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654299

Sigma-Aldrich

(R)-(+)-o-Tolyl-CBS-oxazaborolidine solution

0.5 M in toluene

Synonym(s):

(R)-(+)-3,3-Diphenyl-1-o-tolyl-tetrahydropyrrolo(1,2-c)(1,3,2)oxazaborole

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About This Item

Empirical Formula (Hill Notation):
C24H24BNO
CAS Number:
865812-10-8
Molecular Weight:
353.26
MDL number:
MFCD07369781
UNSPSC Code:
12352005
PubChem Substance ID:
24884025
NACRES:
NA.22

concentration

0.5 M in toluene

refractive index

n20/D 1.514

density

0.900 g/mL at 25 °C

functional group

phenyl

SMILES string

[H][C@]12CCCN1B(OC2(c3ccccc3)c4ccccc4)c5ccccc5C

InChI

1S/C24H24BNO/c1-19-11-8-9-16-22(19)25-26-18-10-17-23(26)24(27-25,20-12-4-2-5-13-20)21-14-6-3-7-15-21/h2-9,11-16,23H,10,17-18H2,1H3/t23-/m1/s1

InChI key

XHMKFCAQQGBIPZ-HSZRJFAPSA-N

Application

CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis
When protonated with trifluoromethanesulfonimide, chiral oxazaborolidines generate chiral Lewis acids, which have demonstrated great utility in the enantioselective Diels-Alder reaction.

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

39.2 °F - closed cup

Flash Point(C)

4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL7902
SHBH0769V
SHBD7648V
22596DK
46796DJ

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