528994
Ethyl 3-iodobenzoate
98%
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About This Item
Linear Formula:
IC6H4CO2C2H5
CAS Number:
Molecular Weight:
276.07
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
InChI
1S/C9H9IO2/c1-2-12-9(11)7-4-3-5-8(10)6-7/h3-6H,2H2,1H3
SMILES string
CCOC(=O)c1cccc(I)c1
InChI key
POGCXCWRMMXDAQ-UHFFFAOYSA-N
assay
98%
refractive index
n20/D 1.581 (lit.)
bp
272 °C (lit.)
density
1.64 g/mL at 25 °C (lit.)
functional group
ester, iodo
Quality Level
Related Categories
General description
Ethyl 3-iodobenzoate is a halogenated aromatic ester. It affords arylzinc bromide via reaction with i-PrMgBr in THF, followed by reaction with ZnBr2.
Application
Ethyl 3-iodobenzoate may be used to synthesize:
- arylzinc bromide
- functionalized arylmagnesium compound
- ethyl3-phenylbenzoate
- ethyl 3-[(12-tert-butyldimethylsilyloxymethyl-1,12-dicarba-closo-dodecaboran)-1-yl]benzoate
- ethyl 3-(4-methoxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)benzoate
- ethyl 3-(1-methyl-2-oxo-4-phenyl-1,2-dihydroquinolin-3-yl)benzoate
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Copper catalyzed conjugate addition of highly functionalized arylmagnesium compounds to enones.
Varchi G, et al.
Tetrahedron, 56(18), 2727-2731 (2000)
Ni (II)-catalyzed cross-coupling between polyfunctional arylzinc derivatives and primary alkyl iodides.
Giovannini R and Knochel P.
Journal of the American Chemical Society, 120(43), 11186-11187 (1998)
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Matsuhisa A, et al.
Chemical & Pharmaceutical Bulletin, 45(11), 1870-1874 (1997)
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