1,3-二溴-2-甲氧基-5-硝基苯 | 31106-74-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3-二溴-2-甲氧基-5-硝基苯
• 英文名称: 1,3-dibromo-2-methoxy-5-nitrobenzene
• 英文别名: 2,6-dibromo-4-nitroanisole；4-nitro-2,6-dibromoanisole；2,6-dibromo-4-nitro-anisole；2.6-Dibrom-4-nitro-1-methoxy-benzol；2,6-Dibrom-4-nitro-anisol；Methyl-(2.6-dibrom-4-nitro-phenyl)-aether
• CAS: 31106-74-8
• 化学式: C₇H₅Br₂NO₃
• mdl: MFCD00124312
• 分子量: 310.93
• InChiKey: DXMVGEQBXPPGFL-UHFFFAOYSA-N

物化性质

• 熔点：
  121.5-122.5 °C
• 沸点：
  339.2±37.0 °C(Predicted)
• 密度：
  1.972±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2909309090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1,3-Dibromo-2-methoxy-5-nitrobenzene
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 1,3-Dibromo-2-methoxy-5-nitrobenzene
CAS number: 31106-74-8

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H5Br2NO3
Molecular weight: 310.9

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,3-二溴-2-甲氧基-5-硝基苯 在 乙醇 、 氨 作用下， 生成 2,6-二溴-4-硝基苯胺
  参考文献：
  名称：

  Koerner, Gazzetta Chimica Italiana, 1874, vol. 4, p. 341

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5二溴-4-甲氧基安息香酸 在 硝酸 作用下， 生成 1,3-二溴-2-甲氧基-5-硝基苯
  参考文献：
  名称：

  Balbiano, Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften, 1883, p. 1143

  摘要：

  DOI：

文献信息

• Novel IL-5 inhibiting 6-azauracil derivatives
  申请人：——

  公开号：US20020072603A1

  公开（公告）日：2002-06-13

  The present invention is concerned with the compounds of formula 1 the N-oxides, the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, p and q are 0, 1, 2, 3 or 4 and q is also 5; X is O, S, NR 3 or a direct bond; R 1 is hydrogen, hydroxy, halo, optionally substituted amino, optionally substituted C 1-6 alkyl, C 1-6 alkyloxy, C 3-7 cycloalkyl or aryl; R 2 is aryl, Het 1 , C 3-7 cycloalkyl, optionally substituted C 1-6 alkyl; and if X is O, S or NR 3 , then R 2 may also be a carbonyl or thiocarbonyl linked substituent; R 3 is hydrogen or C 1-4 alkyl; R 4 and R 5 independently are optionally substituted C 1-6 alkyl, halo, hydroxy, mercapto, C 1-6 alkyloxy, C 1-6 akylthio, C 1-6 alkylcarbonyloxy, aryl, cyano, nitro, Het 3 , R 6 or NR 7 R 8 ; R 6 is substituted sulfonyl or sulfinyl; R 7 and R 8 are hydrogen, optionally substituted C 1-4 alkyl, aryl, a carbonyl or thiocarbonyl linked substituent, C 3-7 cycloalkyl, Het 3 and R 6 ; R 9 and R 10 are each independently selected from hydrogen, optionally substituted C 1-4 alkyl, phenyl, a carbonyl or thiocarbonyl linked substituent, C 3-7 cycloalkyl, Het 3 and R 6 ; R 11 is hydroxy, mercapto, cyano, nitro, halo, trihalomethyl, C 1-4 alkyloxy, carboxyl, C 1-4 alkyloxycarbonyl, trihaloC 1-4 alkylsulfonyloxy, R 6 , NR 7 R 8 , C(═O)NR 7 R 8 , aryl, aryloxy, arylcarbonyl, C 3-7 cycloalkyl, C 3-7 cycloalkyloxy, phthalimide-2-yl, Het 3 and C(═O)Het 3 ; R 12 and R 13 are each independently selected from hydrogen, optionally substituted C 1-4 alkyl, phenyl, a carbonyl or thiocarbonyl linked substituent, C 3-7 cycloalkyl and R 6 ; aryl is optionally substituted phenyl; Het 1 , Het 2 and Het 3 are optionally substituted heterocycles; to processes for their preparation and compositions comprising them. It further relates to their use as a medicine.

