(R,R)-Jacobsen's catalyst
PubChem CID
73602790
Structure
Molecular Formula
Synonyms
- (R,R)-Jacobsen's catalyst
- 138124-32-0
- Jacobsen's catalyst
- Jacobsen's catalyst [MI]
- (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
Molecular Weight
635.2 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Parent Compound
Component Compounds
Dates
- Create:2014-05-11
- Modify:2025-01-18
Chemical Structure Depiction
3D Conformer of Parent
2,4-ditert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-oxidophenyl)methylideneamino]cyclohexyl]iminomethyl]phenolate;manganese(3+);chloride
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C36H54N2O2.ClH.Mn/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;1H;/q;;+3/p-3/t29-,30-;;/m1../s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
LJVAWOSDJSQANR-SEILFYAJSA-K
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)[O-])C=N[C@@H]2CCCC[C@H]2N=CC3=C(C(=CC(=C3)C(C)(C)C)C(C)(C)C)[O-].[Cl-].[Mn+3]
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C36H52ClMnN2O2
Computed by PubChem 2.2 (PubChem release 2021.10.14)
138124-32-0
149656-63-3
- (R,R)-Jacobsen's catalyst
- 138124-32-0
- Jacobsen's catalyst
- Jacobsen's catalyst [MI]
- (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
- Jacobsen's catalyst (R,R)-form [MI]
- WPP775Y8PO
- 45S483EOVD
- (R,R)-(N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride
- (-)-Chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-(cyclohexane-1,2-diylbis(nitrilomethylidyne))diphenolato(manganese(III)
- (N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (R,R)-
- (N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (R,R)-rel-
- (N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (RS,RS)-
- 149656-63-3
- 2,4-ditert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-oxidophenyl)methylideneamino]cyclohexyl]iminomethyl]phenolate;manganese(3+);chloride
- Manganese, chloro((2,2'-(1,2-cyclohexanediylbis(nitrilomethylidyne))bis(4,6-bis(1,1-dimethylethyl)phenolato))(2-)-N,N',O,O')-, (sp-5-13-(trans))-
- UNII-WPP775Y8PO
- UNII-45S483EOVD
- (R,R)-[N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III) Chloride
- GEO-03071
- AKOS037647740
- (R,R)-(-)-N,N'-Bis(3,5-di-tertbutylsalicylidene)-1,2- cyclohexanediaminomanganese(III) chloride
- AS-74616
- Manganese, chloro((2,2'-((1R,2R)-1,2-cyclohexanediylbis((nitrilo-kappaN)methylidyne))bis(4,6-bis(1,1-dimethylethyl)phenolato-kappaO))(2-))-, (sp-5-13)-
- Manganese, chloro((rel-2,2'-((1R,2R)-1,2-cyclohexanediylbis((nitrilo-kappaN)methylidyne))bis(4,6-bis(1,1-dimethylethyl)phenolato-kappaO))(2-))-, (sp-5-13)-
- B5613
- manganese(3+) 2,4-di-tert-butyl-6-({[(1R,2R)-2-[(E)-[(3,5-di-tert-butyl-2-oxidophenyl)methylidene]amino]cyclohexyl]imino}methyl)benzenolate chloride
- MANGANESE, CHLORO((2,2'-((1R,2R)-1,2-CYCLOHEXANEDIYLBIS((NITRILO-.KAPPA.N)METHYLIDYNE))BIS(4,6-BIS(1,1-DIMETHYLETHYL)PHENOLATO-.KAPPA.O))(2-))-, (SP-5-13)-
- MANGANESE, CHLORO((REL-2,2'-((1R,2R)-1,2-CYCLOHEXANEDIYLBIS((NITRILO-.KAPPA.N)METHYLIDYNE))BIS(4,6-BIS(1,1-DIMETHYLETHYL)PHENOLATO-.KAPPA.O))(2-))-, (SP-5-13)-
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
635.2 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
634.309775 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
634.309775 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
70.8 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
42
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
793
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
2
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
3
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Dark brown powder; [Sigma-Aldrich MSDS]
Metals -> Manganese Compounds, Inorganic
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
Sources/Uses
Used as a chiral catalyst for the epoxidation of olefins; [Merck Index]
Merck Index - O'Neil MJ, Heckelman PE, Dobbelaar PH, Roman KJ (eds). The Merck Index, An Encyclopedia of Chemicals, Drugs, and Biologicals, 15th Ed. Cambridge, UK: The Royal Society of Chemistry, 2013.
A skin and strong eye irritant; [Sigma-Aldrich MSDS] See Manganese and the linked occupational diseases.
Maximum Allowable Concentration (MAK)
0.2 [mg/m3], as Mn (inhalable fraction), 0.02 mg/m3, as Mn (respirable fraction)[German Research Foundation (DFG)]
0.02 [mg/m3], as Mn (respirable fraction), 0.1 mg/m3, as Mn (inhalable fraction)
Neurotoxin - Parkinsonism
Associated Occupational Diseases with Exposure to the Compound
Manganese, chronic toxic effect [Category: Metal Poisoning, Occupational]
- ChemIDplus(N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (R,R)-https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0138124320(N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (R,R)-rel-https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0149656633ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking(N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE)MANGANESE(III) CHLORIDE, (R,R)-https://gsrs.ncats.nih.gov/ginas/app/beta/substances/WPP775Y8PO(N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE)MANGANESE(III) CHLORIDE, (R,R)-REL-https://gsrs.ncats.nih.gov/ginas/app/beta/substances/45S483EOVD
- Haz-Map, Information on Hazardous Chemicals and Occupational DiseasesLICENSECopyright (c) 2022 Haz-Map(R). All rights reserved. Unless otherwise indicated, all materials from Haz-Map are copyrighted by Haz-Map(R). No part of these materials, either text or image may be used for any purpose other than for personal use. Therefore, reproduction, modification, storage in a retrieval system or retransmission, in any form or by any means, electronic, mechanical or otherwise, for reasons other than personal use, is strictly prohibited without prior written permission.https://haz-map.com/About(R,R)-Jacobsen's catalysthttps://haz-map.com/Agents/19130
- WikidataJacobsen's catalysthttps://www.wikidata.org/wiki/Q6119792
- WikipediaJacobsen's catalysthttps://en.wikipedia.org/wiki/Jacobsen's_catalyst
- PubChem
- GHS Classification (UNECE)GHS Classification Treehttp://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
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