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Chemical Structure| 17610-00-3 Chemical Structure| 17610-00-3

Structure of 3,5-Di-tert-butylbenzaldehyde
CAS No.: 17610-00-3

Chemical Structure| 17610-00-3

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Product Details of [ 17610-00-3 ]

CAS No. :17610-00-3
Formula : C15H22O
M.W : 218.33
SMILES Code : O=CC1=CC(C(C)(C)C)=CC(C(C)(C)C)=C1
MDL No. :MFCD00026298
InChI Key :BRUITYMDHWNCIG-UHFFFAOYSA-N
Pubchem ID :1268253

Safety of [ 17610-00-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 17610-00-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 17610-00-3 ]

[ 17610-00-3 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 109-97-7 ]
  • [ 17610-00-3 ]
  • [ 120085-99-6 ]
  • [ 89372-90-7 ]
  • [ 120086-00-2 ]
  • 2
  • [ 15181-11-0 ]
  • [ 17610-00-3 ]
References: [1]Journal of the American Chemical Society,2010,vol. 132,p. 11416 - 11417.
[2]Chemical Communications,2015,vol. 51,p. 14473 - 14476.
[3]Angewandte Chemie - International Edition,2017,vol. 56,p. 5912 - 5915.
    Angew. Chem.,2017,vol. 129,p. 6006 - 6009,4.
[4]Dalton Transactions,2015,vol. 44,p. 8552 - 8563.
[5]Angewandte Chemie - International Edition,2019,vol. 58,p. 3875 - 3879.
    Angew. Chem.,2019,vol. 131,p. 3915 - 3919,5.
[6]Tetrahedron Asymmetry,2004,vol. 15,p. 1569 - 1581.
[7]Journal of the American Chemical Society,2010,vol. 132,p. 3847 - 3861.
[8]Journal of Materials Chemistry,2011,vol. 21,p. 1544 - 1550.
[9]Tetrahedron,2006,vol. 62,p. 1928 - 1936.
[10]Chemical and Pharmaceutical Bulletin,1997,vol. 45,p. 1805 - 1813.
[11]Chemische Berichte,1982,vol. 115,p. 3631 - 3652.
[12]Journal of Organic Chemistry,1972,vol. 37,p. 4468 - 4469.
[13]Synthetic Communications,2000,vol. 30,p. 575 - 580.
[14]Tetrahedron,2002,vol. 58,p. 2405 - 2413.
[15]Zeitschrift fur Naturforschung, B: Chemical Sciences,1994,vol. 49,p. 141 - 144.
[16]Chemical and Pharmaceutical Bulletin,1986,vol. 34,p. 121 - 129.
[17]Recueil des Travaux Chimiques des Pays-Bas,1959,vol. 78,p. 570,582.
[18]Chemical Communications,2012,vol. 48,p. 4178 - 4180.
[19]Organic and Biomolecular Chemistry,2013,vol. 11,p. 6023 - 6028.
[20]European Journal of Organic Chemistry,2014,vol. 2014,p. 5705 - 5719.
[21]European Journal of Organic Chemistry,2015,vol. 2015,p. 91 - 108.
[22]Chemistry - A European Journal,2015,vol. 21,p. 1488 - 1498.
[23]Organic Letters,2019,vol. 21,p. 5373 - 5377.
  • 3
  • [ 92415-30-0 ]
  • [ 17610-00-3 ]
  • [ 120085-99-6 ]
  • C116H128N10 [ No CAS ]
  • 4
  • [ 92415-30-0 ]
  • [ 17610-00-3 ]
  • [ 120085-99-6 ]
  • C116H128N10 [ No CAS ]
  • 5
  • [ 17610-00-3 ]
  • [ 126136-05-8 ]
  • [ 128376-65-8 ]
  • 5-(3,5-di-tert-butylphenyl)-15-[4-(5,5-dimethyl-1,3-dioxa-2-borinyl)phenyl]-2,8,12,18-tetra-n-hexyl-3,7,13,17-tetramethylporphin [ No CAS ]
  • 6
  • [ 109-97-7 ]
  • [ 17610-00-3 ]
  • [ 128376-65-8 ]
  • H2N4(C4H2CC6H3(C4H9)2)3C4H2CC6H4B(OCH2)2C(CH3)2 [ No CAS ]
  • H2N4(C4H2CC6H3(C4H9)2)2(C4H2CC6H4B(OCH2)2C(CH3)2)2 [ No CAS ]
  • 7
  • [ 109-97-7 ]
  • [ 17610-00-3 ]
  • [ 120085-99-6 ]
  • [ 120086-00-2 ]
  • 8
  • [ 17610-00-3 ]
  • [ 57497-39-9 ]
  • α-(Z)-(3,5-di-tert-butyl-4-hydroxy phenyl)-N-tert-butylnitrone [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% With sodium hydrogencarbonate; In ethanol; at 100 - 120℃; for 0.333333h;Microwave irradiation; General procedure: A mixture of the corresponding hydroxy benzaldehyde (1 equiv), N-tert-buthyl hydroxylamine hydrochloride (1.1 equiv), and sodium bicarbonate (1.1 equiv) in absolute ethanol (5 mL/mmol) as solvent was heated under microwave irradiation until the carbonyl compound was not present or there was no progress in the reaction (checked by TLC). The solvent was removed in vacuo and the reaction mixture diluted with H2O and extracted with EtOAc. After the workup of the combined organic layers, the residue was purified by column chromatography (SiO2, mixtures of petroleum ether/EtOAc).
  • 9
  • [ 57876-69-4 ]
  • [ 17610-00-3 ]
  • C25H30ClNO [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% To a solution of diisopropylamine (1.01 g, 1.4 mL, 10 mmol) in 10 ml of THF at -78 C. under nitrogen was added n-butyllithium (2.5 M in hexanes, 4 mL, 10 mmol) dropwise. After 30 minutes, to this solution was added HMPA (1.79 g, 1.74 mL, 10 mmol). The resulting solution was treated with <strong>[57876-69-4]2-chloro-3-methylquinoline</strong> (1.78 g, 10 mmol) in THF (10 mL) to afford a red solution, which was stirred for 30 minutes. To this mixture was added 3,5-bis(tert-butyl)benzaldehyde (1.09 g, 5 mmol) in THF (10 mL) at -78 C. After one hour at -78 C., the reaction mixture was quenched with saturated aqueous NH4Cl solution and treated with 30 ml of diethyl ether, and the product was extracted with three 20-ml portions of diethyl ether. The combined extracts were washed with water, dried over anhydrous MgSO4, and concentrated under vacuum. Flash chromatography (eluent: dichloromethane) afforded the alcohol L4-1 (1.40 g, 71% yield) as a yellow foam. 1H NMR (600 MHz, CDCl3) delta 8.02-8.00 (m, 1H), 7.96 (s, 1H), 7.73 (dd, J1=1.3 Hz, J1=8.1 Hz, 1H), 7.71-7.68 (m, 18H), 7.55-7.52 (m, 1H), 7.39 (t, J=1.8 Hz, 1H), 7.24 (d, J=1.8 Hz, 2H), 5.16 (t, J=6.6 Hz, 1H), 3.33 (dd, J=3.7 Hz, J2=6.6 Hz, 2H), 1.32 (s, 18H); 13C NMR (150 MHz, CDCl3) delta 151.41, 151.08, 146.62, 142.73, 139.71, 130.35, 129.87, 128.09, 127.31, 127.13, 126.92, 121.91, 119.85, 73.65, 43.37, 34.88, 31.42.
 

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