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Sigma-Aldrich

Ethyl 4-iodobenzoate

97%

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Empirical Formula (Hill Notation):
C9H9IO2
CAS Number:
Molecular Weight:
276.07
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.5880 (lit.)

density

1.641 g/mL at 25 °C (lit.)

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.

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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"Preparation and reactions of functionalized arylmagnesium reagents"
Jensen EA, et al.
Synthesis, 2002(04), 0565-0569 (2002)
"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)

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