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Quality Level
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
SMILES string
CCOC(=O)c1cccc(I)c1
InChI
1S/C9H9IO2/c1-2-12-9(11)7-4-3-5-8(10)6-7/h3-6H,2H2,1H3
InChI key
POGCXCWRMMXDAQ-UHFFFAOYSA-N
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
230.0 °F - closed cup
Flash Point(C)
110 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Ni (II)-catalyzed cross-coupling between polyfunctional arylzinc derivatives and primary alkyl iodides.
Journal of the American Chemical Society, 120(43), 11186-11187 (1998)
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Chemical & Pharmaceutical Bulletin, 45(11), 1870-1874 (1997)
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