610-91-3|1,2,4-Trimethyl-5-nitrobenzene| Ambeed

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Quality Control of [ 610-91-3 ] Purity: 98% SDS Specification

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Product Details of [ 610-91-3 ]

CAS No. :	610-91-3
Formula :	C₉H₁₁NO₂
M.W :	165.19
SMILES Code :	CC1=CC(C)=C(C)C=C1[N+]([O-])=O
MDL No. :	MFCD00024272
Boiling Point :	No data available
InChI Key :	WILMQVBUVCETSB-UHFFFAOYSA-N
Pubchem ID :	69130

Safety of [ 610-91-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H312-H315-H319-H332-H335
Precautionary Statements:	P261-P280-P305+P351+P338

Application In Synthesis of [ 610-91-3 ]

* 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 [ 610-91-3 ]

[ 610-91-3 ] Synthesis Path-Downstream 1~35

1
[ 79-21-0 ]
[ 88166-77-2 ]
[ 610-91-3 ]

References: [1]Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti,1927,vol. <6> 5,p. 588.
Gazzetta Chimica Italiana,1934,vol. 64,p. 900.

2
[ 95-63-6 ]
[ 610-91-3 ]

References: [1]Helvetica Chimica Acta,1990,vol. 73,p. 48 - 62.
[2]Zeitschrift fur Chemie,1867,p. 12.
Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften,1867,p. 699.
[3]Chemische Berichte,1909,vol. 42,p. 3607.
[4]Recueil des Travaux Chimiques des Pays-Bas,1968,vol. 87,p. 65 - 68.

3
[ 610-91-3 ]
[ 137-17-7 ]

Yield	Reaction Conditions	Operation in experiment
	palladium; In methanol;	a. 2,4,5-Trimethylphenylamine A solution of <strong>[610-91-3]5-nitropseudocumene</strong> (400 mg, 2.42 mmol) in methanol (30 ml) was hydrogenated over palladium (5 wt % on activated carbon) at 50 psi for 3 h. The mixture was filtered through Celite. The filtrate was rotary evaporated to leave a light purple residue (246 mg, 75%). 1H NMR (CDCl3): 6.82 (s, 1H), 6.50 (s, 1H), 3.42 (s, 2H), 2.16 (s, 3H), 2.14 (s, 3H), 2.11 (s, 3H).
	With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 35℃; for 2.0h;	10 in a solution of <strong>[610-91-3]5-nitropseudocumene</strong> (2.00 g) in ethyl acetate (60.5 mL)% Palladium on carbon (56.5 wt% water content, 920 mg) is added and the mixture is hydrogenated.Below, the mixture was stirred at 35 C. for 2 hours. Filter the reaction mixture through a Celite paddid. The filtrate was concentrated under reduced pressure to give the title compound (1.62 g).

References: [1]Helvetica Chimica Acta,1990,vol. 73,p. 48 - 62.
[2]Journal of the Association of Official Agricultural Chemists,1959,vol. 42,p. 709,716.
[3]Journal of Organic Chemistry,1954,vol. 19,p. 77,83.
[4]Patent: US2003/69239,2003,A1 .
[5]Patent: JP2015/137266,2015,A .Location in patent: Paragraph 0202.

4
[ 610-91-3 ]
[ 220504-75-6 ]

References: [1]Journal of the American Chemical Society,1935,vol. 57,p. 1700.

5
[ 610-91-3 ]
N,N'-bis-(2,4,5-trimethyl-phenyl)-hydrazine [ No CAS ]

References: [1]Zhurnal Russkago Fiziko-Khimicheskago Obshchestva,1887,vol. 19,p. 116.
Chemische Berichte, 20 Ref. <1887>, 217,.

6
[ 610-91-3 ]
bis-(2,4,5-trimethyl-phenyl)-diazene-N-oxide [ No CAS ]

References: [1]Chemische Berichte,1909,vol. 42,p. 3607.

7
[ 137-17-7 ]
[ 610-91-3 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1915,vol. 34,p. 21.

8
[ 88166-77-2 ]
[ 610-91-3 ]

References: [1]Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti,1927,vol. <6> 5,p. 588.
Gazzetta Chimica Italiana,1934,vol. 64,p. 900.

9
[ 542-88-1 ]
[ 610-91-3 ]
[ 17047-29-9 ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1967,vol. 3,p. 1458 - 1460.
Zhurnal Organicheskoi Khimii,1967,vol. 3,p. 1501 - 1503.

10
[ 610-91-3 ]
[ 18087-51-9 ]

