1,4-DIBENZYLOXY-2-NITROBENZENE
- Product Name
- 1,4-DIBENZYLOXY-2-NITROBENZENE
- CAS No.
- 51792-85-9
- Chemical Name
- 1,4-DIBENZYLOXY-2-NITROBENZENE
- Synonyms
- NSC 509482;1,4-Benzyloxy-2-nitrobenzene;1,4-DIBENZYLOXY-2-NITROBENZENE;Nitrohydroquinone dibenzyl ether;2-Nitro-1,4-di(benzyloxy)benzene;1,4-Bis(benzyloxy)-2-nitrobenzene;1,4-DIBENZYLOXY-2-NITROBENZENE 97%;2-nitro-1,4-bis(phenylmethoxy)benzene;Benzene, 2-nitro-1,4-bis(phenylmethoxy)-;(((2-Nitro-1,4-phenylene)bis(oxy))bis(methylene))dibenzen
- CBNumber
- CB7378331
- Molecular Formula
- C20H17NO4
- Formula Weight
- 335.35
- MOL File
- 51792-85-9.mol
1,4-DIBENZYLOXY-2-NITROBENZENE Property
- Melting point:
- 82-84°C
- Boiling point:
- 522.2±40.0 °C(Predicted)
- Density
- 1.238±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- D448843
- Product name
- 1,4-Dibenzyloxy-2-nitrobenzene
- Packaging
- 500mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- 0259AP
- Product name
- 1,4-Bis(benzyloxy)-2-nitrobenzene,tech.
- Packaging
- 25g
- Price
- $237
- Updated
- 2021/12/16
- Product number
- CHM0006123
- Product name
- 1,4-DIBENZYLOXY-2-NITROBENZENE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.09
- Updated
- 2021/12/16
- Product number
- 4654-1-8K
- Product name
- 1,4-Dibenzyloxy-2-nitrobenzene
- Packaging
- 25g
- Price
- $527
- Updated
- 2021/12/16
- Product number
- XS0011394
- Product name
- 1,4-Dibenzyloxy-2-nitrobenzene
- Purity
- 95%
- Packaging
- 1gm:
- Price
- $166.12
- Updated
- 2021/12/16
1,4-DIBENZYLOXY-2-NITROBENZENE Chemical Properties,Usage,Production
Synthesis
621-91-0
51792-85-9
70% nitric acid (19.5 mL, 437.4 mmol, 2.0 eq.) was slowly added dropwise to a suspension of glacial acetic acid (400 mL) of hydroquinone dibenzyl ether (63.5 g, 218.7 mmol, 1.0 eq.) at 0 °C. The reaction mixture was kept stirred at 0 °C for 3 hours. Subsequently, the reaction solution was poured into water (1500 mL) and the precipitate precipitated was collected by filtration. The precipitate was washed with water (1500 mL), dissolved in chloroform (300 mL), dried over magnesium sulfate, and concentrated under reduced pressure to give the nitro compound 1,4-dibenzyloxy-2-nitrobenzene (73.04 g, 100% yield) as a yellow solid. The melting point was 80-81 °C (literature value: 80-81 °C). NMR hydrogen spectrum (400 MHz, CDCl3) δ: 7.49 (1H, d, J=3.0 Hz, H-3), 7.46-7.30 (10H, m, OCH2Ph), 7.12 (1H, dd, J=9.2, 3.1 Hz, H-5), 7.05 (1H, d, J=9.2 Hz, H-6), 5.18 (2H, s, CH2), 5.05 (2H, s, CH2). NMR carbon spectrum (101 MHz, CDCl3) δ: 152.30 (C), 146.39 (C), 135.97 (C), 135.88 (C), 128.75 (CH), 128.70 (CH), 128.37 (CH), 128.22 (CH), 127.59 (CH), 127.15 (CH), 121.54 (CH), 117.24, 111.18 (CH), 72.10 (CH2), 70.94 (CH2). Infrared spectrum (ATR, cm-1): 1520 (NO2), 1497 (CAr-CAr), 1341 (NO2). Mass spectrum (ESI): m/z 358 [M+Na]+, 100%. High Resolution Mass Spectrometry (HRMS): measured value 358.1034, calculated value 356.1050 for C20H17NNaO4. Spectral data are in agreement with literature reports.
References
[1] Tetrahedron, 2015, vol. 71, # 51, p. 9571 - 9578
[2] Letters in Organic Chemistry, 2015, vol. 12, # 2, p. 129 - 135
[3] Helvetica Chimica Acta, 1982, vol. 65, # 8, p. 2645 - 2667
[4] Chemical Communications, 2013, vol. 49, # 66, p. 7313 - 7315
[5] Patent: CN108530242, 2018, A. Location in patent: Paragraph 0063-0065
1,4-DIBENZYLOXY-2-NITROBENZENE Preparation Products And Raw materials
Raw materials
Preparation Products
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