苯并[B]硒吩 | 272-30-0

• 物质功能分类: 化学试剂 - 有机试剂 - 硒化合物
• 分子结构分类: 有机化合物 - 苯类化合物
• 中文名称: 苯并[B]硒吩
• 中文别名: 苯并[b]硒吩
• 英文名称: benzo[b]selenophene
• 英文别名: benzoselenophene；1-benzoselenophene
• CAS: 272-30-0
• 化学式: C₈H₆Se
• 分子量: 181.096
• InChiKey: BNRDGHFESOHOBF-UHFFFAOYSA-N

物化性质

• 熔点：
  45-50 °C
• 沸点：
  100 °C (15 mmHg)
• 稳定性/保质期：
  在常温常压下稳定，但对水敏感。

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• 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

• 危险品标志：
  T,N-T,N
• 安全说明：
  S20/21,S28A,S45,S60,S61
• 危险类别码：
  R50/53
• 海关编码：
  29310099
• 储存条件：
  密封储存，应存放在阴凉、干燥的库房中。

SDS

Name:	Benzo[b]selenophene, 99% Material Safety Data Sheet
Synonym:	Selenonaphtene
CAS:	272-30-0

Section 1 - Chemical Product MSDS Name: Benzo[b]selenophene, 99% Material Safety Data Sheet
Synonym: Selenonaphtene

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
272-30-0	BENZO[B]SELENOPHENE	99.0	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. No information regarding eye irritation and other potential effects was found.
Skin:
May cause skin irritation. No information regarding skin irritation and other potential effects was found.
Ingestion:
The toxicological properties of this substance have not been fully investigated.
Inhalation:
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:
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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water. 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 water spray, dry chemical, carbon dioxide, or chemical foam.

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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:
Wash thoroughly after handling. Avoid contact with skin and eyes. Avoid ingestion and inhalation. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 272-30-0: United Kingdom, WEL - TWA: (listed as selenium compounds): 0.1 mg TWA (except hydrogen selenide, as Se) United Kingdom, WEL - STEL: (listed as selenium compounds): 0.3 m STEL (except hydrogen selenide, as Se)
United States OSHA: 0.2 mg/m3 TWA (as Se) (listed under Selenium compounds). Belgium - TWA: (listed as selenium compounds): 0.2 mg/m3 VLE (as
Japan: (listed as selenium compounds): 0.1 mg/m3 OEL (except SeH2 SeF6, as Se)
Malaysia: (listed as selenium compounds): 0.2 mg/m3 TWA (as Se)
Netherlands: (listed as selenium compounds): 0.1 mg/m3 MAC (as Se
Spain: (listed as selenium compounds): 0.1 mg/m3 VLA-ED (except hydrogen selenide, as Se) 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: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 100 deg C @ 15.00mm Hg
Freezing/Melting Point: 48 - 50 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: C8H6Se
Molecular Weight: 181.10

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, selenium/selenium oxides.
Hazardous Polymerization: Has not been reported.

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 272-30-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
BENZO[B]SELENOPHENE - 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: Not available.
Risk Phrases:
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# 272-30-0: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 272-30-0 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 272-30-0 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 9/02/1997 Revision #2 Date: 3/18/2003 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  苯并[B]硒吩 在 氯仿 、 溴 、 sodium acetate 作用下， 生成 2,3-Dibrom-benzoselenophen
  参考文献：
  名称：

  Magdesiewa; Wdowin, 1972, p. 15,18; engl. Ausg. S. 13

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-β,o-dibromo-β-trimethylsilylstyrene 在 正丁基锂 、 环八硒 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 苯并[B]硒吩
  参考文献：
  名称：

  Synthesis of 1-Benzometalloles Containing Group 14, 15, and 16 Heavier Elements via a Common Dilithiostyrene Intermediate.

  摘要：

  第14族（Si、Ge、Sn）、第15族（P、As、Sb、Bi）和第16族（Se、Te）的2-三甲基硅基-1-苯基金属富烯（7）是通过相应的金属试剂与β,o-二锂-β-三甲基硅基苯乙烯中间体（6）反应制备得到的，该中间体（6）是通过苯乙炔或邻溴碘苯经过三步反应衍生而来。7中的三甲基硅基可以通过四丁基氟化铵处理方便地去除，得到C未取代的1-苯基金属富烯（10）。

  DOI：

  10.1248/cpb.42.1437

文献信息

• Dioxazolones as masked ester surrogates in the Pd(<scp>ii</scp>)-catalyzed direct C–H arylation of 6,5-fused heterocycles
  作者：Paridhi Saxena、Neha Maida、Manmohan Kapur

  DOI：10.1039/c9cc05563k

  日期：——

  simple and effective Pd(II)-catalyzed regioselective C(2)–H arylation of 6,5-fused heterocycles with dioxazolones as a masked ester surrogate under mild conditions is reported. The significance of the arylation is highlighted by the new reactivity demonstrated in dioxazolones via proximal C–H activation of the cyclic carbonate of the hydroxamic acid functionality under protic conditions.

