1139-52-2|4-Bromo-2,6-di-tert-butylphenol| Ambeed

CAS No. :	1139-52-2
Formula :	C₁₄H₂₁BrO
M.W :	285.22
SMILES Code :	OC1=C(C(C)(C)C)C=C(Br)C=C1C(C)(C)C
MDL No. :	MFCD00051598
InChI Key :	SSQQUEKFNSJLKX-UHFFFAOYSA-N
Pubchem ID :	70829

Safety of [ 1139-52-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 1139-52-2 ]

* 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 [ 1139-52-2 ]

[ 1139-52-2 ] Synthesis Path-Downstream 1~55

1
[ 106-41-2 ]
[ 1139-52-2 ]
[ 10323-39-4 ]

References: [1]Journal of the American Chemical Society,1951,vol. 73,p. 3179,3181.
[2]Journal of the American Chemical Society,1951,vol. 73,p. 3179,3181.

2
[ 128-39-2 ]
[ 1139-52-2 ]

References: [1]Synthetic Communications,2010,vol. 40,p. 3226 - 3232.
[2]Organic Letters,2008,vol. 10,p. 5429 - 5432.
[3]Journal of the American Chemical Society,2010,vol. 132,p. 863 - 872.
[4]RSC Advances,2018,vol. 8,p. 17806 - 17812.
[5]Journal of Organic Chemistry,1957,vol. 22,p. 1333.
[6]Chemische Berichte,1958,vol. 91,p. 2670,2679.
[7]Tetrahedron Asymmetry,2000,vol. 11,p. 3591 - 3607.
[8]Tetrahedron Letters,2006,vol. 47,p. 569 - 571.

3
[ 1139-52-2 ]
[ 128-39-2 ]

References: [1]Journal of the American Chemical Society,1951,vol. 73,p. 3179,3181.
[2]Journal of the American Chemical Society,1951,vol. 73,p. 3179,3181.

4
[ 1139-52-2 ]
[ 2455-14-3 ]

References: [1]Journal of Organic Chemistry,1981,vol. 46,p. 4454 - 4458.
[2]Journal of Organometallic Chemistry,2017,vol. 853,p. 1 - 4.
[3]Chemische Berichte,1958,vol. 91,p. 2670,2679.
[4]Chemische Berichte,1958,vol. 91,p. 2670,2679.

5
[ 1139-52-2 ]
C₁₆H₁₂Cl₆O₂ [ No CAS ]
[ 22328-34-3 ]

References: [1]Zeitschrift fur Naturforschung. Teil B: Chemie, Biochemie, Biophysik, Biologie,1966,vol. 21,p. 647 - 656.

6
[ 67-56-1 ]
[ 75697-72-2 ]
[ 719-22-2 ]
[ 17540-78-2 ]
[ 1139-52-2 ]
[ 489-01-0 ]
[ 14035-34-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 1595 - 1598.

7
[ 1988-75-6 ]
[ 732-26-3 ]
[ 1139-52-2 ]
[ 20834-61-1 ]

References: [1]Bulletin of the Academy of Sciences of the USSR Division of Chemical Science,1989,vol. 38,p. 124 - 126.
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1989,vol. 38,p. 137 - 140.

8
[ 1139-52-2 ]
[ 2455-14-3 ]
[ 128-38-1 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1981,p. 493 - 497.

9
[ 1139-52-2 ]
[ 2455-14-3 ]
[ 2179-38-6 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 2006 - 2012.
[2]Journal of Organic Chemistry,1984,vol. 49,p. 3046 - 3050.
[3]Journal of Organic Chemistry,1984,vol. 49,p. 3046 - 3050.
[4]Journal of Organic Chemistry,1984,vol. 49,p. 3046 - 3050.

10
[ 1139-52-2 ]
[ 2455-14-3 ]
[ 81056-40-8 ]

References: [1]Chemische Berichte,1982,vol. 115,p. 288 - 308.

11
[ 1139-52-2 ]
[ 2179-38-6 ]
[ 90368-44-8 ]

References: [1]Journal of Organic Chemistry,1990,vol. 55,p. 4039 - 4043.

12
[ 75697-72-2 ]
[ 719-22-2 ]
[ 1139-52-2 ]
[ 14035-34-8 ]
[ 6839-19-6 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1981,p. 303 - 306.

13
[ 75697-72-2 ]
[ 17540-78-2 ]
[ 1139-52-2 ]
[ 489-01-0 ]
[ 14035-34-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 1595 - 1598.

14
[ 1139-52-2 ]
[ 150-76-5 ]
[ 77896-37-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1981,p. 493 - 497.

15
[ 1139-52-2 ]
[ 75-05-8 ]
[ 719-22-2 ]
[ 81056-40-8 ]

References: [1]Chemische Berichte,1982,vol. 115,p. 288 - 308.

