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Chemical Structure| 182500-28-3 Chemical Structure| 182500-28-3

Structure of 4-Bromo-5-methyl-2-nitrophenol
CAS No.: 182500-28-3

Chemical Structure| 182500-28-3

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Product Details of [ 182500-28-3 ]

CAS No. :182500-28-3
Formula : C7H6BrNO3
M.W : 232.03
SMILES Code : OC1=CC(C)=C(Br)C=C1[N+]([O-])=O
MDL No. :MFCD12923347
InChI Key :DNYRLBZBDGVLHF-UHFFFAOYSA-N
Pubchem ID :23436403

Safety of [ 182500-28-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H317-H318-H410
Precautionary Statements:P261-P264-P270-P272-P273-P280-P301+P312+P330-P302+P352-P305+P351+P338+P310-P333+P313-P391-P501
Class:9
UN#:3077
Packing Group:

Application In Synthesis of [ 182500-28-3 ]

* 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.

  • Upstream synthesis route of [ 182500-28-3 ]

[ 182500-28-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 182500-28-3 ]
  • [ 848358-81-6 ]
YieldReaction ConditionsOperation in experiment
83% With hydrogenchloride; tin(II) chloride dihdyrate In methanol at 75℃; for 2 h; To a stirred solution of step-1 Intermediate (1.8 g, 7.76 mmol) in methanol (20 mL) were added tin(II) chloride dihydrate (5.88 g, 31.0 mmol) followed by the addition of concentrated HCl (1.65 mL, 54.3 mmol) at room temperature. The resulting mixture was heated at 75° C. for 2 h. Then the reaction was allowed to room temperature and the solvent was removed under reduced pressure. The crude mass was diluted with ethyl acetate (100 mL), basified with aqueous ammonia (pH 14) and the resulting solid suspension was filtered through Celite bed. The residue was washed with ethyl acetate (2×50 mL). The combined filtrates were washed with water (50 mL), brine (50 mL), dried (Na2SO4) and filtered. The filtrate was evaporated under reduced pressure to afford 1.3 g (83percent) of the title product as a white solid. 1HNMR (400 MHz, CDCl3) δ 6.96 (s, 1H), 6.64 (s, 1H), 3.61 (bs, 2H, D2O exchangeable), 2.26 (s, 3H); GC-MS (m/z) 201, 203 [M+, Br79, 81].
References: [1] Patent: US2016/145268, 2016, A1, . Location in patent: Paragraph 0239.
[2] Journal of the American Chemical Society, 1914, vol. 36, p. 1509.
[3] Journal fuer Praktische Chemie (Leipzig), 1915, vol. <2>92, p. 125.
 

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