641979
Ethyl 4-iodobenzoate
97%
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About This Item
Empirical Formula (Hill Notation):
C9H9IO2
CAS Number:
Molecular Weight:
276.07
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
refractive index
n20/D 1.5880 (lit.)
density
1.641 g/mL at 25 °C (lit.)
functional group
ester
iodo
SMILES string
CCOC(=O)c1ccc(I)cc1
InChI
1S/C9H9IO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2H2,1H3
InChI key
YCBJOQUNPLTBGG-UHFFFAOYSA-N
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Application
Ethyl 4-iodobenzoate can be used in the synthesis of biphenyl derivatives via Negishi cross coupling with the intermediates of the type ArMg(tmp)·2LiCl (tmp = trimethylolpropane). It can also be used as a starting material in the synthesis of p-carbomethoxyphenylmagnesium bromide, a polyfunctional organometallic reagent that can be used as building block in the synthesis of complex target molecules.
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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"Direct Magnesiation of Polyfunctionalized Arenes and Heteroarenes Using (tmp) 2Mg? 2 LiCl"
Clososki.CG, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 46(40), 7681-7684 (2007)
"Preparation and reactions of functionalized arylmagnesium reagents"
Jensen EA, et al.
Synthesis, 2002(04), 0565-0569 (2002)
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