苯基碘化硒 | 81926-79-6

• 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: 苯基碘化硒
• 英文名称: phenylselenyl iodide
• 英文别名: benzeneselenenyl iodide；phenylselenenyl iodide；benzeneselenyl iodide；phenylselenium iodide；phenyl selenohypoiodite
• CAS: 81926-79-6
• 化学式: C₆H₅ISe
• 分子量: 282.97
• InChiKey: OIFWKNDBUVXZMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  58-61 °C
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险等级：
  6.1(a)
• 危险品标志：
  T,N-T,N
• 安全说明：
  S20/21,S28A,S45,S60,S61
• 危险类别码：
  R23/25,R50/53,R33
• 包装等级：
  II
• 危险类别：
  6.1(a)
• 危险品运输编号：
  UN 2928
• 储存条件：
  应将产品存放在阴凉干燥处。

SDS

Name:	Phenylselenyl iodide 99+% Material Safety Data Sheet
Synonym:	Benzeneselenyl iodid
CAS:	81926-79-6

Section 1 - Chemical Product MSDS Name:Phenylselenyl iodide 99+% Material Safety Data Sheet
Synonym:Benzeneselenyl iodid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
81926-79-6	PHENYLSELENYL IODIDE	99+	unlisted

Hazard Symbols: T
Risk Phrases: 23/25 33

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic by inhalation and if swallowed. Danger of cumulative effects.The toxicological properties of this material have not been fully investigated.Moisture sensitive.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
Poison by ingestion. The toxicological properties of this substance have not been fully investigated.
Inhalation:
The toxicological properties of this substance have not been fully investigated. Toxic if inhaled.
Chronic:
Not available.

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

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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:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Keep under a nitrogen blanket.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 81926-79-6: 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: Solid
Color: dark brown
Odor: Stench
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 58 - 60 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: C6H5ISe
Molecular Weight: 282.96

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, selenium/selenium oxides, hydrogen iodide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 81926-79-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
PHENYLSELENYL IODIDE - 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: SELENIUM COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3283
Packing Group: II
IMO
Shipping Name: SELENIUM COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3283
Packing Group: II
RID/ADR
Shipping Name: SELENIUM COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3283
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 23/25 Toxic by inhalation and if swallowed.
R 33 Danger of cumulative effects.
Safety Phrases:
S 20/21 When using do not eat, drink or smoke.
S 28A After contact with skin, wash immediately with
plenty of water.
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# 81926-79-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 81926-79-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 81926-79-6 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：

  苯基碘化硒 在 dipotassium peroxodisulfate 、 hydrazine hydrate 、 溶剂黄146 、 potassium iodide 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 24.0h， 生成 (E)-2-(4-hydroxybenzylidene)-N-(1-phenyl-2-(phenylselanyl)ethyl)hydrazine-1-carbothioamide
  参考文献：
  名称：

  烯烃与 NH4SCN 在水中的高选择性自由基异硫氰基硫属元素化

  摘要：

  在催化量的分子碘和化学计量的过硫酸钾存在下，公开了烯烃与NH 4 SCN在水中的绿色、高度化学选择性、区域选择性和顺式选择性自由基异硫氰基硫属元素化。这种三组分反应具有高选择性、环境友好的过程、温和的条件、高产率、优异的官能团耐受性和广泛的底物范围。所得产物可以进一步转化为其他分子，这些化合物与生物活性类似物的结构相似。

  DOI：

  10.1039/d1gc02021h
• 作为产物：
  描述：

  二苯基二硒醚 在 碘 作用下， 生成 苯基碘化硒
  参考文献：
  名称：

  α-苯基硒代羧甲氧基亚甲基三苯基phenyl烷的合成及其Wittig型反应

  摘要：

  报道了α-硒基叶立德碱的第一个例子（3）。它具有足以进行Wittig型反应的活性，为（Z）-α-硒代-α，β-不饱和化合物的立体选择性合成提供了一种新方法（5）。

  DOI：

  10.1016/0040-4039(94)02310-8

文献信息

• Organo-selenium mediated regio- and stereoselective iodoselenylation of alkynes in an aqueous medium: simple access to (<i>E</i>)-β-iodoalkenyl selenides
  作者：Xianghua Zeng、Lu Chen

  DOI：10.1039/c9ob00524b

  日期：——

  as starting materials has been developed. A broad range of alkynes can be employed to afford (E)-β-iodoalkenyl selenides in good to excellent yields and with high regio- and stereoselectivity without the need for any protecting groups.

