(3-溴苯基)(对甲苯)甲酮 | 102092-51-3

• 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: (3-溴苯基)(对甲苯)甲酮
• 英文名称: 3-bromo-4′-methylbenzophenone
• 英文别名: 3'-bromo-4-methylbenzophenone；3-bromo-4'-methylbenzophenone；3-bromo-4'-methyl-benzophenone；3-Brom-4'-methyl-benzophenon；3-bromo-4'methyl-benzophenone；3-Brom-4'-methylbenzophenon；(3-Bromophenyl)(4-methylphenyl)methanone；(3-bromophenyl)-(4-methylphenyl)methanone
• CAS: 102092-51-3
• 化学式: C₁₄H₁₁BrO
• 分子量: 275.145
• InChiKey: DMRAJWNBIABFSO-UHFFFAOYSA-N

物化性质

• 熔点：
  107-108.5 °C
• 沸点：
  385.9±25.0 °C(Predicted)
• 密度：
  1.375±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: (3-Bromophenyl)(4-methylphenyl)methanone
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: (3-Bromophenyl)(4-methylphenyl)methanone
CAS number: 102092-51-3

---

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.
Store in closed vessels.
Storage:

---

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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C14H11BrO
Molecular weight: 275.1

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen bromide.

---

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：

  (3-溴苯基)(对甲苯)甲酮 在 palladium diacetate 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 盐酸羟胺 、 sodium formate 、 sodium acetate 、 三乙胺 、 三苯基膦 作用下， 以 甲酸 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.0h， 生成 4-(3-trimethylsilylethynylbenzoyl)benzonitrile
  参考文献：
  名称：

  Synthesis of DNA Oligomers Containing Modified Uracil Possessing Electron-Accepting Benzophenone Chromophore

  摘要：

  DOI：

  10.1021/jo9904516
• 作为产物：
  描述：

  间溴苯甲酸 在 三氯化铝 、 氯化亚砜 作用下， 以 氯苯 为溶剂， 生成 (3-溴苯基)(对甲苯)甲酮
  参考文献：
  名称：

  Slootmaekers,P.J. et al., Bulletin des Societes Chimiques Belges, 1966, vol. 75, p. 199 - 229

  摘要：

  DOI：

文献信息

• Palladium(II)-Catalyzed Desulfitative Synthesis of Aryl Ketones from Sodium Arylsulfinates and Nitriles: Scope, Limitations, and Mechanistic Studies
  作者：Bobo Skillinghaug、Christian Sköld、Jonas Rydfjord、Fredrik Svensson、Malte Behrends、Jonas Sävmarker、Per J. R. Sjöberg、Mats Larhed

  DOI：10.1021/jo501875n

  日期：2014.12.19

  The desulfitative synthesis of aryl ketones from nitriles was also compared to the corresponding transformation starting from benzoic acids. Comparison of the energy profiles indicates that the free energy requirement for decarboxylation of 2,6-dimethoxybenzoic acid and especially benzoic acid is higher than the corresponding desulfitative process for generating the key aryl palladium intermediate. The

  已经开发了一种快速有效的方案，在受控的微波辐射下，钯（II）催化从芳基亚磺酸钠和各种有机腈生产芳基酮。通过结合14个芳基亚磺酸钠和21个腈给出55个芳基酮实例，证明了该反应的广泛范围。另一个实例说明，通过选择腈反应物，苯并呋喃也是可得到的。通过电喷雾电离质谱和DFT计算研究了反应机理。还比较了从腈的脱硫合成芳基酮与从苯甲酸开始的相应转化。能量分布图的比较表明，2的脱羧所需的自由能 6-二甲氧基苯甲酸，尤其是苯甲酸比用于生成关键的芳基钯中间体的相应的脱硫方法要高。通过ESI-MS和DFT计算检测到的钯（II）中间体对催化循环提供了详细的了解。
• Development of a Rhodium(II)-Catalyzed Chemoselective C(sp³)H Oxygenation
  作者：Yun Lin、Lei Zhu、Yu Lan、Yu Rao

