365858

4-Iodobenzotrifluoride

97%

• Synonym(s): 4-Iodo-α,α,α-trifluorotoluene
• Linear Formula: IC₆H₄CF₃
• CAS Number: 455-13-0
• Molecular Weight: 272.01
• EC Number: 207-234-4
• MDL number: MFCD00039398
• UNSPSC Code: 12352100
• PubChem Substance ID: 24862587
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 156.2 °F - closed cup
• Flash Point(C): 69 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves