(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene

Description

CAS: 112022-83-0 | C18H20BNO | 277.17 g/mol

(R)-2-Methyl-CBS-oxazaborolidine is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(R)-2-Methyl-CBS-oxazaborolidine is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.

Solubility
Not miscible or difficult to mix in water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store under inert gas. It is sensitive to moisture and air. Incompatible with oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 112022-83-0
• Molecular Formula: C18H20BNO
• Molecular Weight (g/mol): 277.17
• MDL Number: MFCD00078440
• InChI Key: VMKAFJQFKBASMU-QGZVFWFLSA-N
• Synonym: r-2-methyl-cbs-oxazaborolidine, r-methyl oxazaborolidine, r-+-2-methyl-cbs-oxazaborolidine, r-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine, r-1-methyl-3,3-diphenylhexahydropyrrolo 1,2-c 1,3,2 oxazaborole, r-me-cbs catalyst, r-3,3-diphenyl-1-methylpyrrolidino 1,2-c-1,3,2-oxazaborole, r-me cbs, r-tetrahydro-1-methyl-3,3-diphenyl-1h,3h-pyrrolo 1,2-c 1,3,2 oxazaborole, corey's catalyst
• PubChem CID: 9838490
• IUPAC Name: (3aR)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole
• SMILES: [H][C@]12CCCN1B(C)OC2(C1=CC=CC=C1)C1=CC=CC=C1

• Density: 0.925
• Flash Point: 4°C (39°F)
• Quantity: 5 mL
• UN Number: UN1993
• Sensitivity: Air and moisture sensitive
• Solubility Information: Not miscible or difficult to mix in water.
• Formula Weight: 277.17
• Concentration or Composition (by Analyte or Components): 1M soln. in toluene
• Chemical Name or Material: (R)-2-Methyl-CBS-oxazaborolidine

Safety and Handling

Hazard Category	H225-H302-H304-H315-H318-H335-H336-H361d-H372
Hazard Statement	GHS H Statement H225-H304-H361-H373-H315-H336 Highly flammable liquid and vapor. May be fatal if swallowed and enters airways. Suspected of damaging fertility or the unborn child. May cause damage to organs through prolonged or repeated exposure. Causes skin irritation. May cause drowsiness or dizziness.
Precautionary Statement	P201-P202-P210-P233-P235-P240-P241-P242-P243-P260-P264b-P270-P271-P281-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P308+P313-P310-P330-P331-P332+P313-P363-P370+P378q-P50
DOTInformation	Transport Hazard Class: 3; Packing Group: II; Proper Shipping Name: FLAMMABLE LIQUIDS, N.O.S.
TSCA	No
Recommended Storage	Ambient temperatures; Store under Argon

SDS

RUO – Research Use Only