1,5-二甲基萘 | 571-61-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,5-二甲基萘
• 中文别名: 1，5-二甲基萘
• 英文名称: 1,5-dimethylnaphthalene
• 英文别名: 1,5-Dimethyl-naphthalin；Dimethylnaphthalin
• CAS: 571-61-9
• 化学式: C₁₂H₁₂
• mdl: MFCD00004038
• 分子量: 156.227
• InChiKey: SDDBCEWUYXVGCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  265.0 °C
• 熔点：
  82.0 °C
• 溶解度：
  1.75e-05 M
• 蒸汽压力：
  0.01 mmHg
• 亨利常数：
  3.50e-04 atm-m3/mole
• 保留指数：
  1398.4;1398;1440;1440;1448;1421;1420;1420.7;1430;245
• 稳定性/保质期：
  稳定性和反应性： 1. 避免的物料：氧化物。 2. 分解的产品：一氧化碳和二氧化碳。 3. 存在于香料烟烟叶、烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 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：
  2902909090
• 储存条件：
  贮存： 将密器密封后，储存在密封的主容器中，并放置于阴凉、干燥处。

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 1,5-Dimethylnaphthalene
Portland OR
Synonym Not available.
Chemical Formula C10H6(CH3)2
CAS Number 571-61-9

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
1,5-Dimethylnaphthalene 571-61-9 Min. 99.0(GC) Not available. Not available.

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Section III. Hazards Identification
Acute Health Effects Irritating to eyes and skin on contact. Inhalation causes irritation of the lungs and respiratory system. Inflammation of the
eye is characterized by redness, watering, and itching. Skin inflammation is characterized by itching, scaling, reddening,
or, occasionally, blistering. Follow safe industrial hygiene practices and always wear proper protective equipment when
handling this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15
minutes. Get medical attention.
Skin Contact In case of contact, immediately flush skin with plenty of water. Remove contaminated clothing and shoes. Wash clothing
before reuse. Thoroughly clean shoes before reuse. Get medical attention.
Inhalation If the victim is not breathing, perform mouth-to-mouth resuscitation. Loosen tight clothing such as a collar, tie, belt or
waistband. If breathing is difficult, oxygen can be administered. Seek medical attention if respiration problems do not
improve.
Ingestion INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing, perform mouth-to-mouth
resuscitation. Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the
toxic material was ingested; the absence of such signs, however, is not conclusive.

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Section V. Fire and Explosion Data
Auto-Ignition Not available.
Flammability May be combustible at high temperature.
Flammable Limits
Flash Points Not available.
Not available.
Combustion Products These products are toxic carbon oxides (CO, CO 2).
Fire Hazards
Not available.
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards
Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media
SMALL FIRE: Use DRY chemical powder.
and Instructions LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
Consult with local fire authorities before attempting large scale fire-fighting operations.
Continued on Next Page
1,5-Dimethylnaphthalene

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Section VI. Accidental Release Measures
Spill Cleanup Irritating material.
Instructions Use a shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any
contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
disposal.

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Section VII. Handling and Storage
Handling and Storage IRRITANT. Keep away from heat. Mechanical exhaust required. When not in use, tightly seal the container and store in
a dry, cool place. Avoid excessive heat and light. Do not breathe dust.
Information
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Splash goggles. Lab coat. Dust respirator. Boots. Gloves. Suggested protective clothing might not be sufficient; consult
a specialist BEFORE handling this product. Be sure to use a MSHA/NIOSH approved respirator or equivalent.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Solubility
Physical state @ 20°C Solid. (White crystalline powder.) Not available.
Not available.
Specific Gravity
Molecular Weight 156.23 Partition Coefficient Not available.
Boiling Point 265 to 266°C (509 to 510.8°F) Vapor Pressure Not applicable.
Melting Point 80 to 82°C (176 to 179.6°F) Vapor Density Not available.
Not available. Volatility Not available.
Refractive Index
Critical Temperature Odor Not available.
Not available.
Not available. Not available.
Viscosity Taste

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Section X. Stability and Reactivity Data

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Stability
Conditions of Instability
Avoid excessive heat and light.
Incompatibilities
Reactive with strong oxidizing agents.

