2,2’-二氯二苯二硫醚 | 31121-19-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硫醇/硫酚
• 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: 2,2’-二氯二苯二硫醚
• 中文别名: 2,2'-二氯二苯二硫醚；2,2-二氯二苯基二硫化物
• 英文名称: bis(2-chlorobenzene)disulfide
• 英文别名: bis(2-chlorophenyl) disulfide；1,2-bis(2-chlorophenyl)disulfane；bis(o-chlorophenyl) disulfide；1,2-bis(2-chlorophenyl) disulfide；2,2'-dichlorodiphenyl disulfide；2,2'-Dichloro diphenyl disulfide；1-chloro-2-[(2-chlorophenyl)disulfanyl]benzene
• CAS: 31121-19-4
• 化学式: C₁₂H₈Cl₂S₂
• 分子量: 287.234
• InChiKey: IQCDDWQDDMUOCQ-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83°C
• 溶解度：
  氯仿（轻微溶解）、DMSO（轻微溶解、加热、超声处理）、甲醇（轻微溶解、加热、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 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

• 海关编码：
  2930909090
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2,2’-Dichloro diphenyl disulfide
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 2,2’-Dichloro diphenyl disulfide
CAS number: 31121-19-4

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C12H8Cl2S2
Molecular weight: 287.2

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen chloride, sulfur oxides.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,2’-二氯二苯二硫醚 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 次氯酸叔丁酯 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  由磺酰亚胺基氟化物合成CF 3取代的亚磺酰亚胺

  摘要：

  通过用Ruppert-Prakash试剂（TMSCF 3）和四丁基氟化铵（TBAF）的组合处理磺酰亚胺基酰氟，可以制得受N保护的三氟甲基取代的亚磺酰亚胺。遵循两种合成路线获取起始原料，并针对每个反应顺序评估底物范围。因此，以中等至良好的产率获得了多种芳基取代的产物。

  DOI：

  10.1021/ol103030w
• 作为产物：
  描述：

  1-氯-2-碘苯 在 copper(II) acetate monohydrate 、 potassium carbonate 、 巯基乙酸 作用下， 以 水 、 二甲基亚砜 为溶剂， 以89 %的产率得到2,2’-二氯二苯二硫醚
  参考文献：
  名称：

  使用巯基乙酸和铜催化剂溶剂选择性合成二芳基二硫化物和芳硫基乙酸

  摘要：

  开发了一种使用巯基乙酸作为硫源从芳基碘化物合成二芳基二硫化物的有效铜催化方案。这种转化仅在含水 DMSO 中成功，当溶剂系统切换到含水 DMF 时，得到芳硫基乙酸，即直接的 C-S 偶联产物。每个合成方案都经过优化并应用于各种芳基碘化物，以良好至优异的收率提供相应的产物。

  DOI：

  10.1055/a-2178-1701
• 作为试剂：
  描述：

  (E)-2,2'-(5-chloropent-3-ene-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 在 2,2’-二氯二苯二硫醚 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成 2,2'-(3-propoxy-4-vinylcyclopentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
  参考文献：
  名称：

  通过二硼促进乙烯基环丙烷开环生成同烯丙基 α,α-二硼基自由基：顺式非对映选择性硼基环加成**

  摘要：

  通过使用偕二硼基作为乙烯基环丙烷 (VCP) 开环活化剂，开发了一种获得同烯丙基 α,α-二硼基自由基的通用方法。这些硼稳定的自由基参与与多种烯烃的[3+2]环加成反应，以顺式非对映选择性方式提供二硼基环戊烷，这通过定量NOE和DFT研究得到证实和合理化。

  DOI：

  10.1002/chem.202303175

文献信息

• The Chan-Lam Reaction of Chalcogen Elements Leading to Aryl Chalcogenides
  作者：Jin-Tao Yu、Huan Guo、Yuanqiuqiang Yi、Haiyang Fei、Yan Jiang

  DOI：10.1002/adsc.201300853

  日期：2014.3.10

  is established, which provides diaryl disulfides or diaryl monoselenides in moderate to good yields with excellent selectivities, respectively. Moreover, after sequential reduction and coupling with aryl/alkyl iodides in one pot, unsymmetrical monosulfides were obtained in good yields.

  建立了用元素硫或硒进行铜催化的芳基硼酸硫属化合物，分别以中等至良好的收率提供了二芳基二硫化物或二芳基单硒化物，并具有优异的选择性。此外，在一罐中顺序还原并与芳基/烷基碘偶联后，以良好的收率获得了不对称的单硫化物。
• Hydrotalcite Clay-catalysed Air Oxidation of Thiols
  作者：Masao Hirano、Hiroyuki Monobe、Sigetaka Yakabe、Takashi Morimoto

  DOI：10.1039/a808922a

  日期：——

  Hydrotalcite is an efficient catalyst for air oxidation of a variety of aromatic, aliphatic and alicyclic thiols in hexane, affording the corresponding disulfides in excellent to quantitative yields under mild and neutral conditions.

  水滑石是多种芳香族、脂肪族和脂环族硫醇在己烷中进行空气氧化的高效催化剂，在温和和中性条件下，可以优异至定量的产率得到相应的二硫化物。
• Oxidation of Thiols to Disulfides Using Silica Chloride as a Heterogeneous Catalyst
  作者：Manisha Sathe、Ramarao Ghorpade、Mahabir Parshad Kaushik

  DOI：10.1246/cl.2006.1048

  日期：2006.9

  Silica chloride is used as a selective and effective heterogeneous catalyst for the rapid conversion of thiols to disulfides with quantitative yields in a very short period of time.

  氯化硅用作选择性和有效的多相催化剂，用于在很短的时间内以定量收率快速将硫醇转化为二硫化物。
• Simple and Selective Oxidation of Thiols to Disulfides with Dimethylsulfoxide Catalyzed by Dichlorodioxomolybdenum(VI)
  作者：Roberto Sanz、Rafael Aguado、María R. Pedrosa、Francisco J. Arnáiz

  DOI：10.1055/s-2002-28520

  日期：——

  Selective and quantitative conversion of thiols to disulfides was effected by dimethyl sulfoxide under mild conditions catalyzed by dichlorodioxomolybdenum(VI).

  在二氯二氧钼 (VI) 催化的温和条件下，二甲亚砜可将硫醇选择性和定量地转化为二硫化物。
• Alumina: an Efficient and Reusable Catalyst for the Oxidative Coupling of Thiols with DMSO
  作者：Masao Hirano、Sigetaka Yakabe、Hiroyuki Monobe、Takashi Morimoto

  DOI：10.1039/a802772b

  日期：——

  An inexpensive combination of common laboratory reagents, dimethyl sulfoxide (DMSO) and chromatographic neutral alumina, gives an efficient, selective, and high-yielding oxidation of aromatic, aliphatic and alicyclic thiols to the corresponding disulfides in excellent yields under relatively mild conditions.

  常用实验室试剂、二甲基亚砜 (DMSO) 和色谱中性氧化铝的廉价组合，可在相对温和的条件下以优异的收率将芳香族、脂肪族和脂环族硫醇高效、选择性和高产地氧化成相应的二硫化物。