1,2-二苯基苯 | 1159-86-0

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 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: 1,2-二苯基苯
• 中文别名: 1,2-联苯甲酰苯；1,2-二苯基苯试剂；1,2-二苯甲酰苯；1,2-二苯基苯 试剂
• 英文名称: o-dibenzoylbenzene
• 英文别名: 1,2-dibenzoylbenzene；1,2-phenylenebis(phenylmethanone)；DBB；2-benzoylbenzophenone；(2-benzoylphenyl)-phenylmethanone
• CAS: 1159-86-0
• 化学式: C₂₀H₁₄O₂
• mdl: MFCD00003078
• 分子量: 286.33
• InChiKey: OJLABXSUFRIXFL-UHFFFAOYSA-N

物化性质

• 熔点：
  144-147 °C
• 沸点：
  388.69°C (rough estimate)
• 密度：
  1.165
• 稳定性/保质期：
  如果按照规定使用和储存，则不会发生分解，没有已知的危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2914399090
• 储存条件：
  保持贮藏器密封，并将其存放在阴凉、干燥处。确保工作间有良好的通风或排气设施。

SDS

Name:	1 2-Dibenzoylbenzene 97% Material Safety Data Sheet
Synonym:	2-Benzoylbenzophenone
CAS:	1159-86-0

Section 1 - Chemical Product MSDS Name:1 2-Dibenzoylbenzene 97% Material Safety Data Sheet
Synonym:2-Benzoylbenzophenone

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1159-86-0	1,2-Dibenzoylbenzene	97%	214-597-2

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.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. 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: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use agent most appropriate to extinguish fire.

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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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1159-86-0: 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: Powder
Color: bright yellow
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 146.00 - 147.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C20H14O2
Molecular Weight: 286.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1159-86-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,2-Dibenzoylbenzene - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 1159-86-0: No information available.
Canada
CAS# 1159-86-0 is listed on Canada's DSL List.
CAS# 1159-86-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1159-86-0 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：

  1,2-二苯基苯 在 三乙基硅烷 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 氘代氯仿 为溶剂， 反应 0.17h， 以37%的产率得到1,3-二苯基异苯并呋喃
  参考文献：
  名称：

  简便的Sc（OTf）3催化邻邻二羰基苯生成异苯并呋喃并进行连续芳构化

  摘要：

  异苯并呋喃可以使用氢化硅烷由邻苯二甲醛制备。形成的异苯并呋喃通过狄尔斯-阿尔德反应被烯烃捕获。进一步脱水以提供共轭芳族化合物。催化量的Sc（OTf）3促进了该多步反应。

  DOI：

  10.1021/ol201479p
• 作为产物：
  描述：

  邻苯二甲酸二甲酯 生成 1,2-二苯基苯
  参考文献：
  名称：

  Guyot; Catel, Bulletin de la Societe Chimique de France, 1906, vol. <3> 35, p. 554

  摘要：

  DOI：

文献信息

• Iodination/Amidation of the <i>N</i>-Alkyl (Iso)quinolinium Salts
  作者：Juan Tang、Xue Chen、Chao-qun Zhao、Wen-jing Li、Shun Li、Xue-li Zheng、Mao-lin Yuan、Hai-yan Fu、Rui-xiang Li、Hua Chen

  DOI：10.1021/acs.joc.0c02321

  日期：2021.1.1

  NaIO4-mediated sequential iodination/amidation reaction of N-alkyl quinolinium iodide salts has been first developed. This cascade process provides an efficient way to rapidly synthesize 3-iodo-N-alkyl quinolinones with high regioselectivity and good functional group tolerance. This protocol was also amenable to the isoquinolinium salts, thus providing a complementary method for preparing the 4-iodo-N-alkyl

  所述的NaIO 4介导的顺序碘化/酰胺化的反应ñ -烷基喹啉鎓碘化物盐已被首先开发。该级联过程提供了快速合成具有高区域选择性和良好的官能团耐受性的3-碘-N-烷基喹啉酮的有效方法。该方案也适用于异喹啉鎓盐，因此提供了制备4-碘-N-烷基异喹啉酮的补充方法。
• Visible‐Light‐Promoted Regio‐ and Stereoselective Oxyalkenyl‐ation of Phosphinyl Allenes
  作者：Xue Sun、Teng Liu、Yan‐Tong Yang、Yue‐Jie Gu、Yu‐Wei Liu、Yi‐Gang Ji、Kai Luo、Jie Zhu、Lei Wu

  DOI：10.1002/adsc.202000214

  日期：2020.7.16

  time. This protocol, merging visible light photoredox and palladium catalysis, provides a direct approach to conjugated tertiary allylic alcohol derivatives with broad functional group tolerance in moderate to excellent yields. Mechanistic studies suggest that, although two possible pathways exist in the transformation, radical oxyalkenylation promoted by visible light photoredox takes over the major

