4-溴-2,N,N-三甲基苯胺 | 50638-49-8

• 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: 4-溴-2,N,N-三甲基苯胺
• 英文名称: 4-bromo-N,N,2-trimethylaniline
• 英文别名: 2-methyl-4-bromo-N,N-dimethylaniline；4-bromo-N,N-dimethyl-o-toluidine；4-Bromo-2,N,N-trimethylaniline
• CAS: 50638-49-8
• 化学式: C₉H₁₂BrN
• 分子量: 214.105
• InChiKey: CWERDFVJQVKRAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2921430090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Bromo-2,N,N-trimethylaniline
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Bromo-2,N,N-trimethylaniline
CAS number: 50638-49-8

---

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, refrigerated.
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: C9H12BrN
Molecular weight: 214.1

---

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

  4-溴-2,N,N-三甲基苯胺 在 manganese(IV) oxide 、 硫酸 作用下， 生成 N⁴,N⁴,N^4',N^4',3,3'-hexamethyl-[1,1'-biphenyl]-4,4'-diamine
  参考文献：
  名称：

  Outlining the body contours with scattered photons in lymphoscintigraphy for sentinel nodes

  摘要：

  Although lymphoscintigraphy is a useful method of detecting the sentinel nodes of malignancy, conventional lymphoscintigraphy images only the sentinel nodes without revealing their anatomical location. We, therefore, used scattered photons to attempt to outline the body contours of patients with either breast or esophageal cancer. Lymphoscintigraphy was performed 3 to 4 hours after the injection of 111 MBq of Tc-99m tin colloid into the peritumoral region. Images were obtained with dual-energy windows of 130 to 150 keV for the primary photons and 70 to 110 keV for the scattered photons. The images constructed from the scattered photons clearly showed the contours of the body, and the fusion images constructed from the primary and scattered photons allowed for easy identification of the location of the sentinel nodes. The results of this study confirm that images obtained from scattered photons on lymphoscintigraphy are helpful in identifying the anatomical location of sentinel nodes.

  DOI：

  10.1007/bf02988706
• 作为产物：
  描述：

  N,N-二甲基邻甲苯胺 在 二溴亚砜 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.75h， 生成 4-溴-2,N,N-三甲基苯胺
  参考文献：
  名称：

  亚硫酰卤处理N，N-二烷基苯胺N-氧化物合成卤代苯胺

  摘要：

  N，N-二烷基苯胺N-氧化物的特殊反应性使得可以方便实用地获得富含电子的芳基卤化物。一对互补的反应协议允许用于选择性对-bromination或邻位的-chlorination N，N- -dialkylanilines在高达69％的分离收率。通过将N，N-二烷基苯胺暂时氧化为相应的N，N-二烷基苯胺N-氧化物并去除生成的弱N – O ，可以生成各种卤化苯胺 通过在低温下用亚硫酰溴或亚硫酰氯处理可实现键合。

  DOI：

  10.1021/acs.joc.8b01590

文献信息

• Nickel-catalyzed C–N bond reduction of aromatic and benzylic quaternary ammonium triflates
  作者：Yuan-Qiu-Qiang Yi、Wen-Cheng Yang、Dan-Dan Zhai、Xiang-Yu Zhang、Shuai-Qi Li、Bing-Tao Guan

  DOI：10.1039/c6cc04531f

  日期：——

  A nickel-catalyzed, efficient C-N bond reduction of aromatic and benzylic ammonium triflates has been developed using sodium isopropoxide as a reducing agent. The high efficiency, mild conditions, and nice compatibility...

