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I7209

Sigma-Aldrich

3-Iodoaniline

98%

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About This Item

Linear Formula:
IC6H4NH2
CAS Number:
626-01-7
Molecular Weight:
219.02
Beilstein:
636058
EC Number:
210-922-7
MDL number:
MFCD00007781
UNSPSC Code:
12352100
PubChem Substance ID:
24896111
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.682 (lit.)

bp

145-146 °C/15 mmHg (lit.)

mp

21-24 °C (lit.)

density

1.821 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Nc1cccc(I)c1

InChI

1S/C6H6IN/c7-5-2-1-3-6(8)4-5/h1-4H,8H2

InChI key

FFCSRWGYGMRBGD-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Karin Dooleweerdt et al.
Organic letters, 11(1), 221-224 (2008-11-28)
A Pd-catalyzed, one-pot, two-step synthesis of 2-amidoindoles from ynamides and o-iodoanilines is reported. A key highlight of this sequence is that after the Sonogashira reaction, intramolecular cyclization to the indole occurs spontaneously without activation of the alkyne.
Karsten Franke et al.
Environmental science & technology, 42(11), 4083-4087 (2008-07-02)
A new method is described for radiolabeling humic substances (HS) with iodine radioisotopes. The method radiolabels the electron-rich aromatic moieties of HS with the 3-[125I]iodobenzenediazonium ion via azocoupling. The method uses four steps: (i) 3-aminobenzenetrimethylstannane is synthesized and isolated by
Dimitrios E Lizos et al.
Organic & biomolecular chemistry, 1(1), 117-122 (2003-08-22)
A brief, efficient and economical synthesis of the spiropyrrolidinyloxindoles, horsfiline and coerulescine, has been achieved, starting from itaconic acid and, respectively, p-anisidine or o-iodoaniline. Tandem radical cyclisation of iodoaryl alkenyl azides is the key step in both syntheses.
Fangguo Ye et al.
The Journal of organic chemistry, 72(9), 3218-3222 (2007-04-06)
The palladium-catalyzed cyclocarbonylation reaction of o-iodoanilines with allenes and CO in 1-butyl-3-methylimidazolium hexafluorophosphate afforded 3-methylene-2,3-dihydro-1H-quinolin-4-ones in moderate to excellent yields under a low pressure (5 atm) of CO. The ionic liquid, as the solvent and promoter, enhances the efficiency of
Toshio Nishikawa et al.
Bioscience, biotechnology, and biochemistry, 66(10), 2273-2278 (2002-11-27)
An alpha-C-iodoethynylglucose derivative was coupled with an L-serine-derived zinc-copper reagent to give alpha-C-glucosylpropargyl glycine, which underwent palladium catalyzed-heteroannulation with o-iodoaniline to give not alpha-C-glucosyl-tryptophan but alpha-C-glucosyl-iso-tryptophan. This is the first observation of complete reverse regioselectivity to Larock's proposal.
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