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

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

CAS: 37942-07-7

Molecular Formula: C15H22O2

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3,5-Di-tert-butyl-2-hydroxybenzaldehyde - Names and Identifiers

Name 3,5-Di-tert-butyl-2-hydroxybenzaldehyde
Synonyms 3,5-DI-TBUTYLSALICYLALDEHYDE
3,5- di Ding JishuiYang Quan
3,5-Di-tert-butylsalicylaldehyde
3,5-di-tert-butyl salicylaldehyde
3, 5-2 tertiary butyl salicylaldehyde
2-Hydroxy-3,5-di-tert-butylbenzaldehyde
3,5-Di-tert-butyl-2-hydroxybenzaldehyde
3,5-DI-TERT-BUTYL-2-HYDROXYBENZALDEHYDE
3,5-Bis(1,1-dimethylethyl)-2-hydroxy-benzaldehyde
CAS 37942-07-7
EINECS 629-676-0
InChI InChI=1/C15H22O2/c1-14(2,3)11-7-10(9-16)13(17)12(8-11)15(4,5)6/h7-9,17H,1-6H3
InChIKey RRIQVLZDOZPJTH-UHFFFAOYSA-N

3,5-Di-tert-butyl-2-hydroxybenzaldehyde - Physico-chemical Properties

Molecular FormulaC15H22O2
Molar Mass234.33
Density1.006±0.06 g/cm3(Predicted)
Melting Point59-61°C(lit.)
Boling Point277.6±35.0 °C(Predicted)
Flash Point116.1°C
Solubility Soluble in DMSO and methanol.
Vapor Presure0.00266mmHg at 25°C
AppearanceSolid
ColorOff-White to Light Yellow
BRN1877810
pKa9.78±0.23(Predicted)
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
SensitiveAir Sensitive
Refractive Index1.527
MDLMFCD00191998
Physical and Chemical PropertiesThe product is light yellow to yellow crystalline powder.
melting point 58-60°C.
UseA Schiff base ligand was prepared for use in the enantioselective copper-catalyzed reaction of phenylacetylene to imine. It is also used to prepare chiral oxazolidine.

3,5-Di-tert-butyl-2-hydroxybenzaldehyde - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
WGK Germany3
HS Code29124990
Hazard NoteIrritant

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

introduction 3, 5-di-tert-butylsalicylaldehyde is an organic intermediate, which can be prepared from 2, 4-di-tert-butylphenol through one-step reaction. It has been reported that it can be used to prepare dimethyl ethylenediamine tert-butylphenol and (S,S)-salenCo (II) catalyst.
apply 500mL eggplant bottle to add 2,4-di-tert-butylphenol 50mmol, paraformaldehyde 500mmol, sodium hydroxide 150mmol, triethylamine 100mmol, tetrahydrofuran 100mL, heating reflux stirring reaction at 90 ℃, TLC tracking the reaction process, after the reaction to room temperature. Add hydrochloric acid to the reaction solution, stir, until the reaction solution is clarified and stratified, the aqueous phase is extracted with ethyl acetate, the organic phase is combined, and the saturated salt water is washed, anhydrous sodium sulfate is dried, filtered, and the solvent is removed. Column chromatography (n-hexane: ethyl acetate = 30:1) purification, the product is 10.56g, and the yield is 90.16%.
preparation 500mL eggplant bottle was added with 2,4-50mmol di-tert-butylphenol, 500mmol paraformaldehyde, 150mmol sodium hydroxide, 100mmol triethylamine, 100mL tetrahydrofuran, heated reflux stirring reaction at 90 ℃, TLC followed the reaction process, and dropped to room temperature after the reaction was completed. Add hydrochloric acid to the reaction solution, stir, until the reaction solution is clarified and stratified, the aqueous phase is extracted with ethyl acetate, the organic phase is combined, and the saturated salt water is washed, anhydrous sodium sulfate is dried, filtered, and the solvent is removed. Column chromatography (n-hexane: ethyl acetate = 30:1) purification, the product is 10.56g, and the yield is 90.16%.
Use Prepare a Schiff base ligand for the enantioselective copper-catalyzed reaction of phenylacetylene to imine. It is also used to prepare chiral oxazolidine.
Last Update:2024-04-09 20:45:29
3,5-Di-tert-butyl-2-hydroxybenzaldehyde
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View History
3,5-Di-tert-butyl-2-hydroxybenzaldehyde
1,3-二羟甲基-5,5-二甲基海因(DMDMH)
3-(Trifluoromethyl)ohenylacetonitrile
bicyclo[6.1.0]nonane-9-carboxylic acid
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