N,N-二苄基甲酰胺 | 5464-77-7

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 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: N,N-二苄基甲酰胺
• 英文名称: N,N-dibenzylformamide
• 英文别名: dibenzylformamide；N,N-dibenzyl carboxamide
• CAS: 5464-77-7
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: OTHBCWKTCXJYAW-UHFFFAOYSA-N

物化性质

• 熔点：
  51-53°C
• 沸点：
  217 °C(Press: 12 Torr)
• 密度：
  1.104±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090
• 危险性防范说明：
  P301+P312+P330
• 危险性描述：
  H302
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N,N-Dibenzyl-formamide
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: N,N-Dibenzyl-formamide
CAS number: 5464-77-7

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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.

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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.

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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.

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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:

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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.

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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: C15H15NO
Molecular weight: 225.3

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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.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N-二苄基甲酰胺 在 溴化铵 、 乙二胺 作用下， 反应 10.0h， 以93%的产率得到二苄胺
  参考文献：
  名称：

  微波辅助铵盐加速转酰胺化未活化酰胺的脱酰作用

  摘要：

  铵盐和乙二胺的组合可促进各种未活化酰胺的脱酰作用，从而以高收率得到相应的胺，而无需使用强酸或强碱。反应进行时无需特别注意空气和水分，并能耐受各种官能团。

  DOI：

  10.1002/anie.201202354
• 作为产物：
  描述：

  二苄胺 在 tetrabutylammonium tetrafluoroborate 、 水 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 N,N-二苄基甲酰胺
  参考文献：
  名称：

  电化学使 N-氰基甲胺脱氰 C(sp3)–H 氧化成甲酰胺

  摘要：

  与氮原子相邻的C(sp 3 )–H 键的选择性氧化是合成各种甲酰胺衍生物同时保留底物骨架的极具吸引力的策略。在此，描述了使用 H 2 O 作为羰基氧原子源对N-氰基甲胺进行环境友好的电化学脱氰 C(sp 3 )–H 氧化反应，从而以良好至优异的收率合成了一大类甲酰胺，具有在无金属和无氧化剂的条件下具有广泛的底物范围。这种电化学技术突出了将N-甲酰基轻松结合到一些重要的生物活性分子中。

  DOI：

  10.1039/d3ob00313b
• 作为试剂：
  描述：

  甲基氯化镁 、 1-苄基-3-吡咯啉 、 N,N-二苄基甲酰胺 、 环己基溴化镁 在 titanium(IV) isopropylate 乙醚 、 N,N-二苄基甲酰胺 作用下， 以 四氢呋喃 、 水 为溶剂， 25.0~200.0 ℃ 、1.33 Pa 条件下， 反应 6.34h， 以gave 3-benzyl-6-(dibenzylamino)-3-azabicyclo[3.1.0]hexane (2.62 g, 90%的产率得到3-benzyl-exo-6-(N,N-dibenzylamino)-3-azabicyclo[3.1.0]hexane
  参考文献：
  名称：

  Method for preparing cyclopropylamines

  摘要：

  本发明涉及一种制备环丙基胺的方法，其化学式为##STR1##其中R.sup.1、R.sup.2、R.sup.3、R.sup.4和R.sup.5具有指定的含义，通过反应(1)化学式为##STR2##其中R.sup.1、R.sup.2和R.sup.3具有指定的含义，与(2)化学式为##STR3##其中R.sup.4、R.sup.5和R.sup.6具有指定的含义，(3)烷基镁卤化物或锌烷基化合物的化学式R.sup.8-X(VIII)，其中R.sup.8具有指定的含义，X代表MgCl，MgBr，Mgl，ZnCl，ZnBr，Znl或ZnR.sup.8，以及(4)金属酸盐化合物的化学式(IX)##STR4##其中R.sup.9具有指定的含义，Y代表Ti，Zr或V.dbd.O，Z代表氯，溴或C.sub.1-C.sub.4烷基，但必须满足以下条件：当Y为Ti或Zr时，q和r均为0或1，且q+r=4；当Y为V.dbd.O时，q为3，r为0。

  公开号：

  US06043393A1

文献信息

• Heterocyclic derivatives for the treatment of cancer and other proliferative diseases
  申请人：——

  公开号：US20020143182A1

  公开（公告）日：2002-10-03

  The invention relates to certain heterocyclic compounds useful for the treatment of cancer and other diseases, having the Formula (I): 1 wherein: (a) m is an integer 0 or 1; (b) R 12 is an alkyl, a substituted alkyl, a cycloalkyl, a substituted cycloalkyl, a heterocyclic, a substituted heterocyclic, a heteroaryl, a substituted heteroaryl, an aryl or a substituted aryl residue; (c) Ar 3 is an aryl, a substituted aryl, a heteroaryl or a substituted heteroaryl residue; (d) Ar 4 is an aryl, a substituted aryl, a heteroaryl or a substituted heteroaryl residue; (e) R 5 is hydrogen, hydroxy, alkyl or substituted alkyl; (f) - - - - - represents a bond present or absent; and (g) W, X, Y and Z are independently or together C(O)—, C(S), S, O, or NH; or a pharmaceutically acceptable salt thereof.

