5H苯并[B]酰吲哚 | 244-87-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 吲哚类化合物
• 分子结构分类: 有机化合物 - 苯类化合物
• 中文名称: 5H苯并[B]酰吲哚
• 英文名称: 5H-benzo[b]phosphindole
• CAS: 244-87-1
• 化学式: C₁₂H₉P
• 分子量: 184.177
• InChiKey: IGDNJMOBPOHHRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• 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

SDS

---

Section 1: Product Identification
Chemical Name: 5H-Benzo[b]phosphindole, 99%
CAS Registry Number: 244-87-1
Formula: C12H9P
EINECS Number: none
Chemical Family: organophosphine ligand
Synonym: none

---

Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 244-87-1 100% no data no data

---

Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract. May be harmful if swallowed.
Primary Routes of Exposure: Ingestion, inhalation, skin
Eye Contact: Causes slight to mild irritation of the eyes.
Skin Contact: Causes slight to mild irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract. May be harmful by inhalation
Ingestion: No information available on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
Chronic Health Affects: No information on long-term chronic effects.
NTP: No
IARC: No
OSHA: No

---

SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

---

SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide, dry powder or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit irritating fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

---

SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non-combustible adsorbent and
Spill and Leak Procedures:
swept up.

---

SECTION 7: Handling and Storage
Store in a tightly sealed container under an inert atmosphere of nitrogen or argon. Keep in a cool, dry,
Handling and Storage:
well-ventilated area.

---

SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

---

SECTION 9: Physical and Chemical Properties
Color and Form: white pwdr
Molecular Weight: 184.17
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: pungent odor
Solubility in Water: insoluble

---

SECTION 10: Stability and Reactivity
Stability: air sensitive
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: prolonged exposure to air
Incompatibility: strong oxidizing agents
Decomposition Products: carbon monoxide, carbon dioxide, phosphorus oxides and organic fumes.

---

SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

---

SECTION 12: Ecological Information
Ecological Information: No information available

---

SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

---

SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

---

SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Not reportable under SARA 313
Second Ingredient: none

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5H苯并[B]酰吲哚 在 正丁基锂 、 sodium carbonate 、 二异丙胺 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 24.5h， 生成 P--P-methyldibenzylphospholium trifluoromethanesulfonate
  参考文献：
  名称：

  动力学（非平衡）因素在共轭叶立德的 Wittig 反应中占主导地位

  摘要：

  Reactions de Wittig d'ylures 稳定 par des groupements 酯，乙烯基 ou 苄基。反应中间体、甜菜碱和氧杂菲坦的练习曲

  DOI：

  10.1021/ja00197a055
• 作为产物：
  描述：

  三苯基氧化膦 在 lithium 、 苯基锂 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 5H苯并[B]酰吲哚
  参考文献：
  名称：

  Phosphorescent OLEDs assembled using Os(ii) phosphors and a bipolar host material consisting of both carbazole and dibenzophosphole oxide

  摘要：

  我们报告了用 2-吡啶基（或 2-异喹啉基）吡唑螯合物以及一种新的二膦、1,2-双（膦酰基）苯螯合物（pp2b）合成的一系列新的 Os(II) 复合物（1-3）。研究人员通过吸收/发射和计算方法，对所得到的 Os(II) 复合物进行了全面表征，并理解了它们的结构和光谱特性。pp2b固有的电子丰富性、受限的旋转障碍和良好的立体阻碍，使其能以高量子效率产生橙色和红色磷光。为了探索这些基于 Os(II) 的有机发光二极管，我们还合成了一种双极材料 5-[4-(咔唑-9-基)苯基] 二苯并膦唑-5-氧化物（CzPhO），它同时具有咔唑供体和二苯并膦唑氧化物受体。据报道，使用复合物 1 和 3 作为掺杂剂，4,4′-N,N′-二咔唑联苯（CBP）或 CzPhO 作为宿主，成功地制造出了有机发光二极管。相比之下，以 1 为发射体的 CBP 和 CzPhO 器件的峰值效率 EQE 分别为 10.9%、ηL 为 21.7 cd A-1 和 ηp 为 11.9 lm W-1，而 EQE 为 14.3%、ηL 为 34.8 cd A-1 和 ηp 为 45.2 lm W-1。

  DOI：

  10.1039/c2jm16674g

文献信息

• Eine einfache synthese von tripod-liganden H3CC(CH2PAr2)3: Anwendungsbreite und komplexchemie
  作者：A. Muth、O. Walter、G. Huttner、A. Asam、L. Zsolnai、Ch. Emmerich