  据报道，在温和的条件下，一种简单有效的Pd（II）催化6,5-稠合杂环与二恶唑酮作为掩蔽酯替代物的区域选择性C（2）–H芳基化反应。通过在质子条件下通过近端C–H活化异羟肟酸官能团的环状碳酸酯在二恶唑酮中显示出新的反应性，突出了芳基化的重要性。
• A versatile synthetic route to 1-benzometalloles involving the first examples of several C-unsubstituted benzometalloles
  作者：Jyoji Kurita、Makoto Ishii、Shuji Yasuike、Takashi Tsuchiya

  DOI：10.1039/c39930001309

  日期：——

  The group 14 (Si, Ge, Sn), group 15 (P, As, Sb, Bi) and group 16 (S, Se, Te)(2-trimethylsilyl)-1-benzometalloles 5 have been prepared from phenylacetylene via three steps and converted into the corresponding C-unsubstituted benzometalloles 7 by detrimethylsilylation.

  第14族（Si、Ge、Sn）、第15族（P、As、Sb、Bi）和第16族（S、Se、Te）的(2-三甲基硅基)-1-苯基金属罗尔斯 5 通过三步反应从苯乙炔制备，并通过去三甲基硅基化转化为相应的C-未取代的苯基金属罗尔斯 7。
• Metal‐Free Synthesis of Aryl Selenocyanates and Selenaheterocycles with Elemental Selenium
  作者：Xue Zhang、Xiao‐Bo Huang、Yun‐Bing Zhou、Miao‐Chang Liu、Hua‐Yue Wu

  DOI：10.1002/chem.202004005

  日期：2021.1.13

  This work reports a green method for the synthesis of aryl selenocyanates via a three‐component reaction of arylboronic acids, Se powder, and trimethylsilyl cyanide (TMSCN) under metal‐free and additive‐free conditions. Remarkably, TMSCN acts as not only the substrate, but also the catalyst. Various selenaheterocycles can be also accessed with a catalytic amount of TMSCN.

  这项工作报告了一种在无金属和无添加剂条件下通过芳基硼酸，硒粉和三甲基甲硅烷基氰化物（TMSCN）的三组分反应合成芳基硒氰酸酯的绿色方法。显着地，TMCSN不仅充当底物，而且充当催化剂。还可使用催化量的TMSCN来获得各种硒杂环。
• The preparation of selenium-containing aromatic and heterocyclic<i>C</i>-substituted α-amino acetic acid derivatives of potential biomedical application
  作者：Tsvi Sadeh、Michael A. Davis、Ran Gil、Uri Zoller

  DOI：10.1002/jhet.5570180824

  日期：1981.12

  Model selenium-containing aromatic and heterocyclic C-substituted α-amino acid compounds have been synthesized as potential biomedical organ scanning application (external imaging) agents. The synthesis is based on the amidoalkylation of aromatic and heterocyclic compounds with α-hydroxyglyoxylic acid-primary amide adducts (2). The procedure is simple and straightforward, the overall yields are good

  作为潜在的生物医学器官扫描应用（外部成像）试剂，已经合成了含模型的含硒芳香族和杂环C取代的α-氨基酸化合物。合成是基于芳香族化合物和杂环化合物与α-羟基乙醛酸-伯酰胺加合物的酰胺烷基化反应（2）。该方法简单明了，总收率良好，该方法似乎普遍用于制备多种含硒氨基酸（4）。
• Palladium‐Catalyzed Direct Cross‐Dehydrogenative Alkynylation of Selenophenes
  作者：Shi‐Yen Chen、Yan‐Hsiang Tseng、Chia‐Fang Lu、Chun‐Yao Chuang、Yen‐Ju Cheng

  DOI：10.1002/adsc.202100741

  日期：2021.10.5

  A palladium-catalyzed (Pd(PPh3)4/Ag2O/PivOH) C2-regioselective direct dehydrogenative alkynylation of unsubstituted selenophene was achieved. The selenophenes substituted with R1 groups at 2-position can be C5-alkynylated with a variety of 4-substituted phenylacetylenes (R2 groups). The R1 and R2 can be either electron-withdrawing or electron-donating groups, demonstrating a wide range of substrate

  实现了钯催化的 (Pd(PPh 3 ) 4 /Ag 2 O/PivOH) C 2 -区域选择性直接脱氢炔基化未取代的硒吩。在2-位被R 1基团取代的硒吩可以用多种4-取代的苯乙炔(R 2基团)进行C 5 -炔基化。R 1和R 2可以是吸电子基团或给电子基团，表现出广泛的底物范围和各种官能团耐受性。单/C 2炔基化硒酚随后可以在 C 5处进行第二次直接炔基化-位置以提供对称或不对称的供体-π-受体 2,5-二炔基化硒酚。

表征谱图