3,5-Di-tert-butylsalicylaldehyde

3,5-Di-tert-butylsalicylaldehyde
  • CAS No.:37942-07-7
Other grades of this product :
3,5-Di-tert-butylsalicylaldehyde Basic information
Product Name:3,5-Di-tert-butylsalicylaldehyde
Synonyms:3,5- di Ding JishuiYang Quan;3,5-Di-tert-butylsalicylaldehyde, 95+%;3, 5-2 tertiary butyl salicylaldehyde;3,5-Di-tert-butylsalicylaldehyde;3,5-Di-tert-butyl-2-hydroxybenzaldehyde 99%;2-Hydroxy-3,5-di-tert-butylbenzaldehyde;3,5-DI-TBUTYLSALICYLALDEHYDE;3,5-DI-TERT-BUTYL-2-HYDROXYBENZALDEHYDE
CAS:37942-07-7
MF:C15H22O2
MW:234.33
EINECS:629-676-0
Product Categories:Building Blocks;C13-C60;Aromatic Aldehydes & Derivatives (substituted);Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Aldehydes;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Achiral Oxygen
Mol File:37942-07-7.mol
3,5-Di-tert-butylsalicylaldehyde Chemical Properties
Melting point 59-61 °C(lit.)
Boiling point 277.6±35.0 °C(Predicted)
density 1.006±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in DMSO and methanol.
form Solid
pka9.78±0.23(Predicted)
color Off-White to Light Yellow
Sensitive Air Sensitive
BRN 1877810
InChIKeyRRIQVLZDOZPJTH-UHFFFAOYSA-N
CAS DataBase Reference37942-07-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
Hazard Note Irritant
HS Code 29124990
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
3,5-Di-tert-butylsalicylaldehyde Usage And Synthesis
Chemical Properties3,5-Di-tert-butylsalicylaldehyde is white to yellow powder or chunks or crystal or crystalline powder
Uses3,5-Di-tert-butylsalicylaldehyde is a salicylaldehyde derivative with antibacterial activity used in the preparation nickel complexes. 3,5-Di-tert-butylsalicylaldehyde is structurally related to 3,5-di-t-butylcatechol (DTCAT) but is not as potent an activator of rat skeletal muscle ryanodine receptor Ca2+ channel (RyRC).
Uses3,5-Di-tert-butyl-2-hydroxybenzaldehyde is used in the synthesis of Mn(III)-salen complex and its diamino precursor 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranose, chiral Schiff base ligand for an enantioselective copper-catalyzed addition of phenyl acetylene to imines, chiral oxazolidine ligand for the enantioselective addition of diethyl zinc to aldehydes and tin Schiff base complexes with histidine analogues. It has antibacterial activity and is used in the preparation nickel complexes. It is structurally related to 3,5-di-t-butylcatechol (DTCAT) but is not as potent an activator of rat skeletal muscle ryanodine receptor Ca2+ channel (RyRC).
Uses3,5-Di-tert-butyl-2-hydroxybenzaldehyde was used in the synthesis of
  • Mn(III)-salen complex and its diamino precursor 5,6-diamino-5,6-dideoxy-1,2-O-isopropylidene-3-O-methyl-β-L-idofuranose
  • chiral Schiff base ligand for an enantioselective copper-catalyzed addition of phenylacetylene to imines
  • chiral oxazolidine ligand for the enantioselective addition of diethylzinc to aldehydes
  • tin Schiff base complexes with histidine analogues
Synthesis Reference(s)The Journal of Organic Chemistry, 59, p. 1939, 1994 DOI: 10.1021/jo00086a062Tetrahedron, 46, p. 793, 1990 DOI: 10.1016/S0040-4020(01)81362-4Tetrahedron Letters, 13, p. 4205, 1972 DOI: 10.1016/S0040-4039(01)94276-5
General Description3,5-Di-tert-butyl-2-hydroxybenzaldehyde undergoes condensation reaction with
  • methyl-2-{N-(2′-aminoethane)}-amino-1-cyclopentenedithiocarboxylate to yield Schiff base ligand
  • N,N-diethyl-2-methyl-1,4-phenylenediamine during the synthesis of copper(II) and cobalt(II) complexes of salicylaldimine

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