  已经开发了一种在温和条件下使用市售分子碘（I 2）和二有机亚硒化硒化物为起始原料的简单炔烃简单有效的碘硒烯化的方法。可以使用多种炔烃，以良好至优异的产率以及具有高的区域和立体选择性而无需任何保护基团地提供（E）-β-碘链烯基硒化物。
• Blue light-promoted radical sulfoximido-chalcogenization of aliphatic and aromatic alkenes
  作者：Hongyi Chen、Li Chen、Ze He、Qingle Zeng

  DOI：10.1039/d0gc03899g

  日期：——

  N-(arylthio/seleno)ethyl sulfoxidmines via blue light-promoted radical sulfoximido-chalcogenization of aliphatic and aromatic alkenes was developed. The sulfoximidation process demonstrated high chemoselectivity and allowed a broad substrate scope, completing the sulfoximido-chalcogenization of alkenes in good yields.

  通过脂族和芳族烯烃的蓝光促进的自由基磺酰亚胺亚胺基-硫族化，开发了无过渡金属的N-（芳硫基/硒基）乙基亚砜胺的合成方法。磺酰亚胺化过程显示出高的化学选择性，并允许广泛的底物范围，以高收率完成烯烃的磺酰亚胺亚胺基硫属化。
• Reactivity of Bis(diphenylphosphino)methanide Complexes of Manganese(I) toward Halogens and Pseudohalogens
  作者：Javier Ruiz、Víctor Riera、Marilín Vivanco、Santiago García-Granda、M. R. Díaz

  DOI：10.1021/om980391e

  日期：1998.10.1

  [(PPh2)2CX]- and [(PPh2)2C(X)(Y)] (X = I, CN, SCN, SePh, Y = H; X = Br, Y = H, Br), coordinated to manganese(I), have been prepared by reaction of the methanide complexes [Mn(L)(CO)3(PPh2)2CH}] (L = CO, CNtBu) with the halogen and pseudohalogen molecules Br2, I2, BrCN, (CN)2, (SCN)2 and ISePh followed, when necessary, by the appropriate basic (KOH) or acidic (HBF4) treatment.

  式[[PPh 2）2 CX] -和[（PPh 2）2 C（X）（Y）]的C-官能化二膦甲甲烷和二膦配体（X = I，CN，SCN，SePh，Y = H; X =通过甲烷化物配合物[Mn（L）（CO）3 （PPh 2）2 CH}]的反应制备了与锰（I）配位的Br，Y = H，Br）（L = CO，CN t Bu）与卤素和假卤素分子Br 2，I 2，BrCN，（CN）2，（SCN）2和ISePh结合起来，必要时再进行适当的碱性（KOH）或酸性（HBF 4）处理。
• Three-step synthetic pathway to fused bicyclic hydantoins involving a selenocyclization step
  作者：Biljana M. Šmit、Radoslav Z. Pavlović

  DOI：10.1016/j.tet.2014.12.088

  日期：2015.2

  the synthesis of conformationally constrained fused bicyclic scaffold. They are assembled by a three-step reaction sequence from two variable building blocks (readily available β-ketoesters and alkenyl halides) by combining a Bucherer–Bergs reaction with a final selenium-promoted intramolecular cyclization as a key step. The chemoselectivity of this bicyclic hydantoin formation is strongly influenced

  顺序5-烯基乙内酰脲和吡咯烷成环反应已用于构象约束的稠合双环支架的合成。它们通过三个步骤的反应步骤，由两个可变的结构单元（现成的β-酮酸酯和链烯基卤化物）组装而成，将Bucherer-Bergs反应与最终的硒促进的分子内环化反应结合在一起是关键步骤。这种双环乙内酰脲形成的化学选择性受实验因素（例如溶剂和添加剂的使用）的强烈影响。该反应是区域特异性的，仅给出五元稠合的双环乙内酰脲，具有良好至优异的产率，这是由于在环化步骤中氮原子对环状硒离子中间体的亲核攻击所致。获得了可分离的非对映异构体混合物。主要形成具有桥头取代基和苯基硒代基的顺式关系的产物。该反应可耐受双键的多种取代，此外，在C（5）和N（3）位置存在取代基可提高产生广泛结构多样性的能力。
• Meyer–Schuster-type rearrangement for the synthesis of α-selanyl-α,β-unsaturated thioesters
  作者：Lucas L. Baldassari、Anderson C. Mantovani、Micaela Jardim、Boris Maryasin、Diogo S. Lüdtke

  DOI：10.1039/d0cc07019j

  日期：——

  A new approach to prepare α-selanyl-α,β-unsaturated thioesters from propargylthioalkynes and an electrophilic selenium species is reported. Pivotal is the intermediacy of a sulfur-stabilized vinyl cation, which is captured intramolecularly and ultimately enables 37 examples of the target compounds to be prepared in good yields. Computational studies shed light on the nature of intermediates in this

  报道了一种由炔丙基硫代炔烃和亲电子性的硒制备α-硒基-α，β-不饱和硫酯的新方法。关键是硫稳定的乙烯基阳离子的中间产物，该分子被分子内捕获，最终可以高收率制备37种目标化合物。计算研究揭示了这种转化过程中中间体的性质。