532851
Methyl 2-iodobenzoate
97%
Synonym(s):
Methyl o-iodobenzoate
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About This Item
Linear Formula:
IC6H4CO2CH3
CAS Number:
Molecular Weight:
262.04
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-243-6
MDL number:
Product Name
Methyl 2-iodobenzoate, 97%
InChI key
BXXLTVBTDZXPTN-UHFFFAOYSA-N
InChI
1S/C8H7IO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,1H3
SMILES string
COC(=O)c1ccccc1I
assay
97%
refractive index
n20/D 1.604 (lit.)
bp
149-150 °C/10 mmHg (lit.)
density
1.784 g/mL at 25 °C (lit.)
functional group
ester
iodo
Quality Level
Related Categories
Application
Methyl 2-iodobenzoate may be used in the preparation of:
- N-substituted 4-methylene-3,4-dihydro-1(2H)-isoquinolin-1-ones
- methyl diphenylacetylene-2-carboxylate
- methyl 2-heptynylphenylbenzoate
- (E)-2-[3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-oxopropyl]benzoic acid methyl ester
- 4-(2-carbomethoxyphenyl)-3-(1-methylethoxy)cyclobut-3-ene-1,2-dione
- 3-(2-carbomethoxyphenyl)-4-methylcyclobuten-3-ene-1,2-dione 2-(ethylene acetal)
General description
Methyl 2-iodobenzoate can be prepared from 2-iodobenzoic acid via esterification. It undergoes cobalt-catalyzed cyclization with aldehydes to form phthalide derivatives. The microbial dihydroxylation of methyl 2-iodobenzoate forms a nonracemic iodocyclohexene carboxylate intermediate. This intermediate forms the precursor for preparing kibdelone C.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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A short synthesis of nonracemic iodocyclohexene carboxylate fragment for kibdelone and congeners.
Endoma-Arias MAA and Hudlicky T.
Tetrahedron Letters, 52(49), 6632-6634 (2011)
An efficient synthesis of LTD4 antagonist L-699,392.
The Journal of Organic Chemistry, 58(14), 3731-3735 (1993)
Synthesis of Polyimides via the Palladium-Catalyzed Carbonylation of Bis (o-iodo esters) and Diamines.
Perry RJ, et al.
Macromolecules, 28(10), 3509-3515 (1995)
Synthesis of N-substituted 4-methylene-3, 4-dihydro-1 (2H)-isoquinolin-1-ones via a palladium-catalysed three-component process.
Grigg R, et al.
Tetrahedron, 43(14), 2601-2603 (2002)
3-Stannylcyclobutenediones as nucleophilic cyclobutenedione equivalents. Synthesis of substituted cyclobutenediones and cyclobutenedione monoacetals and the beneficial effect of catalytic copper iodide on the Stille reaction.
Liebeskind LS and Fengl RW.
The Journal of Organic Chemistry, 55(19), 5359-5364 (1990)
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