N-甲基邻甲苯酰胺 | 2170-09-4

• 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-甲基邻甲苯酰胺
• 英文名称: N,2-dimethylbenzamide
• 英文别名: N-methyl-o-toluamide；N-methyl-2-methylbenzamide；N-methyl-o-toluoylamide；o-methyl-N-methyl benzamide
• CAS: 2170-09-4
• 化学式: C₉H₁₁NO
• mdl: MFCD00008287
• 分子量: 149.192
• InChiKey: OABGZRFNYNFHCS-UHFFFAOYSA-N

物化性质

• 熔点：
  73-77 °C
• 沸点：
  270.27°C (rough estimate)
• 密度：
  1.021
• 稳定性/保质期：

  避免与不相容的材料接触。与强氧化剂反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S24/25
• 危险类别码：
  R22,R36/37/38
• 海关编码：
  2924299090
• 储存条件：
  密封存储，应存放在阴凉、干燥的仓库中。

SDS

Name:	n-Methyl-o-toluamide 99% Material Safety Data Sheet
Synonym:	Non
CAS:	2170-09-4

Section 1 - Chemical Product MSDS Name:n-Methyl-o-toluamide 99% Material Safety Data Sheet
Synonym:Non

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2170-09-4	N-Methyl-o-toluamide	99.0	218-519-8

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 immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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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. 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 process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 2170-09-4: 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: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 69 - 71 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H11NO
Molecular Weight: 149.19

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2170-09-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-Methyl-o-toluamide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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.
WGK (Water Danger/Protection)
CAS# 2170-09-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2170-09-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2170-09-4 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：

  N-甲基邻甲苯酰胺 在 碘苯二乙酸 、 碘 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以25%的产率得到N-甲基邻苯二甲酰亚胺
  参考文献：
  名称：

  Direct Preparation of Saccharin Skeletons from N-Methyl(o-methyl)arenesulfonamides with (Diacetoxyiodo)arenes

  摘要：

  在钨灯的辐照下，在碘的存在下，通过 N-甲基（邻甲基）氨基甲磺酰胺与（二乙酰氧基碘）炔的反应，可以很容易地制备出各种 N-甲基糖苷，收率从中等到良好不等。本方法非常适用于直接制备在芳香环上含有各种取代基的 N-甲基（邻甲基）氨基磺酰基糖精。

  DOI：

  10.1055/s-1998-1615
• 作为产物：
  描述：

  对甲苯甲酸 在 氯化亚砜 作用下， 生成 N-甲基邻甲苯酰胺
  参考文献：
  名称：

  具有轴向手性异喹啉基-萘甲酸酯配体的配合物的合成和结构。

  摘要：

  轴向手性配体1-（3'，6'-二叔丁基-2'-羟基-1'-萘基）-3-R-异喹啉的合成（R = H，Pr（i），Bu（t ））（LR-H）的描述。具有未取代的异喹啉基环的配体倾向于产生1：2的金属络合物。Li2（LH）2（THF）2（9），（LH）2Ti（OPr（i））2（12），Zn（LH）2（13）和[Mg（LH）2]的合成和晶体结构报告2（14）。配合物的形成是高度立体选择性的。1：2配合物中的配体具有相同的立体化学（即R，R和S，S但不具有R，S），而在双核镁化合物14中，桥接和非桥接配体LH具有相反的立体化学。LH-H与Pd（acac）2的反应提供了N，O螯合物Pd（acac）（LH）（10），而对于K2PtCl4，相同的配体仅充当N-供体，得到反式-PtCl 2（LH-H）2（11），其中OH基与两个氯化物配体之一氢键合。在异喹啉基环的3位带有叔丁基取代基的更大体积的配体与锌和

  DOI：

  10.1039/b907982c

文献信息

• Dealkoxylation of <i>N</i>-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis
  作者：Hirotsugu Suzuki、Takahiro Shiomi、Kenji Yoneoka、Takanori Matsuda

  DOI：10.1039/d0ob01815e

  日期：——

  Lewis acid-assisted palladium-catalysed dealkoxylation of N-alkoxyamides has been realised in the absence of an external reductant.

