2-(2-萘硫代)乙腈 | 5324-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(2-萘硫代)乙腈
• 英文名称: 2-(naphthalen-2-ylthio)acetonitrile
• 英文别名: 2-(naphthalenylthio)acetonitrile；2-Naphthalenylthioacetonitrile；2-Naphthylthioacetonitrile；2-naphthalen-2-ylsulfanylacetonitrile
• CAS: 5324-69-6
• 化学式: C₁₂H₉NS
• mdl: MFCD00067878
• 分子量: 199.276
• InChiKey: PFMHSJMACRLMEX-UHFFFAOYSA-N

物化性质

• 熔点：
  83 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36/37
• 危险类别码：
  R20/21/22
• 海关编码：
  2930909090

SDS

Name:	2-(2-Naphthylthio)acetonitrile 97% Material Safety Data Sheet
Synonym:
CAS:	5324-69-6

Section 1 - Chemical Product MSDS Name:2-(2-Naphthylthio)acetonitrile 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
5324-69-6	2-(2-Naphthylthio)acetonitrile	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 5324-69-6: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 83 - 86 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H9NS
Molecular Weight: 199

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents.
Hazardous Decomposition Products:
Hydrogen cyanide, nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 5324-69-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-(2-Naphthylthio)acetonitrile - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 5324-69-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 5324-69-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 5324-69-6 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(2-萘硫代)乙腈 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 10.0h， 以1.87 g的产率得到2-(2-萘磺酰基)乙腈
  参考文献：
  名称：

  基于尿肽的布朗斯台德碱的设计，合成及在（对苯磺酰基）乙腈催化对映选择性合成β-氨基腈中的应用

  摘要：

  在亚胺上添加氰基烷基部分是制备β-氨基腈的一种非常有吸引力的方法。我们为立体选择性合成β-氨基腈提供了一种高效的有机催化方法，其中成功的关键是将基于尿素肽的布朗斯台德碱催化剂与（芳基磺酰基）乙腈结合使用作为乙腈阴离子的合成当量。该方法使人们能够以良好的收率和出色的对映选择性获得各种β-氨基腈，并拓宽了可用于合成的立体选择性曼尼希型方法。

  DOI：

  10.1002/chem.201304877
• 作为产物：
  描述：

  2-萘硫醇 以54%的产率得到
  参考文献：
  名称：

  CERVENA I.; HRUBANTOVA M.; BARTOSOVA M.; PROTIVA M., COLLECT. CZECH. CHEM. COMMUN., 1981, 46, NO 5, 1188-1198

  摘要：

  DOI：

文献信息

• Cs2CO3-promoted carbon–sulfur bond construction via cross dehydrogenative coupling of thiophenols with acetonitrile
  作者：Qian Chen、Yulin Huang、Xiaofeng Wang、Chunxiao Wen、Xinxing Yan、Jiekun Zeng

  DOI：10.1016/j.tetlet.2017.08.067

  日期：2017.10

  construction of carbon–sulfur bonds has been achieved via halogen-free Cs2CO3-promoted cross dehydrogenative coupling (CDC) of thiophenols with acetonitrile. This transformation provides a straightforward route to the synthesis of sulfenylated acetonitriles in up to 80% yield.

  通过无卤的Cs 2 CO 3促进的硫酚与乙腈的交叉脱氢偶联（CDC），实现了构建碳-硫键的新方法。这种转化为亚磺酰化乙腈的合成提供了一条简单的途径，产率高达80％。
• Novel naphthalenyl-3H-1,2,3,5-oxathiadiazole 2-oxides useful as
  申请人：American Home Products Corporation

  公开号：US04895861A1

  公开（公告）日：1990-01-23

  This invention relates to novel substituted 3H-1,2,3,5-oxathiadiazole 2-oxides, processes for their preparation, to methods for using the compounds, and to pharmaceutical preparations thereof. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated conditions.

  这项发明涉及新型取代的3H-1,2,3,5-噁硫二唑-2-氧化物，其制备方法，以及使用这些化合物的方法，以及其药物制剂。这些化合物具有药理特性，使它们对于治疗糖尿病及相关疾病有益。
• Iron-catalysed carbene-transfer reactions of diazo acetonitrile
  作者：Claire Empel、Katharina J. Hock、Rene M. Koenigs

  DOI：10.1039/c8ob01991f

  日期：——

  A continuous-flow protocol for the synthesis of diazo acetonitrile was developed. It was further applied in iron-catalysed insertion reactions of diazo acetonitrile into N–H and S–H bonds to yield valuable α-substituted acetonitrile, including gram-scale synthesis.

  开发了用于重氮乙腈合成的连续流方案。它进一步应用于重氮乙腈在铁催化的N–H和S–H键的铁催化插入反应中，生成有价值的α-取代的乙腈，包括克级合成。
• Synthesis of arylthioacetamidoximes as potential antidepressants
  作者：Irena Červená、Marta Hrubantová、Marie Bartošová、Miroslav Protiva

  DOI：10.1135/cccc19811188

  日期：——

  Reactions of thiophenol and 16 of its derivatives with chloroacetonitrile afforded arylthioacetonitriles IVb-XXb which were treated with hydroxylamine and gave arylthioacetamidoximes IVa-XXa. Compounds VIIa-IXa, XIIa, XVIa and XVIIIa exhibited antireserpine activity in the test of ptosis in mice and compounds IXa and XVIIa in the test of reserpine hypothermia in mice.

  硫苯酚及其16种衍生物与氯乙腈反应生成芳基硫代乙腈IVb-XXb，经过氢氧胺处理后得到芳基硫代乙酰肟IVa-XXa。化合物VIIa-IXa、XIIa、XVIa和XVIIIa在小鼠睫下垂试验中表现出抗利血平活性，化合物IXa和XVIIa在小鼠利血平低体温试验中表现出活性。
• COMPOSITION, SYNTHESIS, AND USE OF A NEW CLASS OF ISONITRILES
  申请人：DUQUESNE UNIVERSITY OF THE HOLY GHOST

  公开号：US20150239835A1

  公开（公告）日：2015-08-27

  This invention relates to novel isonitriles, including arylthio isonitriles, and methods for their preparation. The isonitriles include a conjugated ring system. The structure is designed with the flexibility to have multiple substitution patterns. The isonitriles may be used in applications including, but not limited to, pharmaceutical compositions.

  本发明涉及新型异腈，包括芳基硫代异腈，以及它们的制备方法。异腈包括一个共轭环系统。该结构被设计为具有多种取代模式的灵活性。异腈可用于包括但不限于制药组合物在内的应用中。

表征谱图