16
[ 75697-72-2 ]
[ 108-95-2 ]
[ 719-22-2 ]
[ 1139-52-2 ]
[ 14035-34-8 ]
[ 6839-19-6 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1981,p. 303 - 306.

17
[ 1139-52-2 ]
[ 1988-88-1 ]
[ 101213-98-3 ]
N,N'-dithiobis(2,6-di-t-butyl-1,4-benzoquinone imine) [ No CAS ]

References: [1]Journal of Chemical Research, Miniprint,1985,p. 3649 - 3665.

18
[ 1139-52-2 ]
[ 17540-48-6 ]
[ 95814-04-3 ]

References: [1]Justus Liebigs Annalen der Chemie,1964,vol. 673,p. 40 - 59.

19
[ 1139-52-2 ]
[ 74-88-4 ]
[ 1516-96-7 ]

Yield	Reaction Conditions	Operation in experiment
		Reference Example 2To a 500 mL round-bottom four-neck flask equipped with a Dimroth condenser with a nitrogen introducing tube attached thereto, a thermometer, a magnetic rotator and a dropping funnel were added 25.25 g of 4-hydroxy-3,5-di-tert-butylbromobenzene and 250.0 mL of dehydrated dimethylformamide. The resulting mixture was cooled to -41 C., and 4.82 g of 60% by weight sodium hydride was added at -40 to -50 C. The resulting mixture was stirred at -40+/-2 C. for 2 hours to allow to react. To the resulting reaction mixture was added dropwise 7.60 mL of methyl iodide at the same temperature. The temperature of the resulting mixture was raised to 4 C. over 4.5 hours. The resulting reaction mixture was stirred at room temperature overnight, and poured into 500 g of ice water. The resulting mixture was extracted with 200 mL of ethyl acetate three times. The resulting organic layers were mixed, and dried with anhydrous magnesium sulfate. After magnesium sulfate was removed by filtration, the resulting filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane) to obtain 25.30 g of a colorless crystal of 4-methoxy-3,5-di-tert-butylbromobenzene.Purity (GC): 99.9%GC-MS m/z: 300, 298 (calculated value of the molecular weight: 299.25)

References: [1]Organic Letters,2008,vol. 10,p. 5429 - 5432.
[2]Chemistry - A European Journal,2019,vol. 25,p. 1472 - 1475.
[3]Chemistry - A European Journal,2014,vol. 20,p. 4098 - 4104.
[4]Chemistry - A European Journal,2018,vol. 24,p. 4528 - 4531.
[5]Journal of Organic Chemistry,2008,vol. 73,p. 1143 - 1146.
[6]European Journal of Inorganic Chemistry,2019,vol. 2019,p. 3396 - 3410.
[7]Angewandte Chemie - International Edition,2019,vol. 58,p. 9425 - 9428.
Angew. Chem.,2019,vol. 131,p. 9525 - 9528,4.
[8]Angewandte Chemie - International Edition,2017,vol. 56,p. 1539 - 1543.
Angew. Chem.,2017,vol. 129,p. 1561 - 1565,5.
[9]Canadian Journal of Chemistry,1966,vol. 44,p. 2855 - 2866.
[10]Patent: US2011/166372,2011,A1 .Location in patent: Page/Page column 24.

20
[ 75-77-4 ]
[ 1139-52-2 ]
[ 27329-74-4 ]

References: [1]Journal of Medicinal Chemistry,2000,vol. 43,p. 2779 - 2782.
[2]Journal of the American Chemical Society,2009,vol. 131,p. 3934 - 3941.
[3]Macromolecules,2019,vol. 52,p. 3199 - 3209.
[4]Tetrahedron,1975,vol. 31,p. 625 - 632.
[5]Chemical Physics Letters,2003,vol. 377,p. 243 - 248.
[6]Tetrahedron Letters,2006,vol. 47,p. 569 - 571.
[7]Inorganic Chemistry,2018,vol. 57,p. 11732 - 11737.

21
[ 1991-52-2 ]
[ 1139-52-2 ]
[ 34967-35-6 ]

References: [1]Tetrahedron,1971,vol. 27,p. 5201 - 5206.

22
[ 950-57-2 ]
[ 128-39-2 ]
[ 719-22-2 ]
[ 2455-14-3 ]
[ 40084-31-9 ]
[ 1139-52-2 ]
[ 489-01-0 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 2006 - 2012.

23
[ 1144-36-1 ]
[ 719-22-2 ]
[ 2455-14-3 ]
[ 1139-52-2 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 2006 - 2012.

24
[ 1144-36-1 ]
[ 719-22-2 ]
[ 1139-52-2 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 2006 - 2012.
[2]Journal of Organic Chemistry,1996,vol. 61,p. 2006 - 2012.

25
[ 67-56-1 ]
[ 128-39-2 ]
[ 719-22-2 ]
[ 1139-52-2 ]
[ 489-01-0 ]