  本发明涉及公式1的化合物，包括N-氧化物、药学上可接受的加合盐以及其立体化异构体形式，其中p和q为0、1、2、3或4，q也可以为5；X为O、S、NR3或直接键；R1为氢、羟基、卤素、可选择取代的氨基、可选择取代的C1-6烷基、C1-6烷氧基、C3-7环烷基或芳基；R2为芳基、Het1、C3-7环烷基、可选择取代的C1-6烷基；如果X为O、S或NR3，则R2也可以是羰基或硫代羰基连接的取代基；R3为氢或C1-4烷基；R4和R5独立地为可选择取代的C1-6烷基、卤素、羟基、巯基、C1-6烷氧基、C1-6烷硫基、C1-6烷基羰氧基、芳基、氰基、硝基、Het3、R6或NR7R8；R6为取代磺酰基或亚砜基；R7和R8为氢、可选择取代的C1-4烷基、芳基、羰基或硫代羰基连接的取代基、C3-7环烷基、Het3和R6；R9和R10各自独立地选自氢、可选择取代的C1-4烷基、苯基、羰基或硫代羰基连接的取代基、C3-7环烷基、Het3和R6；R11为羟基、巯基、氰基、硝基、卤素、三卤甲基、C1-4烷氧基、羧基、C1-4烷氧羰基、三卤代C1-4烷基磺酰氧基、R6、NR7R8、C(═O)NR7R8、芳基、芳氧基、芳基羰基、C3-7环烷基、C3-7环烷氧基、邻苯二甲酰亚胺-2-基、Het3和C(═O)Het3；R12和R13各自独立地选自氢、可选择取代的C1-4烷基、苯基、羰基或硫代羰基连接的取代基、C3-7环烷基和R6；芳基为可选择取代的苯基；Het1、Het2和Het3为可选择取代的杂环；以及其制备方法和包含它们的组合物。进一步涉及它们作为药物的用途。
• Multinuclear Magnetic Resonance Spectroscopic and Semiempirical Molecular Orbital (AM1) Studies of Substituted Anisoles
  作者：Karuppiah Pandiarajan、Senthamaraikannan Kabilan、Punnaivanam Sankar、Erkki Kolehmainen、Tapio Nevalainen、Reijo Kauppinen

  DOI：10.1246/bcsj.67.2639

  日期：1994.10

  13C, 15N, and 17O NMR spectra have been recorded for 4-nitroanisole (1), its 2-methyl-, 2-chloro-, 2-bromo-, 2-iodo-, 2,6-dimethyl-, 2,6-dichloro-, 2,6-dibromo-, and 2,6-diiodo-derivatives 2—9, also nitrobenzene (1a), its 3-methyl-, 3-chloro-, 3-bromo-, and 3-iodo-derivatives 2a—5a and 3,5-dichloro- and 3,5-dibromo-derivatives 7a and 8a. Analysis of the chemical shifts of carbon bearing nitro group

