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Merck
CN

I7209

3-Iodoaniline

98%

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About This Item

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

Key Documents

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Product Name

3-Iodoaniline, 98%

InChI key

FFCSRWGYGMRBGD-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1cccc(I)c1

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

Quality Level

100

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5028
STBK8747
STBK8425
STBJ9212
S43313V

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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
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.
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
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.
L A Khawli et al.
International journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology, 19(3), 297-301 (1992-04-01)
Biotinyl-m-[125I]iodoanilide (BIA) was synthesized by coupling biotin to m-[125I]iodoaniline via a mixed anhydride reaction. m-[125I]Iodoaniline was produced from the tin precursor, which was prepared using a palladium catalyzed reaction of hexabutylditin with m-bromoaniline. The radioiodinated BIA derivative is characterized by
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