ChemicalBook--->CAS DataBase List--->618-91-7

618-91-7

618-91-7 Structure

618-91-7 Structure
IdentificationMore
[Name]

Methyl 3-iodobenzoate
[CAS]

618-91-7
[Synonyms]

3-IODOBENZOIC ACID METHYL ESTER
METHYL 3-IODOBENZOATE
M-IODOBENZOIC ACID METHYL ESTER
RARECHEM AL BF 0709
3-iodo-benzoicacimethylester
3-Iodomethylbenzoate
Benzoic acid, m-iodo-, methyl ester
Benzoicacid,3-iodo-,methylester
DPPE1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
Methyl m-iodobenzoate
Methyl 3-iodobenzoate OR M-iodobenzoic acid methyl ester
METHYL 3-IODOBENZOATE, 98+%
[EINECS(EC#)]

210-570-4
[Molecular Formula]

C8H7IO2
[MDL Number]

MFCD00061093
[Molecular Weight]

262.04
[MOL File]

618-91-7.mol
Chemical PropertiesBack Directory
[Appearance]

Pale yellow crystals
[Melting point ]

46-50 °C
[Boiling point ]

277°C (rough estimate)
[density ]

1.7835 (estimate)
[storage temp. ]

Refrigerator (+4°C)
[form ]

solid
[color ]

Yellow-brown
[InChIKey]

NPXOIGSBRLCOSD-UHFFFAOYSA-N
[CAS DataBase Reference]

618-91-7(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzoic acid, 3-iodo-, methyl ester(618-91-7)
[EPA Substance Registry System]

618-91-7(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H318
[Precautionary statements ]

P280-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

41-51/53
[Safety Statements ]

53-26-39-61
[RIDADR ]

3077
[WGK Germany ]

2
[TSCA ]

TSCA listed
[HazardClass ]

IRRITANT
[PackingGroup ]

[HS Code ]

29163900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Mono-methyl isophthalate-->3-Iodobenzoic acid
[Preparation Products]

3-Methoxycarbonylphenylboronic acid-->2-(3-(methoxycarbonyl)phenyl)acetic acid-->3-ETHYNYL-BENZOIC ACID METHYL ESTER-->3-IODOBENZYL ALCOHOL-->Benzoic acid, 3-ethenyl-, methyl ester-->METHYL 3-FLUOROBENZOATE-->methyl 3-((trifluoromethyl)thio)benzoate
Hazard InformationBack Directory
[Chemical Properties]

Pale yellow crystals
[Synthesis]

Methanol

67-56-1

3-Iodobenzoic acid

618-51-9

Methyl 3-iodobenzoate

618-91-7

The general procedure for the synthesis of methyl 3-iodobenzoate from methanol and 3-iodobenzoic acid was as follows: 3-iodobenzoic acid (50 g, 0.20 mol) was dissolved in 300 mL of methanol, followed by the addition of 1 mL of concentrated sulfuric acid as a catalyst. The reaction mixture was heated to reflux at 80 °C for 24 hours. During the reaction, the water generated from the reaction was removed by distillation and methanol was replenished twice to maintain the reaction volume. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the solvent was removed by distillation under reduced pressure. 600 mL of ether was added to the residue and stirred overnight to induce the product to precipitate as a white precipitate. The product was separated by filtration and washed with cold water to afford methyl 3-iodobenzoate (51.3 g, 97% yield) as a white solid. NMR hydrogen spectrum (300MHz, CDCl3): δ8.34 (s, 1H), 7.97 (d, J=7.5Hz, 1H), 7.85 (d, J=7.2Hz, 1H), 7.15 (td, J1=7.8Hz, J2=2.7Hz, 1H), 3.89 (s, 3H). Gas chromatography-mass spectrometry (GC-MS) analysis: the calculated value of the molecular ion peak (m/z) C8H7IO2 was 262.0 and the measured value was 262.0.

[References]

[1] Journal of Organic Chemistry, 2012, vol. 77, # 7, p. 3197 - 3214
[2] Patent: WO2014/11477, 2014, A1. Location in patent: Page/Page column 29; 30
[3] Patent: WO2010/149620, 2010, A1. Location in patent: Page/Page column 45
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 22, p. 9562 - 9575
[5] Patent: JP5725475, 2015, B2. Location in patent: Paragraph 0028; 0029
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 3-iodobenzoate(618-91-7)MS
Methyl 3-iodobenzoate(618-91-7)1HNMR
Methyl 3-iodobenzoate(618-91-7)IR1
Methyl 3-iodobenzoate(618-91-7)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Methyl3-iodobenzoate,98+%(618-91-7)
[Sigma Aldrich]

618-91-7(sigmaaldrich)
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