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Sigma-Aldrich

Methyl 4-iodobutyrate

95%

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About This Item

Fórmula lineal:
I(CH2)3CO2CH3
Número de CAS:
14273-85-9
Peso molecular:
228.03
MDL number:
MFCD00674066
UNSPSC Code:
12352100
PubChem Substance ID:
24869947
NACRES:
NA.22

Quality Level

100

assay

95%

form

solid

contains

copper as stabilizer

refractive index

n20/D 1.505 (lit.)

bp

80-83 °C/11 mmHg (lit.)

density

1.689 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)CCCI

InChI

1S/C5H9IO2/c1-8-5(7)3-2-4-6/h2-4H2,1H3

InChI key

NBCIIVXSBPDKOM-UHFFFAOYSA-N

General description

Methyl 4-iodobutyrate can be synthesized from methyl-4-chlorobutyrate and sodium iodide.

Application

Methyl 4-iodobutyrate may be used as reagent in the synthesis of 4-[formyl-5-(methoxymethyl)-1H-pyrrol-1-yl] butanoic acid. It has been used in the synthesis of a range of stable S-adenosylmethionine (SAM) mimetics. Their ability to promote the binding of the E. coli methionine repressor (MetJ) to its operator DNA has been investigated.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

210.2 °F - closed cup

flash_point_c

99 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Young-Won Chin et al.
Bioorganic & medicinal chemistry letters, 13(1), 79-81 (2002-12-07)
As a part of our search for hepatoprotective compounds from Lycium chinense fruits, three new pyrrole derivatives (1-3) were isolated. These compounds and a related synthetic methylated compound (4) were evaluated for their biological activity and structure-activity relationship, and compounds
Catherine Joce et al.
Organic & biomolecular chemistry, 7(4), 635-638 (2009-02-06)
The efficient synthesis of a range of stable SAM mimetics, and their ability to promote the binding of the E. coli methionine repressor (MetJ) to its operator DNA, is described.
IgE-mediated immediate-type hypersensitivity to the pyrazolone drug propyphenazone.
Himly M, et al.
The Journal of Allergy and Clinical Immunology, 111(4), 882-888 (2003)

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