  已经开发了使用异丙醇钠作为还原剂的镍催化的芳香族和苄基三氟甲磺酸铵的有效CN键还原方法。高效，温和的条件以及良好的兼容性...
• DOCK1-INHIBITING COMPOUND AND USE THEREOF
  申请人：Kyushu University, National University Corporation

  公开号：EP3888651A1

  公开（公告）日：2021-10-06

  Provided is a compound that is usable as an active ingredient of an anticancer agent. Preferably provided is a compound that has DOCK1-inhibiting activity and exerts an anticancer effect based on the activity. A compound represented by the following formula (A) or a salt thereof: wherein X represents a carbon atom or a nitrogen atom; Y represents an oxygen atom, a hydroxy group, or a hydrocarbon group; R1 and R2 are different, and each represents a hydrogen atom or a group represented by the following formula (A-1): (wherein R6 represents a pyrrolidino group or a phenyl group, and n2 is 0 or 1) ; R3 represents -CO-R7 (wherein R7 is an alkoxy group, an alkyl group, or an alkylamino group), a 1,3-oxazole group, an alkylhydroxy group, a hydrogen atom, or an oxygen atom; R4 represents a hydrogen atom, an oxygen atom, or a hydrocarbon group in which one or more hydrogen atoms may be replaced by one or more substituents; R5 represents a halogen atom, a halogenated alkyl group, or a halogenated alkylthio group; and n1 is an integer of 0 to 5; and

  提供一种可用作抗癌药物活性成分的化合物。最好提供一种具有DOCK1抑制活性并基于该活性发挥抗癌作用的化合物。一种由以下式（A）表示的化合物或其盐： 其中 X代表碳原子或氮原子； Y代表氧原子、羟基或烃基； R1和R2不同，每个代表氢原子或由以下式（A-1）表示的基团： （其中R6代表吡咯烷基或苯基，n2为0或1）； R3代表-CO-R7（其中R7为烷氧基、烷基或烷基氨基），1,3-噁唑基、烷基羟基、氢原子或氧原子； R4代表氢原子、氧原子或一个或多个氢原子可被一个或多个取代基取代的烃基； R5代表卤原子、卤代烷基或卤代烷硫基；以及 n1为0至5的整数；
• 一种新型单酰基甘油酯酶抑制剂及其制备方法和应用
  申请人：四川大学华西医院

  公开号：CN112341396B

  公开（公告）日：2022-07-26

  本发明公开了一种新型单酰基甘油酯酶抑制剂及其制备方法和应用。具体提供了一类式I所示的化合物、或其药学上可接受的盐、或其立体异构体、或其氘代衍生物。实验结果表明，本发明提供的化合物能够有效抑制MAGL活性，可以用来制备MAGL抑制剂，以及制备预防和/或治疗与MAGL活性异常的相关疾病(包括子宫内膜癌、大肠癌、肝癌、乳腺癌、卵巢癌、神经退行性疾病等)的药物，具有广阔的应用前景。
• Benzylic C–H addition of aromatic amines to alkenes using a scandium catalyst
  作者：Jianhong Su、Yuncong Luo、Xin Xu

  DOI：10.1039/d1cc00306b

  日期：——

  An efficient and selective benzylic C(sp3)–H addition of o-CH3-substituted tertiary aromatic amines to alkenes has been achieved using an anilido-oxazoline ligand supported scandium catalyst, which provides an atom-economic method for the synthesis of a new family of alkylated tertiary anilines. A wide range of amine and alkene substrates are compatible with the catalyst system.

  使用苯胺-恶唑啉配体负载的catalyst催化剂已实现了将邻-CH 3取代的叔芳族胺有效和选择性地用苄基C（sp 3）-H加成烯烃的方法，该催化剂为合成α-烯烃提供了一种原子经济的方法。烷基化叔苯胺的新家族。各种各样的胺和烯烃底物与催化剂体系相容。
• An Improved Protocol for the Pd-Catalyzed α-Arylation of Aldehydes with Aryl Halides
  作者：Rubén Martín、Stephen L. Buchwald

  DOI：10.1021/ol8017775

  日期：2008.10.16

  An improved protocol for the Pd-catalyzed alpha-arylation of aldehydes with aryl halides has been developed. The new catalytic system allows for the coupling of an array of substrates including challenging electron-rich aryl bromides and less reactive aryl chlorides. The utility of this method has been demonstrated in a new total synthesis of (+/-)-sporochnol.

  已经开发出用于钯与芳基卤化物的醛催化的α-芳基化的改进方案。新的催化系统允许偶联一系列底物，包括具有挑战性的富电子的芳基溴化物和反应性较低的芳基氯化物。该方法的实用性已在新的（+/-）-亚砜醇的全合成中得到证明。