  该发明涉及某些对治疗癌症和其他疾病有用的杂环化合物，其具有以下式（I）： 1 其中： (a) m是整数0或1； (b) R12是烷基，取代烷基，环烷基，取代环烷基，杂环基，取代杂环基，杂芳基，取代杂芳基，芳基或取代芳基残基； (c) Ar3是芳基，取代芳基，杂芳基或取代杂芳基残基； (d) Ar4是芳基，取代芳基，杂芳基或取代杂芳基残基； (e) R5是氢，羟基，烷基或取代烷基； (f) - - - - - 代表存在或不存在的键；以及 (g) W、X、Y和Z独立或一起是C(O)、C(S)、S、O或NH；或其药学上可接受的盐。
• Oxime derivatives for the treatment of dyslipidemia and hypercholesteremia
  申请人：——

  公开号：US20030083357A1

  公开（公告）日：2003-05-01

  The present invention relates to compounds of Formula (I) which may be useful in the treatment of diseases, such as, metabolic disorders, dyslipidemia and/or hyperchloesterolemia: 1

  本发明涉及Formula (I)的化合物，可能在治疗疾病，如代谢紊乱、血脂异常和/或高胆固醇血症方面有用：
• Oxidative amidation of benzyl alcohol, benzaldhyde, benzoic acid styrene and phenyl acetylene catalyzed by ordered mesoporous HKUST‐1‐Cu: Effect of surface area on oxidative amidation reaction
  作者：Haleh Mohebali、Ali Reza Mahjoub、Meghdad Karimi、Akbar Heydari

  DOI：10.1002/aoc.4822

  日期：2019.5

  XRD, FT‐IR, SEM, ICP, BET and TEM its catalytic activity was investigated in the oxidative coupling of benzyl alcohol, benzaldhyde, benzoic acid, styrene and phenyl acetylene with N,N‐dialkylformamides for the preparation of N,N‐dimethylformamides. Different derivatives of tertiary amides were synthesized in moderate to good yields in the presence of just ~0.28 mol% of this catalytic system. Reusability

  在有和没有P-123槽溶剂法的情况下合成HKUST-1-Cu。使用XRD，FT-IR，SEM，ICP，BET和TEM等不同的显微和光谱技术进行表征后，研究了其在苯甲醇，苯甲醛，苯甲酸，苯乙烯和苯基乙炔与N，N的氧化偶联中的催化活性。 -二烷基甲酰胺，用于制备N，N-二甲基甲酰胺。在仅〜0.28mol％该催化体系的存在下，以中等至良好的产率合成了叔酰胺的不同衍生物。检查了合成催化剂的可重复使用性，催化剂可重复使用8次，而优化条件没有明显降低。
• Tetracoordinate borates as catalysts for reductive formylation of amines with carbon dioxide
  作者：Xiaolin Jiang、Zijun Huang、Mohamed Makha、Chen-Xia Du、Dongmei Zhao、Fang Wang、Yuehui Li

  DOI：10.1039/d0gc01741h

  日期：——

  We report sodium trihydroxyaryl borates as the first robust tetracoordinate organoboron catalysts for reductive functionalization of CO2. These catalysts, easily synthesized from condensing boronic acids with metal hydroxides, activate main group element–hydrogen (E–H) bonds efficiently. In contrast to BX3 type boranes, boronic acids and metal-BAr4 salts, under transition metal-free conditions, sodium

  我们报告三羟基芳基硼酸钠作为第一个坚固的四配位有机硼催化剂，用于CO 2的还原功能化。这些催化剂很容易从硼酸与金属氢氧化物的缩合反应中合成，可以有效地活化主族元素氢键。与BX 3型硼烷，硼酸和金属-BAr 4盐相比，在无过渡金属的条件下，三羟基芳基硼酸钠对各种胺（包括带有官能团的胺）表现出较高的还原性N-甲酰化反应性（106例）例如酯，烯烃，羟基，氰基，硝基，卤素，MeS–，醚基等。催化具有挑战性的吡啶胺的甲酰化反应的性能过高，为使用传统的甲酰化试剂提供了一种有前途的替代方法。机理研究支持将静电相互作用作为Si / B–H活化的关键，从而使碱金属硼酸盐成为用于CO 2加氢硼化，加氢硅烷化和还原甲酰化/甲基化的通用催化剂。
• Ru@PsIL-Catalyzed Synthesis of <i>N</i> -Formamides and Benzimidazole by using Carbon Dioxide and Dimethylamine Borane
  作者：Vitthal B. Saptal、Takehiko Sasaki、Bhalchandra M. Bhanage

  DOI：10.1002/cctc.201800185

  日期：2018.6.21

  This work reports the synthesis and characterization of ruthenium nanoparticles (Ru NPs) supported on polymeric ionic liquids (PILs). This catalyst shows high catalytic activity towards the N‐formylation of amines and synthesis of benzimidazoles from 1,2‐diamines and carbon dioxide (CO2) by reductive dehydrogenation of dimethylamine borane. This methodology shows excellent functional group tolerance

  这项工作报告了载于聚合物离子液体（PIL）上的钌纳米颗粒（Ru NPs）的合成和表征。该催化剂对胺的N-甲酰化和由1,2-二胺和二氧化碳（CO 2）通过二甲胺硼烷的还原脱氢合成苯并咪唑具有很高的催化活性。该方法显示出优异的官能团耐受性，在合成N-甲酰胺和苯并咪唑的过程中具有广泛的底物范围。有趣的是，该协议还提供了串联减少2-硝基胺和CO 2的方法。合成苯并咪唑 提出了聚合物的离子液相起关键作用，例如帮助静电稳定纳米颗粒，提供离子环境并控制底物/试剂易于接近活性位。开发的方法利用CO 2作为C 1源和水/乙醇作为绿色溶剂系统。另外，发现该催化剂本质上是可再循环的，并且显示出连续五次循环运行而其活性没有明显损失。

表征谱图