Specifications
CLASS
Carbon-Donor Ligands [Catalysis]
SUBCLASS
Imidazolinium Salts, Cyclic Alkyl Amino Carbene (CAAC) Pecursors [Carbon-Donor Ligands]
APPLICATION
Cycloaddition of CO2 to Terminal Epoxides Catalyzed by NHC–ZnBr2 System under Mild Conditions
Typical procedure (R = Ph, entry 3): An oven-dried 50 mL flask containing 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride (149 mg, 0.35 mmol), K2CO3 (48 mg, 0.35 mmol) and ZnBr2 (79 mg, 0.35 mmol) is purged with CO2 under atmospheric pressure three times. Then 1,2-epoxyethylbenzene (2.1 mg, 17.5 mmol) and DMSO (10 mL) are injected into the flask, and CO2 is provided by a balloon. The reaction is stirred at 80 °C for 24 h. After the reaction is cooled down, H2O (200 mL) is added to the reaction mixture. The mixture is extracted with CH2Cl2 (3 x 20 mL). The organic layer is filtered through a silica plug, and concentrated under vacuum to give 4-phenyl-1,3-dioxolan-2-one (2.73 mg, 95 %) as a white solid.
PUBCHEM SUBSTANCE ID
87560255.0
BEILSTEIN/REAXYS NUMBER
8460977.0
HAZARD STATEMENTS
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
PRECAUTIONARY STATEMENTS
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
*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
White to Light yellow to Light orange powder to crystal
MOLECULAR FORMULA
C27H37ClN2
PURITY (HPLC)
min. 98.0 area%
PURITY / ANALYSIS METHOD
>98.0%(T)(HPLC)