  DOI：10.1016/0022-328x(94)80044-8

  日期：1994.4

  The reaction of 1,1,1-tris(chlormethyl)ethane H3CC(CH2Cl)3 with Ar2PH in DMSO as the solvent using KOH/H2O as the base gives good yields of tripod ligands H3CC(CH2PAr2)3, 2. Using Ph2PH as the phosphine component, it is shown that the chloride substituents of H3CC(CH2Cl)3 are exchanged in sequence by the formation of H3CC(CH2Cl)2(CH2PPh2), 1a, and H3CC(CH2Cl)(CH2PPh2)2, 1b, respectively. The product

  1,1,1-三（氯甲基）乙烷H 3 CC（CH 2 Cl）3与Ar 2 PH在DMSO中的溶剂以KOH / H 2 O为碱的反应产生了良好的三脚架配体H 3 CC收率（CH 2 PAR 2）3，2。使用Ph 2 PH作为膦组分，表明H 3 CC（CH 2 Cl）3的氯取代基通过形成H 3 CC（CH 2 Cl）2（CH 2 PPh 2）依次交换，图1A和H 3 CC（CH 2 Cl）的（CH 2 PPH 2）2，1B，分别。产品组成几乎完全由所应用的化学计量确定。获得三脚架配体2，其中Ar =苯基，2a，3-甲苯基，2b，4-甲苯基，2c，4-叔丁基苯基，2d，1-萘基，2f和Ar 2 P二苯并磷酰基，2e作为Ar 2个P组。它们在钼和铁的配合物的面部的协调能力是通过所述类型的化合物的表征证实三球的Mo（CO）3，3，和[三脚架-铁（NCCH 3）3 ]（BF 4）2，4。化合物1-4的
• Mild electrophilic trifluoromethylation of secondary and primary aryl- and alkylphosphines using hypervalent iodine(iii)–CF3 reagents
  作者：Patrick Eisenberger、Iris Kieltsch、Nicolas Armanino、Antonio Togni

  DOI：10.1039/b801424h

  日期：——

  A direct, mild and efficient trifluoromethylation of primary and secondary phosphines is achieved with easily accessible, cheap hypervalent iodine compounds acting as electrophilic CF(3)-transfer reagents.

  直接，温和和有效的伯，仲膦的三氟甲基化反应可以通过容易获得，便宜的高价碘化合物作为亲电CF（3）转移试剂来实现。
• <i>Ortho</i> -Trialkylstannyl Arylphosphanes by C-P and C-Sn Bond Formation in Arynes
  作者：Yuanming Li、Shyamal Chakrabarty、Christian Mück-Lichtenfeld、Armido Studer

  DOI：10.1002/anie.201509329

  日期：2016.1.11

  A novel and efficient approach to ortho‐trialkylstannyl arylphosphanes by the reaction of arynes generated in situ with stannylated phosphanes (R3SnPR2) is described. Concurrent CP and CSn bond formation occurs with high yields, and stannylated products are easily transformed into valuable ortho‐substituted arylphosphanes. The reaction features high efficiency, good regioselectivity, and excellent

  一种新颖和有效的方法来邻位由就地与stannylated膦生成arynes的反应-trialkylstannyl arylphosphanes（R 3 Sn的 PR 2）进行说明。并发Ç  P和C  Sn键的形成具有高的产率发生，并且stannylated产品很容易转化成有价值的邻位-取代的arylphosphanes。该反应具有高效率，良好的区域选择性和优异的实用性的特征。
• 碳水化合物单膦、它们的制备方法和用途
  申请人：东莞市均成高新材料有限公司

  公开号：CN111018923A

  公开（公告）日：2020-04-17

  本发明提供具有通式Ia、Ib、IIa或IIb的碳水化合物单膦，包括磷原子构型不同的Ia和Ib的混合物或者磷原子构型不同的IIa和IIb的混合物，和它们的制备方法；本发明描述了碳水化合物单膦的硼烷加合物、氧化物、硫化物或硒化物；此外，本发明还提供了碳水化合物单膦配位的钯络合物；碳水化合物单膦与钯盐或络合物组成的催化体系、或碳水化合物单膦配位的钯络合物在催化有机反应中的用途亦是本发明的一部分，特别是在催化（拟）卤代芳烃去形成新的C‑C、或C‑N键的偶联反应中的用途。
• Chirale Tripod‐Liganden mit Phosphit‐Donorgruppe: Synthese und Komplexchemie
  作者：Johannes Scherer、Gottfried Huttner、Michael Büchner

  DOI：10.1002/cber.19961290617

  日期：1996.6

  Chiral Tripodal Ligands Bearing a Phosphite Donor Group: Synthesis and Coordination Chemistry

  带有亚磷酸盐供体基团的手性三脚架配体：合成和配位化学