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Section XI. Toxicological Information
RTECS Number Not available.
Routes of Exposure Eye Contact. Ingestion. Inhalation.
Not available.
Toxicity Data
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.
Irritating to eyes and skin on contact. Inhalation causes irritation of the lungs and respiratory system. Inflammation of the
Acute Toxic Effects
eye is characterized by redness, watering, and itching. Skin inflammation is characterized by itching, scaling, reddening,
or, occasionally, blistering. Follow safe industrial hygiene practices and always wear proper protective equipment when
handling this compound.
Continued on Next Page
1,5-Dimethylnaphthalene

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Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.

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Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material with a
Waste Disposal
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all
federal, state and local regulations when disposing of the substance.

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Section XIV. Transport Information
DOT Classification Not a DOT controlled material (United States).
PIN Number Not applicable.
Proper Shipping Name
Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not available.
(Canada)
EINECS Number (EEC) 209-338-5
EEC Risk Statements R36/37/38- Irritating to eyes, respiratory system and skin.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

1. 合成：用戊烷萃取。

合成制备方法

1. 合成：用戊烷萃取。

用途简介

反应信息

• 作为反应物：
  描述：

  1,5-二甲基萘 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,5-Divinylnaphthalene
  参考文献：
  名称：

  Mechanisms of photochemical reactions in solution. LXXXI. Photocyclization of 1,8-divinylnaphthalene. New method for determining the multiplicity of excited state intermediates

  摘要：

  DOI：

  10.1021/ja00832a020
• 作为产物：
  描述：

  2,6-二叔丁基萘 在 盐酸 、 三氯化铝 、 锌 作用下， 以 溶剂黄146 、 苯 为溶剂， 反应 10.33h， 生成 1,5-二甲基萘
  参考文献：
  名称：

  Pozdnyakovich, Yu. V., Journal of Organic Chemistry USSR (English Translation), 1981, p. 1386 - 1387

  摘要：

  DOI：
• 作为试剂：
  描述：

  D-扁桃酸 在 N-甲基吗啉 、 lithium aluminium tetrahydride 、 9,10-二氰基蒽 、 1,5-二甲基萘 、 维生素 C 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  手性6-苯基-2,3-双亚甲基甲氧基羰基-[1,4]-二恶烷作为设计合成子，可高效且短时间合成光学纯的2,6-二恶双环[3.3.0]辛烷-3,7-二酮

  摘要：

  通过8的PET环化反应合成的手性6-苯基-2,3-双亚甲基甲氧基羰基-[1,4]-二恶烷已被用作设计合成子，可以高效，短时合成光学纯的2,6-二恶双环[3.3]。 .0]辛烷-3,7-二酮。

  DOI：

  10.1016/j.tetlet.2005.11.116

文献信息

• NOVEL NAPHTHYLENYL COMPOUNDS FOR LONG-ACTING INJECTABLE COMPOSITIONS AND RELATED METHODS
  申请人：Alkermes Pharma Ireland Limited

  公开号：US20200016151A1

  公开（公告）日：2020-01-16

  The present invention provides compounds useful for the treatment of opioid dependence, alcohol dependence, alcohol use disorder, or the prevention of relapse to opioid dependence in a subject in need thereof. Related pharmaceutical compositions and methods are also provided herein.

  本发明提供了用于治疗阿片类依赖、酒精依赖、酒精使用障碍或预防需要此类治疗的对象复发至阿片类依赖的化合物。相关的药物组合和方法也在此提供。
• Palladium-Catalysed Direct Cross-Coupling of Organolithium Reagents with Aryl and Vinyl Triflates
  作者：Carlos Vila、Valentín Hornillos、Massimo Giannerini、Martín Fañanás-Mastral、Ben L. Feringa

  DOI：10.1002/chem.201404398

  日期：2014.10.6

  A palladium‐catalysed cross‐coupling of organolithium reagents with aryl and vinyl triflates is presented. The reaction proceeds at 50 or 70 °C with short reaction times, and the corresponding products are obtained with moderate to high yields, with a variety of alkyl and (hetero)aryl lithium reagents.

