365858
4-Iodobenzotrifluoride
97%
Synonym(s):
4-Iodo-α,α,α-trifluorotoluene
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About This Item
Linear Formula:
IC6H4CF3
CAS Number:
Molecular Weight:
272.01
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
97%
form
liquid
refractive index
n20/D 1.516 (lit.)
bp
185-186 °C/745 mmHg (lit.)
mp
−8.33 °C (lit.)
density
1.851 g/mL at 25 °C (lit.)
SMILES string
FC(F)(F)c1ccc(I)cc1
InChI
1S/C7H4F3I/c8-7(9,10)5-1-3-6(11)4-2-5/h1-4H
InChI key
SKGRFPGOGCHDPC-UHFFFAOYSA-N
Related Categories
General description
4-Iodobenzotrifluoride undergoes aminocarbonylation in DMF using phosphoryl chloride to give N,N-dimethyl-(4-trifluoromethyl)benzamide. Mechanism of the copper-free Sonogashira cross-coupling reaction of 4-iodobenzotrifluoride with differently para-substituted phenylacetylenes has been investigated.
Application
4-Iodobenzotrifluoride may be employed as substrate with electron-deficient aromatic ring, during Mizoroki-Heck reaction with acrylic acid, to afford 4-trifluoromethylcinnnamic acid.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
156.2 °F - closed cup
flash_point_c
69 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Kazushi Hosoi et al.
Organic letters, 4(17), 2849-2851 (2002-08-17)
[reaction: see text] Palladium-catalyzed coupling reaction of N,N-dimethylformamide with aryl or alkenyl halides successfully proceeded in the presence of phosphoryl chloride to afford the corresponding tertiary amides in good yields.
Two competing mechanisms for the copper-free Sonogashira cross-coupling reaction.
Ljungdahl T, et al.
Organometallics, 27(11), 2490-2498 (2008)
Atsushi Ohtaka et al.
Molecules (Basel, Switzerland), 16(11), 9067-9076 (2011-10-29)
Linear polystyrene-stabilized PdO nanoparticles (PS-PdONPs) were prepared by thermal decomposition of Pd(OAc)(2) in the presence of polystyrene. X-ray diffraction (XRD) and transmission electron microscopy (TEM) indicated the production of PdO nanoparticles. The loading of palladium was determined by inductively coupled
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