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: 2024-12-02 14:14:00

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)	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.