  提出了钯催化的有机锂试剂与芳基和乙烯基三氟甲磺酸酯的交叉偶联。该反应在50或70°C下以较短的反应时间进行，并且使用各种烷基和（杂）芳基锂试剂，可以以中等至高收率获得相应的产物。
• Structures and photoactivation of the charge-transfer complexes of bis(arene)iron(II) dications with ferrocene and arene donors
  作者：R. E. Lehmann、Jay K. Kochi

  DOI：10.1021/ja00002a018

  日期：1991.1

  crystals with the isoelectronic bis(arene)iron(II) dication, in which X-ray crystallography establishes the alternate (heterosoric) stacking of sandwich structures comprising the donor-acceptor pairs. In acetonitrile, the 1:1 complex (Cpsub 2}Fe, Arsub 2}Fesup 2+}) shows a broad absorption band centered at lambda}sub max} approximately} 630 nm. Bis(arene)iron(II) acceptors also form highly colored

  二茂铁与等电子双（芳烃）铁 (II) 离子形成一系列不寻常的电荷转移晶体，其中 X 射线晶体学建立了包含供体 - 受体对的夹层结构的交替（异源）堆叠。在乙腈中，1:1 配合物 (Cpsub 2}Fe, Arsub 2}Fesup 2+}) 显示出以 lambda}sub max} 大约} 630 nm 为中心的宽吸收带。双（芳烃）铁（II）受体也与各种芳烃供体形成高度着色的晶体，其中电荷转移吸收（hvsub CT}）源自供体-受体对的相同异源堆叠 - 尽管结构不同芳烃（平面）和二茂铁（夹心）供体。随着受主强度的增加，这些吸收发生可预测的红移 (BZ)sub 2}Fesup 2+} >
• Metal-free oxidation of aromatic carbon–hydrogen bonds through a reverse-rebound mechanism
  作者：Changxia Yuan、Yong Liang、Taylor Hernandez、Adrian Berriochoa、Kendall N. Houk、Dionicio Siegel

  DOI：10.1038/nature12284

  日期：2013.7.11

  functions as a selective oxidant for the transformation of arenes to phenols under mild conditions. Although the reaction proceeds through a radical mechanism, aromatic C–H bonds are selectively oxidized in preference to activated –H bonds. Notably, a wide array of functional groups are compatible with this reaction, and this method is therefore well suited for late-stage transformations of advanced

  碳氢 (C-H) 键氧化方法在合成有机化学中具有重要作用，可提供最终目标分子所需的功能或促进后续化学转化。已经描述了几种氧化脂肪族 C-H 键的方法，大大简化了复杂分子的合成。然而，在温和条件下选择性氧化芳族 C-H 键，尤其是在具有不同官能团的取代芳烃的情况下，仍然是一个挑战。芳烃的直接羟基化最初是通过使用强布朗斯台德或路易斯酸与超化学计量当量的氧化剂介导亲电芳香取代反应来实现的，这显着限制了反应范围。由于这些反应的产物比起始材料更具反应性，因此过度氧化通常是一个竞争过程。已经开发了过渡金属催化芳烃的 C-H 氧化，有或没有导向基团，改进了酸介导的过程；但是，需要贵金属。在这里，我们证明过氧化邻苯二甲酰作为选择性氧化剂在温和条件下将芳烃转化为酚类。尽管反应通过自由基机制进行，但芳香族 C-H 键优先于活化的 -H 键被选择性氧化。值得注意的是，大量的官能团与该反应相容，因此该方法非常适合
• The Oxidation of Hydrophobic Aromatic Substrates by Using a Variant of the P450 Monooxygenase CYP101B1
  作者：Md. Raihan Sarkar、Joel H. Z. Lee、Stephen G. Bell

  DOI：10.1002/cbic.201700316

  日期：2017.11.2

  What a bind! The CYP101B1 enzyme from the bacteria N. aromaticivorans has been engineered to better bind and oxidise hydrophobic aromatic substrates. His85 was identified by sequence alignment as a potential active-site residue. The H85F variant improved activity and offered unusual selectivity options.

  真是束缚！从细菌中的酶CYP101B1 N.芳烃已经被工程化，以更好地结合和氧化疏水芳族底物。通过序列比对将His85鉴定为潜在的活性位点残基。H85F变体提高了活性，并提供了不同寻常的选择性选项。

表征谱图