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865812-10-8 molecular structure
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(3aR)-1-(2-methylphenyl)-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole

ChemBase ID: 142485
Molecular Formular: C24H24BNO
Molecular Mass: 353.26446
Monoisotopic Mass: 353.19509479
SMILES and InChIs

SMILES:
B1(N2CCC[C@@H]2C(O1)(c1ccccc1)c1ccccc1)c1ccccc1C
Canonical SMILES:
Cc1ccccc1B1OC([C@@H]2N1CCC2)(c1ccccc1)c1ccccc1
InChI:
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
InChIKey:
XHMKFCAQQGBIPZ-HSZRJFAPSA-N

Cite this record

CBID:142485 http://www.chembase.cn/molecule-142485.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3aR)-1-(2-methylphenyl)-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole
IUPAC Traditional name
(3aR)-1-(2-methylphenyl)-3,3-diphenyl-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole
Synonyms
(R)-(+)-3,3-Diphenyl-1-o-tolyl-tetrahydropyrrolo(1,2-c)(1,3,2)oxazaborole
(R)-(+)-o-Tolyl-CBS-oxazaborolidine solution
(R)-3,3-二苯基-1-邻甲苯基-四氢吡咯并(1,2,c)(1,3,2)噁唑硼烷
(R)-(+)-邻甲苯基-CBS-噁唑硼烷 溶液
CAS Number
865812-10-8
MDL Number
MFCD07369781
PubChem SID
162236714
24884025
PubChem CID
11505543

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
654299 external link Add to cart Please log in.
Data Source Data ID
PubChem 11505543 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 5.48466  LogD (pH = 7.4) 6.6680694 
Log P 6.7561  Molar Refractivity 105.684 cm3
Polarizability 43.332806 Å3 Polar Surface Area 12.47 Å2
Rotatable Bonds Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Flash Point
39.2 °F expand Show data source
4 °C expand Show data source
Density
0.900 g/mL at 25 °C expand Show data source
Refractive Index
n20/D 1.514 expand Show data source
European Hazard Symbols
Flammable Flammable (F) expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
1294 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
3 expand Show data source
Packing Group
2 expand Show data source
Risk Statements
63-11-38-48/20-65-67 expand Show data source
Safety Statements
16-36/37-62 expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H225-H304-H315-H336-H361d-H373 expand Show data source
GHS Precautionary statements
P210-P261-P281-P301 + P310-P331 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 1294 3/PG 2 expand Show data source
Concentration
0.5 M in toluene expand Show data source
Empirical Formula (Hill Notation)
C24H24BNO expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 654299 external link
Application
When protonated with trifluoromethanesulfonimide, chiral oxazaborolidines generate chiral Lewis acids, which have demonstrated great utility in the enantioselective Diels-Alder reaction.1,2
CBS Catalysts for Asymmetric Reduction and Asymmetric Synthesis
Packaging
5, 25 mL in glass bottle

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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