  已记录 4-硝基苯甲醚 (1)、其 2-甲基-、2-氯-、2-溴-、2-碘-、2,6-二甲基-、2,6 的 13C、15N 和 17O NMR 光谱-二氯-、2,6-二溴-和2,6-二碘-衍生物2-9，还有硝基苯(1a)、其3-甲基-、3-氯-、3-溴-和3-碘-衍生物2a-5a和3,5-二氯-和3,5-二溴-衍生物7a和8a。对这些化合物中带碳的硝基和硝基氧的化学位移的分析表明，甲氧基邻位的一个取代基的存在增强了其与苯环的共振相互作用，而两个邻位取代基的存在则抑制了这种共振。然而，在任何情况下都不会完全抑制共振。增强或抑制的程度几乎与邻位取代基的性质无关。通过分析苯甲醚 1b-9b 中报告的对位碳和苯衍生物 1c-9c 中相应碳的化学位移，也得出了这一结论。虽然无法获得证据，但...
• Synthesis of Eudistomin C and E: Improved Preparation of the Indole Unit
  作者：Hiroaki Yamagishi、Koji Matsumoto、Kotaro Iwasaki、Tohru Miyazaki、Satoshi Yokoshima、Hidetoshi Tokuyama、Tohru Fukuyama

  DOI：10.1021/ol800527p

  日期：2008.6.1

  An improved synthesis of the indole unit, a key intermediate for eudistomin C, was established utilizing Makosza's indole synthesis. A concise total synthesis of eudistomin E was achieved on the basis of the improved synthesis.

  利用Makosza的吲哚合成技术，建立了一种改进的吲哚单元的合成方法，吲哚单元是eudistomin C的关键中间体。在改进的合成的基础上，实现了一种精简的欧司他敏E的全合成。
• Elongation of Phenoxide C–O Bonds Due to Formation of Multifold Hydrogen Bonds: Statistical, Experimental, and Theoretical Studies
  作者：Naoto Hayashi、Kazuhito Sato、Yuka Sato、Masayuki Iwagami、Naoki Nishimura、Junro Yoshino、Hiroyuki Higuchi、Tohru Sato

  DOI：10.1021/jo200852r

  日期：2011.7.15

  Å). Elongated phenoxide C–O bonds associated with the formation of 3-fold hydrogen bonds were also observed in the X-ray structures of proton-transfer complexes (2X–O–)(TEAH+)s derived from 5′-X-substituted 5,5′′-dimethyl-1,1′:3′,1′′-terphenyl-2,2′,2′′-triols (2X–OHs, where X = NO2, CN, COOCH3, Cl, F, H, and CH3) and triethylamine (TEA). By comparing the X-ray structures, C–O bond elongation was found

  使用剑桥结构数据库的统计研究表明，存在多个拉长的酚盐C–O键。它们的特征是与酚盐氧原子形成3倍（或2倍）氢键，它们的平均键长延伸至1.320Å，这与理论上预测的碳氧键长完全不同。 C 6 H 5 O –（1.26Å）。在5'-X-取代的5衍生的质子转移复合物（2X-O -）（TEAH +）的X射线结构中还观察到与3倍氢键形成相关的伸长的酚盐C-O键。，5''-二甲基-1,1'：3'，1''-三联-2,2'，2''-三醇（2X–OHs，其中X = NO 2，CN，COOCH 3，Cl，F，H和CH 3）和三乙胺（TEA）。通过比较X射线结构，发现对位键（X）的吸电子取代基对C-O键的延伸影响很小。这与N–H（··· – O –）和O–H（··· – O –）拉伸振动中强烈的红移有关，表明（2X–O –）（茶+）本质上具有单键字符。在模型配合物上的分子轨道计算进一步证实了这一点，表明带负电荷的
• 一种3-（4-甲氧基苯基）-6-甲氧基-4-氯-5,7-二溴喹啉的合成方法
  申请人：广州大学

  公开号：CN107417611A

  公开（公告）日：2017-12-01

  本发明公开了一种3‑(4‑甲氧基苯基)‑6‑甲氧基‑4‑氯‑5,7‑二溴喹啉的合成方法，包括如下步骤：本发明的合成方法的收率高，安全环保，节能减排，大大降低了反应过程中废弃物的产生，总收率为88.5％，使得工艺路线更加的环保，大大降低反应的温度，并且使反应不产生除水以外的副产物，大大降低了能耗，也大大提高了反应的原子经济性。