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641979

Sigma-Aldrich

Ethyl 4-iodobenzoate

97%

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5 G
$49.78

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$49.78

About This Item

Empirical Formula (Hill Notation):
C9H9IO2
CAS Number:
51934-41-9
Molecular Weight:
276.07
MDL number:
MFCD00017344
UNSPSC Code:
12352100
PubChem Substance ID:
24883160
NACRES:
NA.22

$49.78

List Price$52.40
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order

Quality Level

100

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).[1] 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.[2]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

>230.0 °F - closed cup

flash_point_c

> 110 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR6434
MKCP6666
MKBZ5636V
MKBW8743V
MKBQ7512V

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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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