2,2’-二氟二苯二硫醚 | 14135-38-7

• 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’-二氟二苯二硫醚
• 中文别名: 2,2'-二氟二苯二硫醚；2,2'-二氨基联苯
• 英文名称: bis(2-fluorophenyl) disulfide
• 英文别名: 1,2-bis(2-fluorophenyl)disulfane；2,2'-difluorodiphenyl disulfide；1,2-bis(2-fluorophenyl) disulfide；2,2’-difluorodiphenyldisulfide；2,2'-Difluorodiphenyldisulfide；1-fluoro-2-[(2-fluorophenyl)disulfanyl]benzene
• CAS: 14135-38-7
• 化学式: C₁₂H₈F₂S₂
• 分子量: 254.324
• InChiKey: BSLPHWROVJBMHX-UHFFFAOYSA-N

物化性质

• 沸点：
  292.2±25.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 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：
  4

安全信息

• 海关编码：
  2930909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  | 2-8°C |

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2,2’-Difluoro 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’-Difluoro diphenyl disulfide
CAS number: 14135-38-7

---

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.
Storage: Store in closed vessels.

---

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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C12H8F2S2
Molecular weight: 254.3

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen fluoride, 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’-二氟二苯二硫醚 在 正丁基锂 、 N,N,N'-三甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.25h， 以62%的产率得到2,2,2-trifluoro-N-[5-[[2-(2-fluorophenyl)sulfanyl-4-(trifluoromethoxy)phenyl]-hydroxymethyl]-2,3-dihydro-1H-inden-1-yl]acetamide
  参考文献：
  名称：

  [EN] CANNABINOID RECEPTOR LIGANDS
  [FR] LIGANDS DES RECEPTEURS DE CANNABINOIDES

  摘要：

  式（I）的化合物或其药用可接受的盐或溶剂，其中：R1、R2、L1、L2、M1、M2、n、p、q、A、D、X、Y和Z如说明书中所述；其药用组合物，制备所述药用组合物的方法；以及使用方法。

  公开号：

  WO2004048322A1
• 作为产物：
  描述：

  邻氟苯基氯化汞 在 sulfur 作用下， 以 环丁砜 为溶剂， 生成 2,2’-二氟二苯二硫醚
  参考文献：
  名称：

  Preparation of disulphides from organomercury compounds and sulphur

  摘要：

  DOI：

  10.1016/s0022-328x(00)91091-x
• 作为试剂：
  描述：

  反-7-苯基-庚-4-烯-1-醇 在 2,2’-二氟二苯二硫醚 、 Ir[dF(CF₃)ppy]₂(5,5'-dCF₃bpy)PF₆ 、 tetrabutylphosphonium diphenyl phosphate 作用下， 反应 48.0h， 以81%的产率得到四氢化-2-(3-苯基丙基)呋喃
  参考文献：
  名称：

  通过质子耦合电子转移实现未活化烯烃的催化加氢醚化。

  摘要：

  我们报告了一种催化光驱动方法，用于未活化烯醇的分子内加氢醚化以提供环醚产品。这些反应在 Ir III基光氧化还原催化剂、布朗斯台德碱催化剂和氢原子转移 (HAT) 助催化剂存在下在可见光照射下发生。反应性烷氧基被认为是关键中间体，是通过质子耦合电子转移机制直接均裂激活醇 O−H 键而产生的。该方法表现出广泛的底物范围和高官能团耐受性，并且适应多种烯烃取代模式。还提出了证明该催化系统扩展到碳醚化反应的结果。

  DOI：

  10.1002/anie.202003959

文献信息

• An Organodiselenide with Dual Mimic Function of Sulfhydryl Oxidases and Glutathione Peroxidases: Aerial Oxidation of Organothiols to Organodisulfides
  作者：Vandana Rathore、Aditya Upadhyay、Sangit Kumar

  DOI：10.1021/acs.orglett.8b02756

  日期：2018.10.5

  peroxidase (GPx) enzymes for oxidation of thiols by oxygen and hydrogen peroxide, respectively, into disulfides has been presented. The developed catalyst oxidizes an array of organothiols into respective disulfides in practical yields by using aerial O2 to avoid any reagents/additives, base, and light source. The synthesized diselenide also catalyzes the reduction of hydrogen peroxide into water by following

