8,8-喹啉基二硫 | 1160-28-7

• 物质功能分类: 医药中间体 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 8,8-喹啉基二硫
• 中文别名: 8.8-喹啉基二硫；8,8ˊ-二硫化联喹啉
• 英文名称: bis(8-quinolinyl)disulfide
• 英文别名: 8,8'-diquinolyl disulfide；di(8-quinolinyl) disulfide；Quinoline, 8,8'-dithiobis-；8-(quinolin-8-yldisulfanyl)quinoline
• CAS: 1160-28-7
• 化学式: C₁₈H₁₂N₂S₂
• mdl: MFCD00041864
• 分子量: 320.439
• InChiKey: ZGPTTYFYQZTJQN-UHFFFAOYSA-N

物化性质

• 熔点：
  200-208 °C
• 沸点：
  513.9±25.0 °C(Predicted)
• 密度：
  1.40 g/cm3
• 稳定性/保质期：

  在常温常压下稳定，避免与不相容材料和强氧化剂接触。可能会与强氧化剂、强还原剂发生反应。

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933499090
• 储存条件：
  密封存储，应存放在阴凉、干燥的仓库中。

SDS

Name:	8 8 -Quinolyl Disulfide Material Safety Data Sheet
Synonym:	None
CAS:	1160-28-7

Section 1 - Chemical Product MSDS Name:8 8 -Quinolyl Disulfide Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1160-28-7	Quinoline, 8,8'-Dithiobis-	ca 100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1160-28-7: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: Not available.
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 0 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: C18H12N2S2
Molecular Weight: 320.44

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1160-28-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Quinoline, 8,8'-Dithiobis- - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1160-28-7: No information available.
Canada
CAS# 1160-28-7 is listed on Canada's NDSL List.
CAS# 1160-28-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1160-28-7 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  8,8-喹啉基二硫 在 盐酸 、 sodium hypochlorite 作用下， 以 氯仿 、 水 为溶剂， 反应 0.25h， 生成 喹啉-8-磺酰氯
  参考文献：
  名称：

  15N 标记的 N,N-二甲基氨磺酰基喹啉的 7 种位置异构体的合成、15N NMR 光谱和 GIAO 计算数据

  摘要：

  摘要 介绍了N , N-二甲基氨磺酰基喹啉位置异构体的一步合成方法。七种新合成的化合物已通过元素分析、MS、1 H 和 15 N NMR 光谱数据进行了表征。在 gHMBC 实验中观察到环质子和环内氮原子之间的长程相关性。来自磺酰胺基团的氮原子的光谱位置是从 15 个 N 标记的磺酰胺同位素的一维光谱中得出的。发现了实验确定的化学位移和 GIAO 计算的各向同性屏蔽常数之间的相关性。GIAO 计算基于 HF、MP2 和 B3LYP 优化的几何形状，并在 HF、BLYP 和 B3LYP 理论水平上进行。

  DOI：

  10.1016/j.molstruc.2012.01.049
• 作为产物：
  描述：

  bis(8-sulfanylquinolinium) hexachloridostannate(IV) 在 air 作用下， 以 二甲基亚砜 为溶剂， 反应 8.0h， 以92%的产率得到8,8-喹啉基二硫
  参考文献：
  名称：

  顺二氯双（8-喹啉硫基）锡（IV）和双（8-硫烷基喹啉）六氯锡酸酯（IV）衍生物的合成，表征和理论研究

  摘要：

  报道了双（8-硫烷基喹啉鎓）六氯锡酸酯（iv）的结构表征（2），并研究了该化合物在不同溶剂中的可变反应行为。特别地，尝试从氯仿和二氯甲烷中重结晶2分别得到顺式-二氯双（8-喹啉硫代）锡（iv），3m和3t的两种多晶型物。尝试从甲醇中重结晶2得到8，8'-二硫代二喹啉六氯锡酸锡（iv）4晶体。当2在空气存在下，将其溶于二甲基亚砜中，进行氧化，得到二喹啉基-8,8'-二硫化物5。分离的化合物的分子结构2 - 4被明确地通过单晶X射线衍射研究进行认证。所有的分离的化合物的电子结构性质2 - 4彻底通过DFT计算研究。

  DOI：

  10.1071/ch19561

文献信息

• A simple and highly effective oxidative chlorination protocol for the preparation of arenesulfonyl chlorides
  作者：Yu-Ming Pu、Alan Christesen、Yi-Yin Ku

  DOI：10.1016/j.tetlet.2009.11.047

  日期：2010.1

  suitable for many types of sulfur substrates (thiols, disulfides, and benzylic sulfides). The overall process is simple, practical, and it provides convenient access to a variety of aryl or heteroarylsulfonyl chlorides. The mild reaction conditions and the broad substrate scope render this method attractive and complementary to existing syntheses of aryl or heteroarylsulfonyl chlorides.

