双(2,4,5-三氯苯基)二硫化物 | 3808-87-5

• 物质功能分类: 化学试剂 - 有机试剂 - 硫醇酯
• 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: 双(2,4,5-三氯苯基)二硫化物
• 中文别名: 双(2,4,5-三氯苯基)二硫醚；双(2,4,6-三氯苯基)二硫化物；2,4,5-三氯苯基二硫醚；二(2,4,5-三氯苯)二硫醚；二(2,4,5-三氯苯基)二硫醚
• 英文名称: 2,4,5-trichlorophenyl disulfide
• 英文别名: bis(2,4,5-trichlorophenyl) disulfide；1,2,4-trichloro-5-[(2,4,5-trichlorophenyl)disulfanyl]benzene
• CAS: 3808-87-5
• 化学式: C₁₂H₄Cl₆S₂
• mdl: MFCD00000551
• 分子量: 425.014
• InChiKey: ZUVJVEOHQKNMPN-UHFFFAOYSA-N

物化性质

• 熔点：
  140-144 °C(lit.)
• 沸点：
  460.9±45.0 °C(Predicted)
• 密度：
  1.6505 (estimate)
• 稳定性/保质期：
  在常温常压下，该物质为稳定存在的浅黄色或灰黄色粉末，能够溶解于苯、甲苯和氯仿等有机溶剂中，但不溶于水。

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• WGK Germany：
  3
• 安全说明：
  S24/25
• 海关编码：
  2930909090
• 储存条件：
  请将药品存放在避光、通风干燥的地方，并密封保存。

SDS

Name:	2 4 5-Trichlorophenyl Disulfide 98% Material Safety Data Sheet
Synonym:	None Known
CAS:	3808-87-5

Section 1 - Chemical Product MSDS Name:2 4 5-Trichlorophenyl Disulfide 98% Material Safety Data Sheet
Synonym:None Known

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3808-87-5	2,4,5-Trichlorophenyl Disulfide	98%	223-279-2

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

---

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.
Skin:
May cause skin irritation.
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.

---

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:

---

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. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use agent most appropriate to extinguish fire.

---

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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 3808-87-5: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 140.00 - 144.00 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: C12H4Cl6S2
Molecular Weight: 425.00

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, strong bases.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3808-87-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4,5-Trichlorophenyl Disulfide - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

---

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.
WGK (Water Danger/Protection)
CAS# 3808-87-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3808-87-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3808-87-5 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

染料和橡胶的制备。

用途简介

暂无相关内容。

反应信息

• 作为反应物：
  描述：

  双(2,4,5-三氯苯基)二硫化物 在 对甲苯磺酸 、 三苯基膦 作用下， 以 苯 为溶剂， 反应 3.0h， 以100%的产率得到2,4,5-三氯苯硫醇
  参考文献：
  名称：

  Reduction of Sulfonic Acids with Triphenylphosphine–Diaryl Disulfide System

  摘要：

  二芳基二硫化合物是有效的催化剂，能与三苯基膦共用，将芳基磺酸还原为相应产率良好的芳基硫醇，同时将烷基磺酸转化为相应的烷基芳基硫醚。电子供体取代的芳基磺酸比电子受体取代的芳基磺酸更容易被还原，而具有电子受体取代基的二芳基二硫化合物比具有电子供体环取代基的二芳基二硫化合物更有效作为催化剂。

  DOI：

  10.1246/bcsj.57.232
• 作为产物：
  描述：

  三氯苯 在 氯磺酸 、 sodium sulfite 作用下， 反应 3.0h， 生成 双(2,4,5-三氯苯基)二硫化物
  参考文献：
  名称：

  612.一些芳磺酰氯的反应

  摘要：

  DOI：

  10.1039/jr9600003063

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。
• Clay-supported reagents IV. A novel coupling of thiols into disulphides, via thionitrite intermediates using a clay-supported nitrosation reagent.
  作者：André Cornélis、Nicole Depaye、André Gerstmans、Pierre Laszlo

  DOI：10.1016/s0040-4039(00)88106-x

  日期：1983.1

  Thiols are converted into symmetrical disulphides, under very mild conditions, by bentonite-supported Fe(NO3)3.9 H2O.