  提出了一种新型的有机二硒化物，其模拟巯基氧化酶和谷胱甘肽过氧化物酶（GPx）酶，分别通过氧和过氧化氢将硫醇氧化成二硫化物。所开发的催化剂通过使用空中O 2避免任何试剂/添加剂，碱和光源，以实际收率将一系列有机硫醇氧化为相应的二硫化物。合成的二硒化物还通过遵循GPx酶催化循环，以49.65±3.7μM·min –1的还原率，催化过氧化氢还原为水。
• Unsymmetrical Disulfides Synthesis via Sulfenium Ion
  作者：Amarchand Parida、Khokan Choudhuri、Prasenjit Mal

  DOI：10.1002/asia.201900620

  日期：2019.8

  An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron‐rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, the target syntheses were achieved in one pot under aerobic condition.

  报道了一种通过sulf离子合成不对称二硫化物的方法。原位富电子硫醇生成的亲电子sulf离子与第二硫醇反应生成不对称的二硫键。使用碘催化剂和4-二甲基氨基吡啶（DMAP）/水作为促进剂，在有氧条件下在一锅中即可完成目标合成。
• Solvent free, palladium catalyzed highly facile synthesis of diaryl disulfides from aryl thiols
  作者：Pratip Kumar Dutta、Arpi Majumder、Sanjay Dutta、Basab Bijayi Dhar、Parthapratim Munshi、Subhabrata Sen

  DOI：10.1016/j.tetlet.2016.12.074

  日期：2017.2

  An efficient solvent free Pd(pCH2S)2dba catalyzed green-chemical strategy for the synthesis of diaryl disulfides from aryl thiols in moderate to excellent yield is reported. Variety of diaryl disulfides were synthesized. The catalyst is recyclable up to four cycles.

  报道了一种有效的无溶剂的Pd（pCH 2 S）2 dba催化的绿色化学策略，用于以中等至极好的收率从芳基硫醇合成二芳基二硫化物。合成了多种二芳基二硫化物。催化剂可循环使用多达四个循环。
• Nickel-catalyzed direct C–H bond sulfenylation of acylhydrazines
  作者：Jun-Ming Li、Yang Yu、Jiang Weng、Gui Lu

  DOI：10.1039/c8ob01481g

  日期：——

  A Ni-catalyzed direct C–H bond sulfenylation of acylhydrazines was developed. The reaction used N-(pyridinyl)hydrazine as the bidentate-directing group, which can be smoothly removed through reductive N–N cleavage. This system can bear various important functional groups, providing an efficient route for the preparation of diverse diaryl sulfides.

  Ni催化的酰肼的直接C–H键亚磺酰基化反应得到了发展。该反应使用N-（吡啶基）肼作为双齿导向基团，可通过还原性N-N裂解将其平滑除去。该系统可以带有各种重要的官能团，为制备各种二芳基硫醚提供了有效的途径。
• α-Arylchalcogenation of acetone with diaryl dichalcogenide via metal-free oxidative C(sp3)–H bond functionalization
  作者：Guobing Yan、Arun Jyoti Borah、Lianggui Wang、Zhangjin Pan、Shuangshuang Chen、Xuqian Shen、Xiangmei Wu

  DOI：10.1016/j.tetlet.2015.05.059

  日期：2015.7

  Direct α-arylchalcogenation of acetone with diaryl dichalcogenides has been achieved by using a mixture of TBHP and DTBP oxidants at 120 °C without transition-metal catalyst via oxidative C(sp3)–H bond functionalization. The method exhibits good functional group tolerance and products were isolated in moderate to high yields.

  通过在120°C下使用TBHP和DTBP氧化剂的混合物，而无过渡金属催化剂通过C（sp3）–H键的氧化作用，可实现丙酮与二芳基二卤代丙酮的直接α-芳基硫醇化。该方法表现出良好的官能团耐受性，并且以中等至高收率分离出产物。