3-溴-2-硝基苯甲醚 | 500298-30-6

• 物质功能分类: 有机原料 - 醚类化合物及其衍生物 - 醚、醚醇、醚酚的卤化、磺化、硝化或亚硝化衍生物
• 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: 3-溴-2-硝基苯甲醚
• 中文别名: 2-硝基-3-溴苯甲醚；1-溴-3-甲氧基-2-硝基苯
• 英文名称: 3-bromo-2-nitro-anisole
• 英文别名: 2-bromo-6-methoxynitrobenzene；1-bromo-3-methoxy-2-nitrobenzene；2-Nitro-3-brom-anisol；3-Brom-2-nitro-anisol；3-Bromo-2-nitroanisole
• CAS: 500298-30-6
• 化学式: C₇H₆BrNO₃
• 分子量: 232.034
• InChiKey: ORSPVBUIPTYLLO-UHFFFAOYSA-N

物化性质

• 熔点：
  72.0 to 76.0 °C
• 沸点：
  131°C/3mmHg(lit.)
• 密度：
  1.640±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 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
• 危险性防范说明：
  P280
• 危险性描述：
  H302+H312+H332

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-2-nitroanisole
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: 3-Bromo-2-nitroanisole
CAS number: 500298-30-6

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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: C7H6BrNO3
Molecular weight: 232.0

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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：

  3-溴-2-硝基苯甲醚 在 吡啶 、 potassium permanganate 、 硫酸 、 铜 作用下， 生成 2-(3-methoxy-2-nitro-phenoxy)-benzoic acid methyl ester
  参考文献：
  名称：

  Tomita; Iwasaki, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 1128,1131

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴-2-硝基苯酚 、 硫酸二甲酯 在 sodium carbonate 、 甲苯 作用下， 生成 3-溴-2-硝基苯甲醚
  参考文献：
  名称：

  Tomita; Iwasaki, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 1128,1131

  摘要：

  DOI：

文献信息

• The Reaction of α, β-Unsaturated Cycloalkenones with Azides. I. The Anomalous Products in the Schmidt Reaction
  作者：Kemmotsu Mitsuhashi、Keiichi Nomura

  DOI：10.1248/cpb.13.951

  日期：——

  2-Methyl-(Ia), 2-phenyl-(Ib), 3-methyl-2-cyclohexenone (Xa) and 2-cyclohexenone (Xc) were reacted with equivalent mole of sodium azide in polyphosphoric acid. In all cases, 2-amino-2-cyclohexenone derivatives were yielded as abnormal reaction products. In the cases of Ia and Ib, migration of the methyl and the phenyl group to the position 3 was observed accompanied by the simultaneous introduction of an amino group at the position 2, respectively.

  异构化反应：2-甲基-(Ia)，2-苯基-(Ib)，3-甲基-2-环己烯酮(Xa)和2-环己烯酮(Xc)在与等摩尔量的叠氮化钠在多聚磷酸中反应时，所有情况下均生成了异常的2-氨基-2-环己烯酮衍生物。在Ia和Ib的情况下，甲基和苯基分别移位到3号位，同时2号位引入了氨基。
• Concise Synthesis of Furo[2,3-b]indolines via [3,3]-Sigmatropic Rearrangement of N-Alkenyloxyindoles
  作者：Laura L. Anderson、Michael Shevlin、Neil A. Strotman

  DOI：10.1055/s-0040-1707250

  日期：2021.1

  concise new synthetic route to furo[2,3-b]indolines has been developed by taking advantage of the reactivity of N-alkenyloxyindole intermediates. These compounds spontaneously undergo [3,3]-sigmatropic rearrangement followed by cyclization to form hemiaminals as single diastereomers. Tin-promoted N-hydroxyindole formation followed by conjugate addition to activated alkynes provides simple and modular

  利用 N-链烯氧基吲哚中间体的反应性，开发了一种简洁的呋喃 [2,3-b] 吲哚啉合成路线。这些化合物自发地经历 [3,3]-σ 重排，然后环化形成作为单一非对映异构体的半缩氨酸。锡促进的 N-羟基吲哚形成，然后与活化炔烃的共轭加成提供了对各种 N-烯氧基吲哚及其相应呋喃 [2,3-b] 吲哚啉的简单和模块化的访问。微型高通量实验用于促进对这种转化的范围和耐受性的研究，并且还评估了对 N-羟基吲哚与卤代芳烃的亲核芳香取代和重排的相关研究。
• Structure-inspired design of a sphingolipid mimic sphingosine-1-phosphate receptor agonist from a naturally occurring sphingomyelin synthase inhibitor
  作者：Mahadeva M. M. Swamy、Yuta Murai、Yusuke Ohno、Keisuke Jojima、Akio Kihara、Susumu Mitsutake、Yasuyuki Igarashi、Jian Yu、Min Yao、Yoshiko Suga、Masaki Anetai、Kenji Monde

  DOI：10.1039/c8cc05595e

  日期：——

  A monophosphate derivative of ginkgolic acid binds to sphingosine 1-phosphate (S1P) receptors to perform similar functions to the lipid mediator S1P.

  一种银杏酸的单磷酸衍生物结合到神经酰胺1磷酸（S1P）受体，执行类似于脂质介质S1P的功能。
• A palladium-catalyzed Barluenga cross-coupling – Reductive cyclization sequence to substituted indoles
  作者：S.M. Ashikur Rahman、Björn C.G. Söderberg

  DOI：10.1016/j.tet.2021.132331

  日期：2021.8

  A short and flexible synthesis of substituted indoles employing two palladium-catalyzed reactions, a Barluenga cross-coupling of p-tosylhydrazones with 2-nitroarylhalides followed by a palladium–catalyzed, carbon monoxide–mediated reductive cyclization has been developed. A one-pot, two-step methodology was further developed, eliminating isolation and purification of the cross-coupling product. This

  使用两个钯催化的反应，对甲苯磺酰腙与 2-硝基芳基卤化物的Barluenga交叉偶联，然后是钯催化的一氧化碳介导的还原环化反应，一种短而灵活的取代吲哚合成方法已经被开发出来。进一步开发了一锅两步法，消除了交叉偶联产物的分离和纯化。这是通过使用最初添加的 0.025 当量的双（三苯基膦）二氯化钯来实现的，因此在交叉偶联和还原环化中起双重作用。发现在 Barluenga 反应完成后添加 1,3-双(二苯基膦基)丙烷和一氧化碳在大多数情况下提供显着更好的总产率。
• NOVEL ALKYNYL DERIVATIVES AS MODULATORS OF METATROPIC GLUTAMATE RECEPTORS
  申请人：Bessis Anne-Sophie

  公开号：US20090124625A1

  公开（公告）日：2009-05-14

  The present invention relates to novel compounds of formula (I) wherein W, n, X and W′ are defined in the description; invention compounds are modulators of metabotropic glutamate receptors—subtype 5 (“mGluR5”) which are useful for the treatment of central nervous system disorders as well as other disorders modulated by mGluR5 receptors.

  本发明涉及化合物的新型配方（I），其中W，n，X和W′在说明书中定义；发明的化合物是代谢型谷氨酸受体-亚型5（“mGluR5”）的调节剂，可用于治疗中枢神经系统疾病以及其他受mGluR5受体调节的疾病。

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