailBack Directory
[Spectrum Detail]

ETHYL 2-IODOBENZOATE(1829-28-3)1HNMR
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