  Lewis酸辅助钯催化的N-烷氧基酰胺脱烷氧化反应在无外部还原剂的情况下实现。
• [EN] PRMT5 INHIBITORS CONTAINING A DIHYDRO- OR TETRAHYDROISOQUINOLINE AND USES THEREOF<br/>[FR] INHIBITEURS DE LA PRMT5 CONTENANT UNE DIHYDRO- OU TÉTRAHYDRO-ISOQUINOLÉINE ET LEURS UTILISATIONS
  申请人：EPIZYME INC

  公开号：WO2014100730A1

  公开（公告）日：2014-06-26

  Described herein are compounds of Formula (A), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting PRMT5 activity. Methods of using the compounds for treating PRMT5- mediated disorders are also described.

  本文描述了式（A）的化合物，其药学上可接受的盐以及药物组合物。本发明的化合物对抑制PRMT5活性是有用的。还描述了利用这些化合物治疗PRMT5介导的疾病的方法。
• Rhodium‐Catalyzed Electrooxidative C−H Olefination of Benzamides
  作者：Yan Zhang、Julia Struwe、Lutz Ackermann

  DOI：10.1002/anie.202005257

  日期：2020.8.24

  Metal‐catalyzed chelation‐assisted C−H olefinations have emerged as powerful tools for the construction of functionalized alkenes. Herein, we describe the rhoda‐electrocatalyzed C−H activation/alkenylation of arenes. The olefinations of challenging electron‐poor benzamides were thus accomplished in a fully dehydrogenative fashion under electrochemical conditions, avoiding stoichiometric chemical oxidants

  金属催化螯合辅助的 C-H 烯化已成为构建功能化烯烃的有力工具。在此，我们描述了 rhoda 电催化芳烃的 C-H 活化/烯基化。因此，具有挑战性的贫电子苯甲酰胺的烯烃化在电化学条件下以完全脱氢的方式完成，避免了化学计量的化学氧化剂，并且 H 2作为唯一的副产物。这种通用的烯基化反应还具有广泛的底物范围和使用电力作为绿色氧化剂。
• COMPOUNDS FOR THE PREVENTION AND TREATMENT OF CARDIOVASCULAR DISEASES
  申请人：Wong Norman C.W.

  公开号：US20080188467A1

  公开（公告）日：2008-08-07

  The present disclosure relates to compounds, which are useful for regulating the expression of apolipoprotein A-I (ApoA-I), and their use for treatment and prevention of cardiovascular disease and related disease states, including cholesterol- or lipid-related disorders, such as, for example, atherosclerosis.

  本公开涉及化合物，这些化合物可用于调节载脂蛋白A-I（ApoA-I）的表达，以及它们用于治疗和预防心血管疾病及相关疾病状态，包括胆固醇或脂质相关紊乱，例如，动脉粥样硬化。
• <i>tert</i>-Butyl Nitrite-Mediated Synthesis of <i>N</i>-Nitrosoamides, Carboxylic Acids, Benzocoumarins, and Isocoumarins from Amides
  作者：Subhash L. Yedage、Bhalchandra M. Bhanage

  DOI：10.1021/acs.joc.7b00570

  日期：2017.6.2

  (TBN) as a multitask reagent for (1) the controlled synthesis of N-nitrosoamide from N-alkyl amides, (2) hydrolysis of N-methoxyamides to carboxylic acids, (3) metal- and oxidant-free benzocoumarin synthesis from ortho-aryl-N-methoxyamides via N–H, C–N, and C–H bond activation, and (4) isocoumarin synthesis using Ru(II)/PEG as a recyclable catalytic system via ortho-C–H activation and TBN as an oxygen source

  这项工作报告了亚硝酸叔丁酯（TBN）作为多任务试剂，用于（1）从N-烷基酰胺可控地合成N-亚硝基酰胺;（2）N-甲氧基酰胺水解为羧酸;（3）金属和氧化剂-free苯并香豆素合成从邻-芳基- ñ经由N-H，C-N和C-H键活化，和（4）异香豆素合成使用的Ru（II）/ PEG经由可回收催化体系-methoxyamides邻-C–H活化和TBN作为氧气源。还使用红外光谱分析检查了酰胺向酸的顺序官能团互变。另外，由于反应时间短，克级合成和广泛的底物范围，该方法学是非常有利的。

表征谱图