  发现2,4-二氯-5,5-二甲基乙内酰脲（DCDMH）是一种温和而有效的试剂，可通过氧化氯化以高至极好的收率将硫化合物直接氧化转化为相应的芳烃磺酰氯。该方法适用于多种类型的硫底物（硫醇，二硫化物和苄基硫化物）。整个过程简单，实用，并且可以方便地获得各种芳基或杂芳基磺酰氯。温和的反应条件和广泛的底物范围使该方法对现有的芳基或杂芳基磺酰氯合成方法具有吸引力和互补性。
• Process for preparation of benzo[f]quinolinones
  申请人：Eli Lilly and Company

  公开号：US05578724A1

  公开（公告）日：1996-11-26

  A series of benzoquinolin-3-ones are pharmaceuticals effective in treating conditions consequent on both Type I and Type II 5.alpha.-reductase and their preparation is disclosed.

  一系列苯醌啉-3-酮类药物在治疗由I型和II型5α-还原酶引起的疾病方面具有有效性，并且其制备方法已被披露。
• Method of preventing prostatic cancer development
  申请人：ELi Lilly and Company

  公开号：US05629007A1

  公开（公告）日：1997-05-13

  A series of benzoquinolin-3-ones are pharmaceuticals effective in preventing the development of prostatic cancer, or preventing or treating the metastasis to bone of prostatic cancer.

  一系列苯醌啉-3-酮类药物在预防前列腺癌的发展，或预防或治疗前列腺癌转移到骨骼方面具有有效作用。
• Synthesis of Symmetrical Thiosulfonates <i>via</i> Cu(OTf) ₂ ‐Catalyzed Reductive Homocoupling of Arenesulfonyl Chlorides
  作者：Lixia Liu、Bo Luo、Chengming Wang

  DOI：10.1002/ejoc.202101101

  日期：2021.11.22

  Various symmetrical aryl thiosulfonates are efficiently synthesized via reductive coupling of aryl sulfonyl chlorides in the presence of copper catalyst and organic amine reductant. This simple and convenient protocol also shows good functional group tolerance and features a broad substrate scope.

  在铜催化剂和有机胺还原剂的存在下，通过芳基磺酰氯的还原偶联有效地合成了各种对称的芳基硫代磺酸盐。这种简单方便的方案还显示出良好的官能团耐受性，并具有广泛的底物范围。
• The cleavage reaction of the MoMo triple bond. The crystal structures of molybdenum complexes [CpMo(CO)2(C5H4NS)], [CpMo(CO)2(C9H6NS)] · OPPh3 and [CpMo(CO)2(S2CNMe2]
  作者：Youmao Shi、Guobao Cheng、Shiwei Lu、Hefu Guo、Qiangjin Wu、Xiaoying Huang、Ninghai Hu

  DOI：10.1016/0022-328x(93)80389-s

  日期：1993.8

  reactions of [Cp2MO2(CO)4] (1) with 2,2′-dipyridyl disulphide (C5H4NS)2, 8,8′-diquinolyl disulphide (C9H6NS)2 and tetramethyl thiuram disulphide (Me2NC(S)S)2 in toluene solution resulted in the cleavage of the MoMo triple bond to yield molybdenum complexes [CpMo(CO)2(C5H4NS)] (2),[CpMo(CO)2(C9H6NS)] (3) and [CpMo(CO)2(S2CNMe2)] (4), respectively. The molecular structures of 2, 3 · OPPh3 and 4 were determined

  的的[Cp反应2 MO 2（CO）4 ]（1）与2,2'-联吡啶二硫化物（C 5 H ^ 4 NS）2，8,8'--diquinolyl二硫化物（C 9 H ^ 6 NS）2和四甲基秋兰姆二硫化物（Me 2 NC（S）S）2在甲苯溶液中的作用是裂解MOMO三键，生成钼配合物[CpMO（CO）2（C 5 H 4 NS）]（2） ，[CpMO（CO）2（C 9 H 6 NS）]（3）和[CpMO（CO）2（S 2 CNMe 2）]（4）。的分子结构2，3 ·OPPh 3和4用X射线衍射研究确定。2的晶体是单斜晶，空间群P 2 1 / n，Z = 4，在尺寸为a = 6.448（1），b = 12.616（2），c = 14.772（2）的晶胞中β= 92.85（ 1）°。对于1357个观察到的反射，将结构细化为R = 0.028和R W = 0.039。的晶体3 ·OPPh 3是三斜晶系，空间群P，与Ž