N-叔丁基-2-甲基苯甲酰胺 | 104847-07-6

• 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-叔丁基-2-甲基苯甲酰胺
• 英文名称: N-tert-butyl-2-methyl-benzamide
• 英文别名: N-(t-Butyl)-2-methylbenzamide；N-T-Butyl-2-methylbenzamide；N-tert-butyl-2-methylbenzamide
• CAS: 104847-07-6
• 化学式: C₁₂H₁₇NO
• mdl: MFCD00463017
• 分子量: 191.273
• InChiKey: SHVJWMYCHXFRMF-UHFFFAOYSA-N

物化性质

• 沸点：
  309.7±21.0 °C(Predicted)
• 密度：
  0.977±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-t-butyl-2-methylbenzamide
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-t-butyl-2-methylbenzamide
CAS number: 104847-07-6

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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: C12H17NO
Molecular weight: 191.3

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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-叔丁基-2-甲基苯甲酰胺 在 iron(II) triflate 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 2,2'-联吡啶 、 正丁基锂 、 copper(II) trifluoroacetylacetonate 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 40.5h， 生成 O,O-dibenzyl S-(2-(tert-butylcarbamoyl)benzyl) phosphorothioate
  参考文献：
  名称：

  在多组分反应中铜催化的磺酰胺和羧酰胺的远程C（sp3）-H硫代磷酸酯化反应。

  摘要：

  催化C（sp3）-H官能化是有机合成中非常需要的但具有挑战性。通过C（sp3）-H官能团的SP（O）（OR）2基团的纳入仍未探索。我们在此报告了一种空前的协议，该协议通过与N-氟取代的酰胺，元素硫和P（O）H化合物进行多组分反应，对伯和仲C（sp3）-H进行硫代磷酸化，涉及一系列酰胺基自由基的产生，1， 5-HAT，以及生成的碳自由基与（RO）2P（O）SH（原位生成）的Cu催化交叉偶联。

  DOI：

  10.1021/acs.orglett.0c00044
• 作为产物：
  描述：

  苄基(S)-1-(N-甲氧基-N-甲基氨基甲酰基)-2-苯乙基氨基甲酸酯 在 四甲基乙二胺 、 仲丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 N-叔丁基-2-甲基苯甲酰胺
  参考文献：
  名称：

  Identification and use of protease inhibitors

  摘要：

  β-淀粉样蛋白（βAF）在细胞培养和体内的产生受到阻断，通过给予天冬氨酸蛋白酶抑制剂，特别是半胱氨酸蛋白酶D的抑制剂。有用的天冬氨酸蛋白酶抑制剂可以在两步法测定中选择，其中首先在非细胞试验中筛选测试化合物是否具有体外天冬氨酸蛋白酶抑制活性。那些被发现具有蛋白酶抑制活性的测试化合物随后在细胞试验中进行βAP产生抑制的测试。那些能够抑制细胞内β-淀粉样蛋白产生的测试化合物可以被纳入药物组合物中。

  公开号：

  EP0652009A1

文献信息

• Fe(ClO4)3·H2O-Catalyzed Ritter Reaction: A Convenient Synthesis of Amides from Esters and Nitriles
  作者：Min Ji、Chengliang Feng、Bin Yan、Guibo Yin、Junqing Chen

  DOI：10.1055/s-0037-1610658

  日期：2018.10

  An efficient and inexpensive synthesis of N-substituted amides from the Ritter reaction of nitriles with esters catalyzed by Fe(ClO4)3·H2O is described. Fe(ClO4)3·H2O is an economically efficient catalyst for the Ritter reaction under solvent-free conditions. Reactions of a range of esters (benzyl, sec-alkyl, and tert-butyl esters) with nitriles (primary, secondary, tertiary, and aryl nitriles) were

  描述了通过 Fe(ClO4)3·H2O 催化的腈与酯的 Ritter 反应高效且廉价地合成 N-取代酰胺。Fe(ClO4)3·H2O 是一种在无溶剂条件下进行 Ritter 反应的经济高效的催化剂。进行一系列酯（苄基、仲烷基和叔丁基酯）与腈（伯腈、仲腈、叔腈和芳基腈）的反应，以高产率至极好的产率提供相应的酰胺。
• Copper-Catalyzed Remote C(sp³)–H Amination of Carboxamides
  作者：Qing-Qiang Min、Jia-Wen Yang、Meng-Juan Pang、Gui-Zhen Ao、Feng Liu