  在非常温和的条件下，由膨润土负载的Fe（NO 3）3 .9 H 2 O将硫醇转化为对称的二硫化物。
• A Novel Oxidizing Reagent Based on Potassium Ferrate(VI)¹
  作者：Lionel Delaude、Pierre Laszlo

  DOI：10.1021/jo960633p

  日期：1996.1.1

  overoxidation to benzoic acid. The roles of the various parameters (reaction time and temperature, nature of the solvent, method of preparation of the solid reagent) were investigated. The evidence points to a polar reaction mechanism. The ensuing procedure was applied successfully, at room temperature, to oxidation of a series of alcohols to aldehydes and ketones, to oxidative coupling of thiols to

  一种新的，有效的准备已设计出高铁酸钾（VI）（K（2）FeO（4））。研究了这种高价铁盐在非水介质中氧化有机底物的能力。以苯甲醇为模型，确定了多种微孔吸附剂的催化活性。在众多的铝硅酸盐类型的固体载体中，发现K10蒙脱石粘土最能实现苯甲醛的定量形成，而不会过度氧化为苯甲酸。研究了各种参数（反应时间和温度，溶剂的性质，固体试剂的制备方法）的作用。有证据表明存在极性反应机制。随后的程序在室温下成功地用于将一系列醇氧化为醛和酮，硫醇与二硫化物的氧化偶联以及氮衍生物的氧化。在75摄氏度下，该试剂具有氧化活性烃和非活性烃的能力。甲苯变成苯甲醇（和苯甲醛）。环烷烃也以显着（30-40％）的产率被氧化成各自的环烷醇（和环烷酮）。因此，与适当的多相催化剂一起使用的高铁酸钾是一种强力且对环境友好的氧化剂。到相应的环烷醇（和环烷酮）。因此，与适当的多相催化剂一起使用的高铁酸钾是一种强力且对环境友好的氧化剂。到相
• Sulfenylation of heterocyclic 1,3-dicarbonyl systems: 4-Hydroxy-2-pyrones, 6-hydroxy-4-pyrimidones, 4-hydroxy-2-pyridones, 4-hydroxy-6-pyridazinones, and 5-hydroxy-3-pyrazolones
  作者：Barbara Schnell、Thomas Kappe

  DOI：10.1002/jhet.5570370439

  日期：2000.7

  compounds 1, 9,14, and 19, react in dimethylformamide in the presence of potassium carbonate with diaryl disulfides 2 to yield arylsulfenyl derivatives (3, 10, 15, 20). The arylthiolate anions 4 formed in this reaction can be oxidized by air to yield the starting disulfides 2 again. Tetraalkylthiuram disulfides 7 react in the same manner to yield dialkylaminothiocarbonylthio derivatives (8, 13, 18) of the title

  烯醇化的杂芳族1,3-二羰基体系，如标题化合物的阴离子1，9,14，和19，二甲基甲酰胺反应，在碳酸钾的存在下与碳酸二芳基二硫化物2，得到芳基氧硫基衍生物（3，10，15，20）。该反应中形成的芳基硫醇盐阴离子4可以被空气氧化，再次产生起始二硫化物2。四烷基二硫化物7中相同的方式进行反应，得到dialkylaminothiocarbonylthio衍生物（8，13，18的标题化合物）。在氢氧化钠溶液中用过氧化氢氧化芳基亚硫基衍生物通常会导致亚砜（5，11，16），而与过乙酸，得到砜（氧化6，12，17）。
• Chemoselective C-S/S-S Formation between Diaryl Disulfides and Tetraalkylthiuram Disulfides
  作者：Kang Peng、Hui Zhu、Xing Liu、Han-Ying Peng、Jin-Quan Chen、Zhi-Bing Dong

  DOI：10.1002/ejoc.201901401

  日期：2019.12.19

  An efficient C–S/S–S formation for the chemoselective synthesis of aryl dithiocarbamate (C–S formation) and aryl dialkylcarbamo(dithioperoxo)thioate (S–S formation) was studied. The transformation is simple and features easily available starting materials, high selectivity, showing its potential to synthesize biologically or pharmaceutically active compounds.

  研究了化学选择性合成芳基二硫代氨基甲酸酯（CS形成）和芳基二烷基氨基甲酸酯（二硫代过氧）硫酸酯（SS形成）的有效C-S / S-S形成。该转化是简单的，并且具有容易获得的起始原料，高选择性，显示出其合成生物或药物活性化合物的潜力。

表征谱图