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135616-36-3 molecular structure
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2,4-di-tert-butyl-6-{N-[(1S,2S)-2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}cyclohexyl]carboximidoyl}phenol

ChemBase ID: 140016
Molecular Formular: C36H54N2O2
Molecular Mass: 546.82616
Monoisotopic Mass: 546.41852898
SMILES and InChIs

SMILES:
CC(c1cc(c(c(c1)/C=N/[C@@H]1[C@H](CCCC1)/N=C/c1c(c(cc(c1)C(C)(C)C)C(C)(C)C)O)O)C(C)(C)C)(C)C
Canonical SMILES:
Oc1c(/C=N/[C@H]2CCCC[C@@H]2/N=C/c2cc(cc(c2O)C(C)(C)C)C(C)(C)C)cc(cc1C(C)(C)C)C(C)(C)C
InChI:
InChI=1S/C36H54N2O2/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12/h17-22,29-30,39-40H,13-16H2,1-12H3/t29-,30-/m0/s1
InChIKey:
FYNXDGNCEBQLGC-KYJUHHDHSA-N

Cite this record

CBID:140016 http://www.chembase.cn/molecule-140016.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2,4-di-tert-butyl-6-{N-[(1S,2S)-2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}cyclohexyl]carboximidoyl}phenol
IUPAC Traditional name
2,4-di-tert-butyl-6-{N-[(1S,2S)-2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}cyclohexyl]carboximidoyl}phenol
Synonyms
(S,S)-Jacobsen’s ligand
(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
(S,S)-Jacobsen 配体
(S,S)-(+)-N,N′-双(3,5-二-叔丁基亚水杨基)-1,2-环己二胺
CAS Number
135616-36-3
MDL Number
MFCD00191801
Beilstein Number
5464823
PubChem SID
162234261
24865245
PubChem CID
10770397

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 10770397 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.452425  H Acceptors
H Donor LogD (pH = 5.5) 9.923665 
LogD (pH = 7.4) 10.634766  Log P 10.66021 
Molar Refractivity 171.9314 cm3 Polarizability 65.7757 Å3
Polar Surface Area 65.18 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
203-206 °C expand Show data source
203-206 °C(lit.) expand Show data source
Optical Rotation
[α]20/D +310±10°, c = 1% in methylene chloride expand Show data source
[α]20/D +315 to 15°, c = 1 in methylene chloride expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥98.0% (CHN) expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Linear Formula
[[(CH3)3C]2C6H2-2-(OH)CH=N]2C6H10 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 404438 external link
Packaging
1, 5 g in glass bottle
Legal Information
Licensed through Research Corporation Technologies
Application
Ligand used for preparing Jacobsen′s catalyst suitable for enantioselective epoxidation of olefins lacking functional groups.1,2,3

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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