  DOI：10.1002/chem.201502140

  日期：2015.10.12

  We report the first example of RhII‐catalyzed chemoselective double C(sp3)H oxygenation, which can directly transform various toluene derivatives into highly valuable aromatic aldehydes with great chemoselectivity and practicality. The critical combination of catalyst Rh(OAc)2, oxidant Selectfluor, and solvents of TFA/TFAA promises the successful delivery of the oxidation with satisfactory yields

  我们报告的Rh的第一例II催化的化学选择性双C（SP 3） ħ氧合作用，它可以直接变换各种甲苯衍生物为高度有价值芳香醛以极大的化学选择性和实用性。催化剂Rh（OAc）2，氧化剂Selectfluor和TFA / TFAA溶剂的关键组合保证了氧化的成功传递，并获得令人满意的收率。提出了一种可能的机制，其中涉及一种独特的卡宾-Rh配合物，并已得到实验和理论计算的支持。
• Generation of Bromophenyllithium Reagents from Dibromobenzenes and Addition to Carbonyl and Nitrile Electrophiles
  作者：Stéphane Caron、Nga M. Do

  DOI：10.1055/s-2004-825611

  日期：——

  An evaluation of the mono-lithiation of all three regio-isomers of dibromobenzene using n-butylithium was performed. The resulting aryllithium reagents were added to electrophiles such as ketones, aldehydes, nitriles and amides to afford the desired ­benzylic alcohols or ketones.

  使用正丁基锂对二溴苯的三种区域异构体进行单锂化反应的评估已经完成。生成的芳基锂试剂与酮、醛、腈和酰胺等亲电试剂反应，得到所需苄醇或酮。
• [EN] PHOTOCHROMIC COMPOUNDS AND COMPOSITIONS<br/>[FR] COMPOSÉS ET COMPOSITIONS PHOTOCHROMIQUES
  申请人：TRANSITIONS OPTICAL INC

  公开号：WO2012082506A1

  公开（公告）日：2012-06-21

  Described herein are compounds generally comprising an indeno[2',3':3,4]naptho[1,2-b] pyran structure. Such compounds may be useful for their photochromic properties, and be used in certain photochromic compositions. Such compositions may further comprise other photochromic compositions and/or materials. Additionally, such compounds and/or compositions may be suitable for preparing certain photochromic articles. Also described herein are methods for preparing certain photochromic compounds, compositions, and articles.

  本文描述的化合物通常包括一个吲哚并[2'，3'：3，4]萘并[1,2-b]吡喃结构。这些化合物可能因其光致变色性能而有用，并可用于某些光致变色组合物中。这些组合物可能进一步包括其他光致变色组分和/或材料。此外，这些化合物和/或组合物可能适用于制备某些光致变色物品。本文还描述了制备某些光致变色化合物、组合物和物品的方法。
• Ligand‐free Palladium‐Catalyzed Carbonylative Suzuki Coupling of Aryl Iodides in Aqueous CH ₃ CN with Sub‐stoichiometric Amount of Mo(CO) ₆ as CO Source
  作者：Nan Sun、Qingxia Sun、Wei Zhao、Liqun Jin、Baoxiang Hu、Zhenlu Shen、Xinquan Hu

  DOI：10.1002/adsc.201900011

  日期：2019.4.23

  established based on the palladium‐catalyzed carbonylative Suzuki coupling approach with sub‐stoichiometric Mo(CO)6 as CO source. Using 0.5 mol% of Pd(TFA)2 as catalyst, 0.5 equivalent of Mo(CO)6 as solid carbonyl reagent and 3 equivalent of K3PO4 as base, a wide range of functionalized (hetero)aryl iodides and (hetero)aryl boronic acids could smoothly proceed the carbonylative cross‐coupling reaction in aqueous

  基于亚化学计量的Mo（CO）6作为CO源的钯催化羰基化Suzuki偶联方法，已经建立了一种合成二芳基和杂二芳基酮的新方法。使用0.5摩尔％的Pd（TFA）2作为催化剂，0.5当量的Mo（CO）6作为固体羰基试剂和3当量的K 3 PO 4作为碱，各种官能化的（杂）芳基碘和（杂）芳基硼酸可以在50°C的CH 3 CN水溶液中平稳地进行羰基交叉偶联反应，从而提供相应的酮，收率非常好。新开发的方法易于在温和条件下高效地操作。