Skip to Content
MilliporeSigma
All Photos(1)

Documents

140414

Sigma-Aldrich

3,5-Di-tert-butyl-2-hydroxybenzaldehyde

99%

Synonym(s):

3,5-Di-tert-butylsalicylaldehyde

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HOC6H2[C(CH3)3]2CHO
CAS Number:
37942-07-7
Molecular Weight:
234.33
MDL number:
MFCD00191998
UNSPSC Code:
12352100
PubChem Substance ID:
24848469
NACRES:
NA.22

assay

99%

form

powder or crystals

mp

59-61 °C (lit.)

SMILES string

CC(C)(C)c1cc(C=O)c(O)c(c1)C(C)(C)C

InChI

1S/C15H22O2/c1-14(2,3)11-7-10(9-16)13(17)12(8-11)15(4,5)6/h7-9,17H,1-6H3

InChI key

RRIQVLZDOZPJTH-UHFFFAOYSA-N

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

Application

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tetrahedron Asymmetry, 18, 1124-1124 (2007)
Tetrahedron Asymmetry, 18, 377-377 (2007)
Chunshuang Liang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 183, 267-274 (2017-04-30)
A Schiff-base, (2,4-di-tert-butyl-6-((2-hydroxyphenyl-imino)-methyl)phenol) (L), has been improved to function as a simultaneous multi-ion probe in different optical channel. The probe changes from colorless to orangish upon being deprotonated by F
Mild and efficient synthesis of 5, 6-diamino-5, 6-dideoxy-1, 2-O-isopropylidene-3- O -methyl-?-l-idofuranose: precursor of the first carbohydrate-derived chiral Mn (III)-salen complex.
Yan S and Klemm D.
Tetrahedron, 58(50), 10065-10071 (2002)
Co (II) and Cu (II) Schiff base complexes of bis (N-(4-diethylamino-2-methylphenyl)-3, 5-di-tert-butylsalicylaldimine): Electrochemical and X-ray structural study.
Ulusoy M, et al.
Structural Chemistry, 19(5), 749-755 (2008)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service