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

pka

9.78±0.23(Predicted)

color 

Off-White to Light Yellow

Sensitive 

Air Sensitive

BRN 

1877810

InChIKey

RRIQVLZDOZPJTH-UHFFFAOYSA-N

CAS DataBase Reference

37942-07-7(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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3,5-Di-tert-butylsalicylaldehyde Usage And Synthesis

Chemical Properties

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

Uses

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).

Uses

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).

Uses

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

3,5-Di-tert-butylsalicylaldehyde(37942-07-7)Related Product Information

• 5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE
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• tert-Butyl methyl ether
• Butylated Hydroxytoluene
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• Tetrabutylammonium bromide
• CHLOROPHOSPHONAZO III
• Di-tert-butyl peroxide
• 3,5-Bis-tert-butylsalicylic acid
• 3,5-Di-tert-butyl-4-hydroxybenzoic acid
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• ZINC 3 5-DI-TERT-BUTYLSALICYLATE 97
• 6,8-DI(TERT-BUTYL)-4-OXO-4H-CHROMENE-2-CARBOXYLIC ACID
• THIOGLYCOLIC ACID N-BUTYL ESTER
• 3,5-DI-TERT-BUTYL-2-METHOXYBENZALDEHYDE
• 1-[3,5-DI(TERT-BUTYL)-2-HYDROXYPHENYL]ETHAN-1-ONE