Specifications
CLASS
Fluorination Reagents [Synthetic Reagents]
SUBCLASS
Difluoromethylation [Synthetic Reagents]
APPLICATION
An Effective Precursor of a Difluorocarbene to Introduce Difluoromethylene Groups
Difluoromethylenation of alkynes: under a N2 atmosphere, alkynes (0.5 mmol, 1.0 eq.), (bromodifluoromethyl)trimethylsilane (152 mg, 0.75 mmol, 1.5 eq.), tetrabutylammonium bromide (4.8 mg, 0.015 mmol, 0.03 eq.), and toluene (2.0 mL) are added into an oven-dried pressure tube at room temperature. After being heated at 110 °C for 2 h, the reaction mixture is cooled to rt and poured into a saturated Na2CO3 solution (5 mL), followed by extraction with Et2O (2 × 15 mL). The organic layers are combined and dried over anhydrous K2CO3. After the removal of the solvents in vacuo, the residue is subjected to column chromatography (silica gel; petroleum ether : Et3N = 40 : 1) to afford the desired products. [Note: these products are sensitive to acid, so the column must be eluted previously with petroleum ether : Et3N = 10 : 1)].
PUBCHEM SUBSTANCE ID
253659955.0
BEILSTEIN/REAXYS NUMBER
3535353.0
HAZARD STATEMENTS
H225 : Highly flammable liquid and vapor.
PRECAUTIONARY STATEMENTS
P501 : Dispose of contents/ container to an approved waste disposal plant.
P240 : Ground/bond container and receiving equipment.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P233 : Keep container tightly closed.
P243 : Take precautionary measures against static discharge.
P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment.
P242 : Use only non-sparking tools.
P280 : Wear protective gloves/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P403 + P235 : Store in a well-ventilated place. Keep cool.
*USAGE / SAFETY STATEMENT
For laboratory research and development purposes only.
QUALITY CERTIFICATION / COMPLIANCE
Fukaya factory is certified for GMP, ISO14001:2004 (JQA-EM5386) and IQ Net (JP-JQA-EM5386).
APPEARANCE
Colorless to Almost colorless clear liquid
MOLECULAR FORMULA
C4H9BrF2Si
PURITY / ANALYSIS METHOD
>98.0%(GC)
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