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Sigma-Aldrich

1-Iodonaphthalene

97%

Synonym(s):

1-Naphthyl iodide

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About This Item

Empirical Formula (Hill Notation):
C10H7I
CAS Number:
90-14-2
Molecular Weight:
254.07
Beilstein:
1906415
EC Number:
201-968-9
MDL number:
MFCD00003876
UNSPSC Code:
12352100
PubChem Substance ID:
24854293
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.701 (lit.)

bp

163-165 °C/15 mmHg (lit.)

density

1.74 g/mL at 25 °C (lit.)

SMILES string

Ic1cccc2ccccc12

InChI

1S/C10H7I/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

InChI key

NHPPIJMARIVBGU-UHFFFAOYSA-N

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General description

Ultrafast relaxation of 1-iodonaphthalene has been studied by time-resolved femtosecond pump-probe mass spectrometry. 1-Iodonaphthalene undergoes Pd catalyzed cross-coupling reaction (Stille reaction) with 2,4-dimethoxy-6-(trimethylstannyl)pyrimidine to afford 2,4-dimethoxy-6-(naphthalen-1-yl)pyrimidine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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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Javier I Bardagí et al.
The Journal of organic chemistry, 73(12), 4491-4495 (2008-05-21)
From the commercial 6-chloro-2,4-dimethoxypyrimidine (1) and by a photostimulated reaction with Me(3)Sn(-) ions, 2,4-dimethoxy-6-(trimethylstannyl)pyrimidine (2) was obtained in 95% yield. By the cross-coupling reaction of 2 with 1-iodonaphthalene as electrophile catalyzed by Pd (Stille reaction), 2,4-dimethoxy-6-(naphthalen-1-yl)pyrimidine (9) was obtained in
Raul Montero et al.
Physical chemistry chemical physics : PCCP, 12(28), 7988-7993 (2010-06-03)
The ultrafast relaxation of 1-iodonaphthalene, with particular attention to the dissociation channels, has been studied by time-resolved femtosecond pump-probe mass spectrometry following excitation at 267 and 317 nm. The measured transients for the parent ion and the isobaric fragments, iodine

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