1-溴-4-甲基萘 | 6627-78-7

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类卤化物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-溴-4-甲基萘
• 中文别名: 4-溴-1-甲基萘；1-甲基-4-溴萘
• 英文名称: 1-bromo-4-methylnaphthalene
• 英文别名: 4-bromo-1-methylnaphthalene
• CAS: 6627-78-7
• 化学式: C₁₁H₉Br
• 分子量: 221.096
• InChiKey: IDRVLLRKAAHOBP-UHFFFAOYSA-N

物化性质

• 熔点：
  127-128℃
• 沸点：
  162-164 °C/12 mmHg (lit.)
• 密度：
  1.419 g/mL at 25 °C (lit.)
• 闪点：
  >230 °F
• 稳定性/保质期：

  常温常压下稳定，避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2903999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将产品存放在密闭、阴凉干燥的地方保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Bromo-4-methylnaphthalene
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-Bromo-4-methylnaphthalene
CAS number: 6627-78-7

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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: C11H9Br
Molecular weight: 221.1

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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, 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-溴-4-甲基萘 在 乙醇 、 (4-Ph)Triaz(NHPⁱPr₂)₂Mn(CO)₂Br 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 以67 %的产率得到甲基萘
  参考文献：
  名称：

  锰催化芳基溴与乙醇的转移加氢脱溴

  摘要：

  报道了使用乙醇作为氢源的方便的 PNP 钳形锰催化溴化物转移氢化为相应的脱溴芳基化合物。生物质衍生乙醇的应用突出了该方法的可持续性。

  DOI：

  10.1002/ejoc.202201376
• 作为产物：
  描述：

  甲基萘 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 为溶剂， 反应 0.67h， 以94%的产率得到1-溴-4-甲基萘
  参考文献：
  名称：

  N-溴代琥珀酰亚胺在取代烷基芳烃的超声和微波辅助溴化反应中的化学选择性不同

  摘要：

  各种烷基芳基与N-溴丁二酰亚胺在纯净或水中的超声和微波辅助溴化反应显示出不同的化学选择性。因此，在超声波作用下，水中发生环取代，而在微波作用下，侧链α-溴化和环取代都发生。对于纯净的反应物，微波辅助反应中侧链α-溴化反应占主导地位。在水的存在下，微波促进的溴化的化学选择性类似于使用传统方法观察到的化学选择性。

  DOI：

  10.1016/j.tetlet.2007.03.023

文献信息

• Substituted imidazol-pyridazine derivatives
  申请人：——

  公开号：US20030229096A1

  公开（公告）日：2003-12-11

  The present invention relates to compounds of formula 1 wherein A is an unsubstituted or substituted cyclic group; and R is hydrogen or lower alkyl; or a pharmaceutically acceptable acid addition salt thereof. These compounds are NMDA NR-2B receptor subtype specific blockers and are useful in the treatment of neurodegeneration, depression and pain.

  本发明涉及以下式的化合物 1 其中A是未取代或取代的环状基团；以及 R是氢或较低的烷基； 或其药学上可接受的酸盐。这些化合物是NMDA NR-2B受体亚型特异性阻断剂，对于治疗神经退行性疾病、抑郁症和疼痛具有用处。
• Pd-Catalyzed Vinylation of Aryl Halides with Inexpensive Organosilicon Reagents Under Mild Conditions
  作者：Chu-Ting Yang、Jun Han、Jun Liu、Yi Li、Fan Zhang、Hai-Zhu Yu、Sheng Hu、Xiaolin Wang

  DOI：10.1002/chem.201802573

  日期：2018.7.20

  Pd‐catalyzed Hiyama vinylation reaction of non‐activated aryl chlorides and bromides under mild conditions was developed. The use of efficient vinyl donors and electron‐rich sterically hindered phosphine ligands was critical for the success of the reaction. The products of this transformation can be used for Am/Cm separation, an important challenge in nuclear fuel reprocessing. The substituent effect

  在温和条件下开发了钯催化未活化的芳基氯和溴化物的Hiyama乙烯基化反应。有效的乙烯基供体和富含电子的位阻膦配体的使用对于反应成功至关重要。这种转化的产物可用于Am / Cm分离，这是核燃料后处理中的一项重要挑战。还获得了取代基对Am / Cm分离选择性的影响，这可能有助于开发用于分离Am和Cm的新型色谱材料。
• An Opportunity for Mg-Catalyzed Grignard-Type Reactions: Direct Coupling of Benzylic Halides with Pinacolborane with 10 mol % of Magnesium
  作者：Christine Pintaric、Sandra Olivero、Yves Gimbert、Pierre Y. Chavant、Elisabet Duñach

  DOI：10.1021/ja1052973

  日期：2010.9.1

  Mg in catalytic amounts as the only metal permits the reductive coupling between benzyl halides and pinacolborane. HBpin acts both as an electrophile and as a reducing agent to regenerate an organomagnesium species in situ. An hydride oxidation mechanism is proposed on the basis of DFT calculations.

  催化量的镁作为唯一的金属允许苄基卤化物和频哪醇硼烷之间的还原偶联。HBpin 既作为亲电子试剂又作为还原剂在原位再生有机镁物质。在 DFT 计算的基础上提出了氢化物氧化机理。
• PROCESS FOR PREPARING BORONIC ACIDS AND ESTERS IN THE PRESENCE OF MAGNESIUM METAL
  申请人：Dunach Isabel

  公开号：US20110282090A1

  公开（公告）日：2011-11-17

  The present invention relates to the process for preparing a boronic acid or ester chemically, in which an aromatic compound is reacted with a boronating agent, in the presence of magnesium metal (Mg 0 ). The invention also relates to the boronic acids or esters that can be obtained by means of this process and to the use thereof for example as a synthesis intermediate, in the Suzuki reaction, in the pharmaceutical or alternatively electronics field.

  本发明涉及一种制备硼酸或酯的化学过程，其中芳香化合物在镁金属（Mg0）存在下与硼化剂发生反应。该发明还涉及通过该过程可以获得的硼酸或酯，以及其作为合成中间体、在Suzuki反应中、在制药或电子领域中的用途。
• Photochemistry of substituted 1-naphthylmethyl esters of phenylacetic and 3-phenylpropanoic acid: radical pairs, ion pairs, and Marcus electron transfer
  作者：Dayal P. DeCosta、James A. Pincock

  DOI：10.1021/ja00059a012

  日期：1993.3

  The ring-substituted 1-naphthylmethyl esters of phenylacetic (3a-k) and 3-phenylpropanoic (5a-c) acid have been photolyzed in methanol solvent. The major products of these reactions are derived from two critical intermediates, the 1-naphthylmethyl radical/acyloxy radical pair and the 1-naphthylmethyl cation/carboxylate anion ion pair. The radical pair results in formation of the in-cage coupled products

  苯乙酸 (3a-k) 和 3-苯基丙酸 (5a-c) 酸的环取代 1-萘基甲酯已在甲醇溶剂中光解。这些反应的主要产物来自两个关键中间体，即 1-萘甲基自由基/酰氧基自由基对和 1-萘甲基阳离子/羧酸根阴离子对。在从酰氧基中失去二氧化碳后，自由基对导致形成笼内偶联产物 8a-k 和 10a-c。离子对导致甲基醚 6a-k 和羧酸 7 和 9

表征谱图