586-96-9|Nitrosobenzene| Ambeed

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Structure of Nitrosobenzene
CAS No.: 586-96-9

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Quality Control of [ 586-96-9 ] Purity: 98% SDS Specification

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Product Details of [ 586-96-9 ]

CAS No. :	586-96-9
Formula :	C₆H₅NO
M.W :	107.11
SMILES Code :	O=NC1=CC=CC=C1
MDL No. :	MFCD00002059
InChI Key :	NLRKCXQQSUWLCH-UHFFFAOYSA-N
Pubchem ID :	11473

Safety of [ 586-96-9 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H301-H312-H332
Precautionary Statements:	P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P363-P405-P501
Class:	6.1
UN#:	2811
Packing Group:	Ⅲ

Application In Synthesis of [ 586-96-9 ]

* 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 [ 586-96-9 ]

[ 586-96-9 ] Synthesis Path-Downstream 1~34

1
[ 35216-39-8 ]
[ 586-96-9 ]
[ 107516-85-8 ]

References: [1]Annali di Chimica,1956,vol. 46,p. 199,207.

2
[ 80-65-9 ]
[ 586-96-9 ]
[ 59478-02-3 ]

References: [1]Bulletin of the Academy of Sciences of the USSR Division of Chemical Science,1990,vol. 39,p. 1526 - 1528.
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1990,p. 1679 - 1681.
[2]Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.),1992,vol. 41,p. 1400 - 1413.
Izvestiya Akademi Nauk, Seriya Khimicheskaya,1992,p. 1804 - 1820.

3
[ 42726-73-8 ]
[ 586-96-9 ]
[ 97985-80-3 ]

References: [1]Journal of Organic Chemistry USSR (English Translation),1985,vol. 21,p. 642 - 648.
Zhurnal Organicheskoi Khimii,1985,vol. 21,p. 709 - 715.

4
[ 14257-84-2 ]
[ 586-96-9 ]
2,3-diphenyl-5-methyl-Δ⁴-1,2,4-oxadiazolin-3-carboxylic acid [ No CAS ]

References: [1]Tetrahedron,1987,vol. 43,p. 2223 - 2228.

5
[ 943-80-6 ]
[ 586-96-9 ]
[ 154596-15-3 ]

References: [1]Chemistry Letters,1998,p. 704 - 706.
[2]Chemistry Letters,1998,p. 537 - 538.

6
[ 586-96-9 ]
[ 80058-84-0 ]
C₁₈H₂₁BrN₂ [ No CAS ]
[ 1315282-46-2 ]

References: [1]Angewandte Chemie - International Edition,2011,vol. 50,p. 6415 - 6418.

7
[ 586-96-9 ]
4-methoxy-2-(trimethylsilyl)phenyl triflate [ No CAS ]
[ 18992-85-3 ]
[ 6933-49-9 ]

References: [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 2968 - 2971.
Angew. Chem.,2013,vol. 125,p. 3041 - 3044.

8
[ 552331-00-7 ]
[ 586-96-9 ]
[ 1616981-07-7 ]

Yield	Reaction Conditions	Operation in experiment
65%	With pyridine; tetramethyl ammoniumhydroxide; at 80℃; for 1h;	General procedure: A solution of nitrosobenzene (1.3 mmol, 1.3 eq.) in pyridine (4 ml) was added dropwise into the mixture of tetramethylammonium hydroxide (25%w/w, 2 ml) and aminopyridine (1 mmol, 1 eq.) in pyridine (2 ml) over 60 min at 80 C. The solution was allowed to cool to room temp. and extracted with toluene (3 × 10 mL). The combined organic layers were washed with brine (10mL), dried (Na2SO4) and concentrated in vacuo. Flash column chromatography afforded the corresponding diazo-compound.

References: [1]Tetrahedron Letters,2014,vol. 55,p. 3950 - 3953.

