| Identification | Back Directory | [Name]
4-TERT-BUTYL-2,6-DIFORMYLPHENOL | [CAS]
84501-28-0 | [Synonyms]
AKOS BC-1732
4-TERT-BUTYL-2,6-DIFORMYLPHENOL
4-tert-Butyl-2,6-diforMylphenol 96%
4-tert-Butyl-2,6-diformylphenol
5-(TERT-BUTYL)-2-HYDROXYISOPHTHALALDEHYDE
5-tert-butyl-2-hydroxybenzene-1,3-dicarboxaldehyde
5-(1,1-DIMETHYLETHYL)-2-HYDROXY-1,3-BENZENEDICARBOXALDEHYDE
1,3-Benzenedicarboxaldehyde, 5-(1,1-dimethylethyl)-2-hydroxy-
5-(tert-Butyl)-2-hydroxybenzene-1,3-dicarboxaldehyde, 4-(tert-Butyl)-2,6-diformylphenol
4-tert-Butyl-2,6-diformylphenol,5-(1,1-Dimethylethyl)-2-hydroxy-1,3-benzenedicarboxaldehyde | [Molecular Formula]
C12H14O3 | [MDL Number]
MFCD01567135 | [MOL File]
84501-28-0.mol | [Molecular Weight]
206.24 |
| Chemical Properties | Back Directory | [Melting point ]
99-103 °C(lit.) | [Boiling point ]
267.8±40.0 °C(Predicted) | [density ]
1.159±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder | [pka]
6.61±0.23(Predicted) | [color ]
yellow |
| Hazard Information | Back Directory | [Uses]
1. Used as a key intermediate for the production of a BODIPY chemodosimetric sensor for cyanide ions. 2. Used as a key intermediate for a Pro-ligand in bimetallic catalysis. | [General Description]
4-tert-Butyl-2,6-diformylphenol can be prepared from 4-tert-butylphenol and hexamethylenetetramine. | [Synthesis]
The general procedure for the synthesis of 4-tert-butyl-2,6-formylphenol from (5-(tert-butyl)-2-hydroxy-1,3-phenyl)dimethanol was as follows: activated MnO2 (40 g) was added to CHCl3 (200 mL) in a 500 mL round-bottom flask. The mixture was heated under stirring to reflux for about 15 minutes, then powder of (5-(tert-butyl)-2-hydroxy-1,3-phenyl)dimethanol (5.0 g) was added slowly. After keeping the reaction at reflux for 8 hours, the reaction mixture was cooled to room temperature and filtered through a Brinell funnel. The solid residue was washed thoroughly with CHCl3 (40 mL x 5) until the filtrate was colorless. The filtrates were combined and concentrated using a rotary evaporator to give the yellow solid product 4-tert-butyl-2,6-formylphenol (3.8 g, 77% yield). | [References]
[1] Synthetic Communications, 2000, vol. 30, # 9, p. 1555 - 1561
[2] Tetrahedron Letters, 2012, vol. 53, # 7, p. 804 - 807
[3] Bulletin of the Chemical Society of Japan, 1984, vol. 57, # 9, p. 2683 - 2684
[4] Chemische Berichte, 1994, vol. 127, # 3, p. 465 - 476
[5] Chemische Berichte, 1942, vol. 75, p. 363,366 |
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