  DOI：10.1021/acs.orglett.0c00829

  日期：2020.4.3

  Here we report a method for the site-selective intermolecular C(sp3)–H amination of carboxamides by merging transition-metal catalysis and the hydrogen atom transfer strategy. The reaction proceeds through a sequence of favorable single-electron transfer, 1,5-hydrogen atom transfer, and C–N cross-coupling steps, thus allowing access to a series of desired products. This reaction could accommodate a

  在这里，我们报告通过结合过渡金属催化和氢原子转移策略进行羧酰胺的位点选择性分子间C（sp 3）-H胺化的方法。反应通过一系列有利的单电子转移，1,5-氢原子转移和C–N交叉偶联步骤进行，因此可以得到一系列所需的产物。该反应可容纳多种多样的氮亲核试剂，并显示出优异的化学选择性和官能团相容性。
• Carboxylate-Assisted Iridium-Catalyzed C−H Amination of Arenes with Biologically Relevant Alkyl Azides
  作者：Tao Zhang、Xuejiao Hu、Zhen Wang、Tiantian Yang、Hao Sun、Guigen Li、Hongjian Lu

  DOI：10.1002/chem.201504880

  日期：2016.2.24

  wide substrate scope is reported. Benzamides with electron‐donating and ‐withdrawing groups and linear, branched, and cyclic alkyl azides are all applicable. Cesium carboxylate is crucial for both reactivity and regioselectivity of the reactions. Many biologically relevant molecules, such as amino acid, peptide, steroid, sugar, and thymidine derivatives can be introduced to arenes with high yields and

  据报道，铱催化的芳烃CHH胺化具有广泛的底物范围。具有给电子和吸电子基团以及线性，支化和环状烷基叠氮化物的苯甲酰胺均适用。羧酸铯对于反应的反应性和区域选择性都至关重要。许多生物学上相关的分子，例如氨基酸，肽，类固醇，糖和胸苷衍生物，都可以高收率和100％手性保留率引入芳烃。
• Oxidative C−H/C−H Cross-Coupling Reactions between <i>N</i> -Acylanilines and Benzamides Enabled by a Cp*-Free RhCl₃ /TFA Catalytic System
  作者：Yang Shi、Luoqiang Zhang、Jingbo Lan、Min Zhang、Fulin Zhou、Wenlong Wei、Jingsong You

  DOI：10.1002/anie.201804528

  日期：2018.7.16

  oxidative C−H/C−H cross‐coupling reaction between an N‐acylaniline and a benzamide has been accomplished for the first time. This process constitutes a step‐economic and highly efficient pathway to 2‐amino‐2′‐carboxybiaryl scaffolds from readily available substrates. A Cp*‐free RhCl3/TFA catalytic system was developed to replace the [Cp*RhCl2]2/AgSbF6 system generally used in oxidative C−H/C−H cross‐coupling

  通过使用双重螯合辅助策略，首次实现了N-丙氨酸与苯甲酰胺之间完全区域控制的氧化CH / C-H交叉偶联反应。此过程构成了从容易获得的底物制备2-氨基2'-羧基联芳基支架的经济高效的步骤。开发了无Cp *的RhCl 3 / TFA催化体系来代替通常用于两个（杂）芳烃（Cp）的氧化CH / CH交叉偶联反应中的[Cp * RhCl 2 ] 2 / AgSbF 6体系* ＝五甲基环戊二烯基，TFA ＝三氟乙酸）。RhCl 3 / TFA系统避免使用昂贵的Cp *配体和AgSbF 6。作为说明性实例，本文开发的方法极大地简化了天然存在的苯并[ c ]菲啶生物碱氧基亚硝胺的总合成，这以优异的总收率实现。
• Synthesis of amides using the Ritter reaction with bismuth triflate catalysis
  作者：Emmanuel Callens、Andrew J. Burton、Anthony G.M. Barrett

  DOI：10.1016/j.tetlet.2006.10.023

  日期：2006.12

  N-tert-Alkyl and aryl amides were obtained by a Ritter reaction of various nitriles with tertiary alcohols in the presence of a catalytic amount of bismuth triflate.

  ñ -叔-烷基和芳基酰胺通过与各种腈的Ritter反应，得到叔在三氟甲磺酸铋催化量的存在下的醇。