3,5-Di-tert-butylsalicylaldehyde Property

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29124990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3,5-Di-tert-butylsalicylaldehyde Chemical Properties,Usage,Production

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