206563
3-Iodobenzotrifluoride
98%
Synonym(s):
3-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
98%
refractive index
n20/D 1.517 (lit.)
bp
82-82.5 °C/25 mmHg (lit.)
density
1.887 g/mL at 25 °C (lit.)
SMILES string
FC(F)(F)c1cccc(I)c1
InChI
1S/C7H4F3I/c8-7(9,10)5-2-1-3-6(11)4-5/h1-4H
InChI key
IGISPMBUGPHLBY-UHFFFAOYSA-N
General description
Sonogashira coupling reaction between 3-iodobenzotrifluoride and phenylacetylene using a palladium system has been reported.
Application
3-Iodobenzotrifluoride was used in the preparation of zinc 5,10,15,20-tetrakis(3-(trifluoromethyl)phenylethynyl)porphyrin.
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
158.0 °F - closed cup
Flash Point(C)
70 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Rafael Luque et al.
Organic & biomolecular chemistry, 7(8), 1627-1632 (2009-04-04)
An efficient metal-free Sonogashira coupling protocol catalysed by DABCO is reported, where very good conversions and selectivities to the cross-coupling product were obtained under mild reaction conditions. The reported solvent-, phosphane- and metal-free protocol, that uses a cheap base as
Ming-Cheng Kuo et al.
Dalton transactions (Cambridge, England : 2003), (14)(14), 1433-1439 (2007-03-28)
Sonogashira coupling of zinc 5,10,15,20-tetraethynylporphyrin with various phenyl iodides under mild conditions afforded good yields of the corresponding zinc porphyrins. This method is applicable to a variety of aryl iodides including meso-substituted iodoporphyrin to form a conjugated star-shaped multiporphyrin. The
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