Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

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
Pricing and availability is not currently available.

Assay

99%

form

powder or crystals

mp

59-61 °C (lit.)

functional group

aldehyde

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[1]
  • N,N-diethyl-2-methyl-1,4-phenylenediamine during the synthesis of copper(II) and cobalt(II) complexes of salicylaldimine[2]

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[3]
  • chiral Schiff base ligand for an enantioselective copper-catalyzed addition of phenylacetylene to imines[4]
  • chiral oxazolidine ligand for the enantioselective addition of diethylzinc to aldehydes[5]
  • tin Schiff base complexes with histidine analogues[6]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCW2501
0000231508
MKCS3805
MKCQ8344
MKCJ9993

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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)
Ariadna Garza-Ortiz et al.
Bioinorganic chemistry and applications, 2013, 502713-502713 (2013-07-19)
Five novel tin Schiff base complexes with histidine analogues (derived from the condensation reaction between L-histidine and 3,5-di-tert-butyl-2-hydroxybenzaldehyde) have been synthesized and characterized. Characterization has been completed by IR and high-resolution mass spectroscopy, 1D and 2D solution NMR ((1)H, (13)C  and
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)
Tetrahedron Asymmetry, 18, 1124-1124 (2007)
Tetrahedron Asymmetry, 18, 377-377 (2007)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

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