9
[ 552331-00-7 ]
[ 586-96-9 ]
[ 1616981-11-3 ]

References: [1]Tetrahedron Letters,2014,vol. 55,p. 3950 - 3953.

10
[ 65826-95-1 ]
[ 586-96-9 ]
5-methyl-N-phenyl-1H-indol-1-amine [ No CAS ]

References: [1]Chemical Communications,2014,vol. 50,p. 13056 - 13058.

11
[ 40359-32-8 ]
(E)-3-(3-(allyloxy)phenyl)acrylaldehyde [ No CAS ]
[ 586-96-9 ]
C₂₈H₂₇NO₅ [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 13093 - 13097.
Angew. Chem.,2014,vol. 126,p. 13309 - 13313,5.

12
[ 40359-32-8 ]
C₁₁H₁₂O₃ [ No CAS ]
[ 586-96-9 ]
C₂₇H₂₇NO₆ [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 13093 - 13097.
Angew. Chem.,2014,vol. 126,p. 13309 - 13313,5.

13
[ 40359-32-8 ]
C₇H₁₀O₃ [ No CAS ]
[ 586-96-9 ]
C₂₃H₂₅NO₆ [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 13093 - 13097.
Angew. Chem.,2014,vol. 126,p. 13309 - 13313,5.

14
[ 135865-78-0 ]
[ 586-96-9 ]
C₂₀H₂₄N₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With L-proline; In acetonitrile; at -10℃;	General procedure: To a stirred precooled (?10 °C) MeCN (25 mL) solution of beta-amino aldehydes 6a?f (17 mmol) and nitrosobenzene (13.6mmol) was added L-proline (0.039 g, 20 molpercent). The reactionmixture was allowed to stir at the same temperature for 20 hfollowed by the addition of MeOH (10 mL) and NaBH4 (25mmol) to the reaction mixture, which was stirred for further 10min. After addition of phosphate buffer, the resulting mixturewas extracted with EtOAc (3 × 30 mL), the combined organicphases were dried over anhydrous Na2SO4 and concentrated togive the crude aminooxy alcohol, which was directly taken upfor the next step without purification. To a MeOH (25 mL) solutionof the above crude aminooxy alcohol was addedCu(OAc)2·H2O (2.6 mmol) at 25 °C, and the reaction mixture wasallowed to stir for 10 h at that temperature. After addition ofphosphate buffer, the resulting mixture was extracted withCHCl3 (3 × 30 mL), and the combined organic phases were driedover anhydrous Na2SO4 and concentrated to give the crudeproduct, which was then purified by column chromatographyover silica gel using PE?EtOAc to give 3-amino-1,2-alkane diols1a?f.

References: [1]Synlett,2015,vol. 26,p. 355 - 358.

15
[ 135865-78-0 ]
[ 586-96-9 ]
C₂₀H₂₄N₂O₄ [ No CAS ]

References: [1]Synlett,2015,vol. 26,p. 355 - 358.

16
[ 586-96-9 ]
[ 147959-19-1 ]
C₁₈H₂₆N₂O₅ [ No CAS ]

References: [1]Journal of Organic Chemistry,2015,vol. 80,p. 4776 - 4782.
[2]European Journal of Organic Chemistry,2016,vol. 2016,p. 5502 - 5510.
[3]Tetrahedron,2017,vol. 73,p. 1568 - 1575.

17
[ 586-96-9 ]
[ 147959-19-1 ]
C₁₈H₂₆N₂O₅ [ No CAS ]

References: [1]Journal of Organic Chemistry,2015,vol. 80,p. 4776 - 4782.
[2]European Journal of Organic Chemistry,2016,vol. 2016,p. 5502 - 5510.
[3]Tetrahedron,2017,vol. 73,p. 1568 - 1575.

18
[ 586-96-9 ]
[ 147959-19-1 ]
C₃₂H₄₁N₃O₄ [ No CAS ]