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3,5-Di-tert-butylsalicylaldehyde

3,5'-Di-tert-butylsalicylaldehyde is an organic compound. It is a pale yellow solid. This aldehyde is a building block for preparing salen ligands.

3,5-Di-tert-butylsalicylaldehyde
Names
Preferred IUPAC name
3,5-Di-tert-butyl-2-hydroxybenzaldehyde
Identifiers
  • 37942-07-7 N
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL427197 Y
ChemSpider
  • 599518 Y
ECHA InfoCard 100.157.837
  • 688023
UNII
  • KQA2N5HW8Z Y
  • DTXSID80350777
  • InChI=1S/C15H22O2/c1-14(2,3)11-7-10(9-16)13(17)12(8-11)15(4,5)6/h7-9,17H,1-6H3 Y
    Key: RRIQVLZDOZPJTH-UHFFFAOYSA-N Y
  • InChI=1S/C15H22O2/c1-14(2,3)11-7-10(9-16)13(17)12(8-11)15(4,5)6/h7-9,17H,1-6H3
  • O=Cc1cc(cc(c1O)C(C)(C)C)C(C)(C)C
Properties
C15H22O2
Molar mass 234.339 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Preparation

This compound is commercially available. It may be prepared by the Duff reaction, from 2,4-di-tert-butylphenol and hexamethylenetetramine:[1]

 

Reactions

Condensation of this aldehyde with various diamines gives various salen ligands, which are popular for catalysis. For example, the enantiopure ligand for Jacobsen's catalyst may be prepared from the appropriate 1,2-diaminocyclohexane. The catalyst is obtained by further reaction with manganese(II) acetate and atmospheric oxygen in the presence of a chloride source.[1]

 

References

  1. ^ a b Jay F. Larrow and Eric N. Jacobsen (2004). "(R,R)-N,N'-Bis(3,5-Di-tert-Butylsalicylidene)-1,2-Cyclohexanediamino Manganese(III) Chloride, A Highly Enantioselective Epoxidation Catalyst". Organic Syntheses.; Collective Volume, vol. 10, p. 96

tert, butylsalicylaldehyde, tert, butylsalicylaldehyde, organic, compound, pale, yellow, solid, this, aldehyde, building, block, preparing, salen, ligands, namespreferred, iupac, name, tert, butyl, hydroxybenzaldehydeidentifierscas, number, 37942, model, jsmol. 3 5 Di tert butylsalicylaldehyde is an organic compound It is a pale yellow solid This aldehyde is a building block for preparing salen ligands 3 5 Di tert butylsalicylaldehyde NamesPreferred IUPAC name 3 5 Di tert butyl 2 hydroxybenzaldehydeIdentifiersCAS Number 37942 07 7 N3D model JSmol Interactive imageChEMBL ChEMBL427197 YChemSpider 599518 YECHA InfoCard 100 157 837PubChem CID 688023UNII KQA2N5HW8Z YCompTox Dashboard EPA DTXSID80350777InChI InChI 1S C15H22O2 c1 14 2 3 11 7 10 9 16 13 17 12 8 11 15 4 5 6 h7 9 17H 1 6H3 YKey RRIQVLZDOZPJTH UHFFFAOYSA N YInChI 1S C15H22O2 c1 14 2 3 11 7 10 9 16 13 17 12 8 11 15 4 5 6 h7 9 17H 1 6H3SMILES O Cc1cc cc c1O C C C C C C C CPropertiesChemical formula C 15H 22O 2Molar mass 234 339 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesPreparation EditThis compound is commercially available It may be prepared by the Duff reaction from 2 4 di tert butylphenol and hexamethylenetetramine 1 Reactions EditCondensation of this aldehyde with various diamines gives various salen ligands which are popular for catalysis For example the enantiopure ligand for Jacobsen s catalyst may be prepared from the appropriate 1 2 diaminocyclohexane The catalyst is obtained by further reaction with manganese II acetate and atmospheric oxygen in the presence of a chloride source 1 References Edit a b Jay F Larrow and Eric N Jacobsen 2004 R R N N Bis 3 5 Di tert Butylsalicylidene 1 2 Cyclohexanediamino Manganese III Chloride A Highly Enantioselective Epoxidation Catalyst Organic Syntheses Collective Volume vol 10 p 96 Retrieved from https en wikipedia org w index php title 3 5 Di tert butylsalicylaldehyde amp oldid 1105300033, wikipedia, wiki, book, books, library,

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