Yield	Reaction Conditions	Operation in experiment
83%	With N-Bromosuccinimide; iron; trifluoroacetic acid; at 75℃; for 72.0h;	To a solution of <strong>[610-91-3]1,2,4-trimethyl-5-nitrobenzene</strong> (62) (2.0 g, 12.1 mmol) in trifluoroacetic acid (24 mL) was added NBS (1.2 g, 6.7 mmol) and iron (20 mg, 0.4 mmol). The reaction mixture was heated at 75 C. for 3 days, allowed to cool to room temperature and then the solvent was removed under reduced pressure. The resultant residue was dissolved in EtOAc and washed with aqueous saturated sodium bicarbonate, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified over silica gel and eluted with 0-5% EtOAc/heptane and gave 3-bromo-<strong>[610-91-3]1,2,4-trimethyl-5-nitrobenzene</strong> (63) as a white solid (1.4 g, 83% yield). 1H NMR (400 MHz, CDCl3) δ 7.55 (s, 1H), 2.57 (s, 3H), 2.47 (s, 3H), 2.39 (s, 3H).
	With ferric(III) bromide; bromine; iron; In 1,2-dichloro-ethane; at 40℃; for 12.0h;	To a mixture of l,2,4-trimethyl-5- nitrobenzene (10 g, 60.5 mmol, 1 eq ) and DCE (200 mL) were added FeBr3 (358 mg, 1.21 mmol, 0.02 eq ), Fe (879 mg, 15.7 mmol, 0.26 eq) and Bn (24.2 g, 151 mmol, 7.80 mL, 2.5 eq) in one portion at 25 C. The mixture was heated to 40 C and stirred for 12 hours. The mixture was cooled to 25C and added saturated Na2SC>3 (200 mL). The mixture was separated, and the aqueous phase was extracted with ethyl acetate (3 c 200 mL). The combined organic layers were washed with brine (200 mL). The combined organic layers were dried over anhydrous Na2SC>4, filtered and concentrated under vacuum to give the title compound (17 g, crude). Yellow solid.

References: [1]Patent: US2019/233440,2019,A1 .Location in patent: Paragraph 0266; 0267.
[2]Journal of Medicinal Chemistry,2020,vol. 63,p. 6679 - 6693.
[3]Bulletin of the Chemical Society of Japan,1973,vol. 46,p. 589 - 592.
[4]Recueil des Travaux Chimiques des Pays-Bas,1968,vol. 87,p. 65 - 68.
[5]Patent: WO2021/41671,2021,A1 .Location in patent: Paragraph 0902.

11
[ 95-63-6 ]
[ 610-91-3 ]
[ 52414-96-7 ]
[ 609-88-1 ]

References: [1]Journal of Organic Chemistry,1981,vol. 46,p. 3533 - 3537.
[2]Journal of Organic Chemistry,1981,vol. 46,p. 2706 - 2709.
[3]Journal of the Chemical Society. Perkin transactions II,1990,p. 1681 - 1685.

12
[ 52414-96-7 ]
[ 610-91-3 ]
[ 609-88-1 ]

References: [1]Journal of the Chemical Society. Perkin transactions II,1990,p. 1681 - 1685.
[2]Journal of the Chemical Society. Perkin transactions II,1990,p. 1681 - 1685.

13
[ 610-91-3 ]
C₉H₁₁NO₂⁽¹⁺⁾ [ No CAS ]

References: [1]Russian Journal of Organic Chemistry,1994,vol. 30,p. 1946 - 1980.
Zhurnal Organicheskoi Khimii,1994,vol. 30,p. 1847 - 1881.

14
[ 95-63-6 ]
[ 7664-93-9 ]
[ 7697-37-2 ]
[ 610-91-3 ]
[ 52414-96-7 ]
[ 609-88-1 ]

References: [1]Journal of the Association of Official Agricultural Chemists,1959,vol. 42,p. 709,716.

17
5-acetylamino-1.2.4-trimethyl-benzene [ No CAS ]
[ 610-91-3 ]

References: [1]Gazzetta Chimica Italiana,1935,vol. 65,p. 249,251.

18
5-nitroso-pseudocumene [ No CAS ]
[ 610-91-3 ]

References: [1]Chemische Berichte,1910,vol. 43,p. 1848.

19
[ 610-91-3 ]
[ 7697-37-2 ]
[ 220504-75-6 ]

References: [1]Journal of the American Chemical Society,1935,vol. 57,p. 1700.

20
[ 610-91-3 ]
chromic acid [ No CAS ]
[ 220504-75-6 ]

References: [1]Zeitschrift fur Chemie,1867,p. 12.
Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften,1867,p. 699.

21
[ 610-91-3 ]
[ 64-19-7 ]
chromic acid [ No CAS ]
[ 61837-53-4 ]

References: [1]Chemische Berichte,1909,vol. 42,p. 3607.

22
[ 610-91-3 ]
[ 64-19-7 ]
CrO₃ [ No CAS ]
[ 61837-53-4 ]

References: [1]Journal of the Chemical Society,1932,p. 1345.
Journal of the Chemical Society,1933,p. 1400.

23
[ 88166-77-2 ]
[ 7722-84-1 ]
[ 64-19-7 ]
[ 610-91-3 ]

References: [1]Gazzetta Chimica Italiana,1935,vol. 65,p. 249,251.

24
[ 610-91-3 ]
[ 31053-99-3 ]

References: [1]Helvetica Chimica Acta,1990,vol. 73,p. 48 - 62.

25
[ 610-91-3 ]
[ 2437-66-3 ]

References: [1]Helvetica Chimica Acta,1990,vol. 73,p. 48 - 62.

26
[ 610-91-3 ]
[ 102236-49-7 ]

References: [1]Helvetica Chimica Acta,1990,vol. 73,p. 48 - 62.

27
[ 583-70-0 ]
[ 610-91-3 ]

References: [1]Justus Liebigs Annalen der Chemie,1869,vol. 151,p. 269.

28
[ 610-91-3 ]
[ 2529-36-4 ]