  首次揭示了次膦基烯丙基的高度区域和立体选择性的氧烯基化。该协议，结合了可见光的光氧化还原和钯催化作用，提供了一种直接的方法，以中等到极好的收率，具有宽泛的官能团耐受性的共轭叔烯丙基醇衍生物。机理研究表明，尽管转化中存在两个可能的途径，但可见光光氧化还原促进的自由基氧烯基化作用占据了主要途径。
• Generation of Singlet Oxygen from Fragmentation of Monoactivated 1,1-Dihydroperoxides
  作者：Jiliang Hang、Prasanta Ghorai、Solaire A. Finkenstaedt-Quinn、Ilhan Findik、Emily Sliz、Keith T. Kuwata、Patrick H. Dussault

  DOI：10.1021/jo202265j

  日期：2012.2.3

  short 1O2 lifetimes, and there is a need for oxygenations able to be conducted in organic solvents. We now report that monoactivated derivatives of 1,1-dihydroperoxides undergo a previously unobserved fragmentation to generate high yields of singlet molecular oxygen (1O2). The fragmentations, which can be conducted in a variety of organic solvents, require a geminal relationship between a peroxyanion and

  分子氧 ( 1 O 2 )的第一个单线激发态是化学、生物学和医学中的重要氧化剂。1 O 2最常通过基态氧的光敏激发产生。1 O 2也可以通过过氧化氢和其他过氧化物的分解化学生成。然而，大多数这些“暗氧化”需要与短1 O 2相关的富水介质寿命，并且需要能够在有机溶剂中进行氧化。我们现在报告 1,1-二氢过氧化物的单活化衍生物经历了以前未观察到的碎裂，以产生高产率的单线态分子氧 ( 1 O 2 )。可以在多种有机溶剂中进行的断裂需要过氧阴离子和被激活以进行异裂裂解的过氧化物之间存在孪生关系。该反应适用于一系列骨架和活化基团，通过原位活化，可直接应用于 1,1-二氢过氧化物。我们的调查表明，碎裂涉及过氧阴离子的限速形成，过氧阴离子通过类似 Grob 的过程分解。
• Facile Rearrangement of the 6,11-Diphenyldibenzo[<i>b</i>,<i>f</i>][1,4]diazocine Skeleton into a Substituted 2-(2-Aminophenyl)-1,3-diphenylisoindole via Anomalous Carbo­lithiation or Hydrolithiation: Corroboration of Operative SET Processes
  作者：John J. Eisch、Wei Liu、Lisheng Zhu、Arnold L. Rheingold

  DOI：10.1002/ejoc.201500917

  日期：2015.11

  The starting 6,11-diphenyldibenzo[b,f][1,4]diazocine has been individually treated with R–Li reagents in THF, where R = AlH4, PhCH2, Ph2CH, Ph3C, CH3, CH3(CH2)3, C6H5 or Ph–C≡C, to learn whether an expected 1,2- or 1,4-addition would cleanly occur. Contrary to such an assumption based on nucleophilic attack, this [1,4]diazocine with PhCH2Li yielded only the enantiomers of (4b,11R)-11-benzyl-4b,11-diphenyl-4b

  起始的 6,11-二苯基二苯并[b,f][1,4]重氮辛已在 THF 中用 R–Li 试剂单独处理，其中 R = AlH4、PhCH2、Ph2CH、Ph3C、CH3、CH3(CH2)3、C6H5或Ph–C≡C，以了解预期的1,2-或1,4-加成是否会完全发生。与基于亲核攻击的这种假设相反，这种 [1,4] 重氮辛与 PhCH2Li 仅产生 (4b,11R)-11-苄基-4b,11-二苯基-4b,11-二氢-5H-苯并[ 4,5]咪唑并[2,1-a]异吲哚；用Ph2CHLi生成2-[1-(4-二苯甲基苯基)-苯基-2H-异吲哚-2-基]苯胺；和 LiAlH4 2-(2-氨基苯基)-1,3-二苯基异吲哚。最后，[1,4] 重氮辛与 CH3Li、nBuLi 或 PhLi 的单独反应产生了 4-5 个不可分离的产物，而不是任何简单的 1,2 或 1,4 加合物。
• Pd(II)-Catalyzed Denitrogenative and Desulfinative Addition of Arylsulfonyl Hydrazides with Nitriles
  作者：Mengting Meng、Liangfeng Yang、Kai Cheng、Chenze Qi

  DOI：10.1021/acs.joc.8b00211

  日期：2018.3.16

  denitrogenative and desulfinative addition of arylsulfonyl hydrazides with nitriles has been successfully achieved under mild conditions. This transformation is a new method for the addition reaction to nitriles with arylsulfonyl hydrazides as arylating agent, thus providing an alternative synthesis of aryl ketones. The reported addition reaction is tolerant to many common functional groups, and works

  在温和的条件下，已成功实现了Pd（II）催化的芳基磺酰肼与腈的脱氮和脱硫加成反应。这种转变是一种新的方法，用于将芳基磺酰肼作为芳基化剂与腈加成反应，从而提供了芳基酮的另一种合成方法。报道的加成反应耐受许多常见的官能团，并且在给电子和吸电子取代基的存在下很好地起作用。值得注意的是，据报道的脱氮和脱硫方法也适用于烷基腈，这使得这种新开发的转化方法具有吸引力。

表征谱图