3,5-Di-tert-butyl-2-hydroxybenzaldehyde, 99%, Thermo Scientific Chemicals
3,5-Di-tert-butyl-2-hydroxybenzaldehyde, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

3,5-Di-tert-butyl-2-hydroxybenzaldehyde, 99%, Thermo Scientific Chemicals

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Catalog number B23834.06
also known as B23834-06
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5 g
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3,5-Di-tert-butyl-2-hydroxybenzaldehyde, 99%, Thermo Scientific Chemicals
Catalog numberB23834.06
Price (USD)/ Each
62.30
-
Add to cart
Chemical Identifiers
CAS37942-07-7
IUPAC Name3,5-di-tert-butyl-2-hydroxybenzaldehyde
Molecular FormulaC15H22O2
InChI KeyRRIQVLZDOZPJTH-UHFFFAOYSA-N
SMILESCC(C)(C)C1=CC(C=O)=C(O)C(=C1)C(C)(C)C
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream to yellow
Assay (GC)≥98.5%
Melting Point (clear melt)58-62?C
FormCrystalline solid or powder
Identification (FTIR)Conforms
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).

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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).

Solubility
Soluble in DMSO and methanol.

Notes
Air sensitive. Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only

General References:

  1. Yan S and Klemm D. Mild and efficient synthesis of 5, 6-diamino-5, 6-dideoxy-1, 2-O-isopropylidene-3- O -methyl-ß-l-idofuranose: precursor of the first carbohydrate-derived chiral Mn (III)-salen complex. Tetrahedron.,2002,58(50), 10065-10071.
  2. Ariadna Garza-Ortiz, et al. Novel Organotin(IV) Schiff Base Complexes with Histidine Derivatives: Synthesis, Characterization, and Biological Activity.Bioinorg Chem Appl.,2013,2013(6), 502713.