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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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.)
functional group
fluoro
iodo
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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Two competing mechanisms for the copper-free Sonogashira cross-coupling reaction.
Ljungdahl T, et al.
Organometallics, 27(11), 2490-2498 (2008)
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.
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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