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HomeProduct name list3,5-Di-tert-butylsalicylaldehyde

3,5-Di-tert-butylsalicylaldehyde

Synonym(s):3,5-Di-tert-butylsalicylaldehyde

  • CAS NO.:37942-07-7
  • Empirical Formula: C15H22O2
  • Molecular Weight: 234.33
  • MDL number: MFCD00191998
  • EINECS: 629-676-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 11:59:05
3,5-Di-tert-butylsalicylaldehyde Structural

What is 3,5-Di-tert-butylsalicylaldehyde?

Chemical properties

3,5-Di-tert-butylsalicylaldehyde is white to yellow powder or chunks or crystal or crystalline powder

The Uses of 3,5-Di-tert-butylsalicylaldehyde

3,5-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).

The Uses of 3,5-Di-tert-butylsalicylaldehyde

3,5-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).

The Uses of 3,5-Di-tert-butylsalicylaldehyde

3,5-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

Definition

ChEBI: 3,5-di-tert-butyl-2-hydroxybenzaldehyde is a hydroxybenzaldehyde.

Synthesis Reference(s)

The Journal of Organic Chemistry, 59, p. 1939, 1994 DOI: 10.1021/jo00086a062
Tetrahedron, 46, p. 793, 1990 DOI: 10.1016/S0040-4020(01)81362-4
Tetrahedron Letters, 13, p. 4205, 1972 DOI: 10.1016/S0040-4039(01)94276-5

General Description

3,5-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

Properties of 3,5-Di-tert-butylsalicylaldehyde

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.
pka 9.78±0.23(Predicted)
form  Solid
color  Off-White to Light Yellow
Sensitive  Air Sensitive
BRN  1877810
CAS DataBase Reference 37942-07-7(CAS DataBase Reference)

Safety information for 3,5-Di-tert-butylsalicylaldehyde

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 3,5-Di-tert-butylsalicylaldehyde

InChIKey RRIQVLZDOZPJTH-UHFFFAOYSA-N

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