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140392

Sigma-Aldrich

4-Hydroxy-3,5-dimethylbenzaldehyde

95%

Synonym(s):

3,5-Dimethyl-4-hydroxybenzaldehyde

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About This Item

Linear Formula:
HOC6H2(CH3)2CHO
CAS Number:
2233-18-3
Molecular Weight:
150.17
Beilstein:
1908717
EC Number:
218-774-5
MDL number:
MFCD00006946
UNSPSC Code:
12352100
PubChem Substance ID:
24848467
NACRES:
NA.22

Assay

95%

mp

112-114 °C (lit.)

SMILES string

[H]C(=O)c1cc(C)c(O)c(C)c1

InChI

1S/C9H10O2/c1-6-3-8(5-10)4-7(2)9(6)11/h3-5,11H,1-2H3

InChI key

UYGBSRJODQHNLQ-UHFFFAOYSA-N

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Application

4-Hydroxy-3,5-dimethylbenzaldehydewas used as reagent during the phase transfer catalyzed polymerization of 4-hydroxy-3,5-dimethylbenzyl alcohol. It was used as starting reagent during the synthesis of 2,4,6-trimethylphenol.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Phase transfer catalyzed polymerization of 4-hydroxy-3, 5-dimethylbenzyl alcohol and copolymerization of 4-bromo-2, 6-dimethylphenol with 4-hydroxy-3, 5-dimethylbenzyl alcohol.
Wang JH and Percec V.
Polym. Bull., 25(1), 25-32 (1991)
A facile synthesis of 4-alkoxymethylphenols by a copper (II)-acetoxime catalyst/O2 system.
Shimizu M, et al.
Tetrahedron Letters, 32(18), 2053-2056 (1991)
P R Ortiz de Montellano et al.
The Journal of biological chemistry, 262(24), 11641-11646 (1987-08-25)
Chloroperoxidase and H2O2 oxidize styrene to styrene oxide and phenylacetaldehyde but not benzaldehyde. The epoxide oxygen is shown by studies with H2(18)O2 to derive quantitatively from the peroxide. The epoxidation of trans-[1-2H]styrene by chloroperoxidase proceeds without detectable loss of stereochemistry
D J Abraham et al.
Biochemistry, 34(46), 15006-15020 (1995-11-21)
Monoaldehyde allosteric effectors of hemoglobin were designed, using molecular modeling software (GRID), to form a Schiff base adduct with the Val 1 alpha N-terminal nitrogens and interact via a salt bridge with Arg 141 alpha of the opposite subunit. The

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