4-甲基-2-苯基-5-嘧啶羧肼 | 100517-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-甲基-2-苯基-5-嘧啶羧肼
• 英文名称: 4-methyl-2-phenylpyrimidine-5-carbohydrazide
• 英文别名: 4-methyl-2-phenyl-pyrimidine-5-carboxylic acid hydrazide；4-Methyl-2-phenyl-pyrimidin-5-carbonsaeure-hydrazid；2-Phenyl-4-methyl-5-pyrimidincarbonsaeurehydrazid
• CAS: 100517-70-2
• 化学式: C₁₂H₁₂N₄O
• 分子量: 228.253
• InChiKey: YMKFWAHMWXBBLI-UHFFFAOYSA-N

物化性质

• 熔点：
  185 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.9
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 安全说明：
  S24/25

SDS

Name:	4-Methyl-2-phenyl-5-pyrimidinecarbohydrazide 97% Material Safety Data Sheet
Synonym:
CAS:	100517-70-2

Section 1 - Chemical Product MSDS Name:4-Methyl-2-phenyl-5-pyrimidinecarbohydrazide 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
100517-70-2	4-Methyl-2-phenyl-5-pyrimidinecarbohyd	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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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.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 100517-70-2: Personal Protective Equipment Eyes: Not available.
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: 185 - 187 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H12N4O
Molecular Weight: 228.25

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 100517-70-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Methyl-2-phenyl-5-pyrimidinecarbohydrazide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 100517-70-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 100517-70-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 100517-70-2 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：

  4-甲基-2-苯基-5-嘧啶羧肼 在 盐酸 、 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 44.5h， 生成 (E)-N′-(4-(dimethylamino)Benzylidene)-N,4-dimethyl-2-phenylpyrimidine-5-carbohydrazide
  参考文献：
  名称：

  N-酰基腙衍生物的新型杂环模板的酰胺键构象物的表征

  摘要：

  在此，我们描述了 4-甲基-2-苯基嘧啶-N-酰基腙化合物（芳基-NAH）的 NMR 实验和结构修饰，以发现其 1H- 和 13C-NMR 光谱中某些信号的重复是否与以下物质的混合物有关亚胺双键立体异构体 (E/Z) 或 CO-NH 键构象异构体（syn 和 antiperiplanar）。来自不同温度下的 NOEdiff、2D-NOESY 和 1H-NMR 光谱的 NMR 数据，以及异丙叉腙的合成揭示了 4-甲基-2-苯基嘧啶-N-酰基腙衍生物作为两种构象异构体的混合物的重复信号的性质在解决方案中。此外，我们研究了嘧啶环邻位取代基相对于羰基的立体电子影响，以及将嘧啶变为苯基的电子效应。构象异构体平衡归因于芳香环和羰基（由邻烷基产生）的去平面化和/或嘧啶环的吸电子特性。这两种效应都增加了 CN 酰胺键的旋转势垒，正如从动态 NMR 计算的 ΔG≠ 值所证实的那样。据我们所知，这是对具有两个

  DOI：

  10.3390/molecules181011683
• 作为产物：
  描述：

  ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 在 sodium 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4-甲基-2-苯基-5-嘧啶羧肼
  参考文献：
  名称：

  N-酰基腙衍生物的新型杂环模板的酰胺键构象物的表征

  摘要：

  在此，我们描述了 4-甲基-2-苯基嘧啶-N-酰基腙化合物（芳基-NAH）的 NMR 实验和结构修饰，以发现其 1H- 和 13C-NMR 光谱中某些信号的重复是否与以下物质的混合物有关亚胺双键立体异构体 (E/Z) 或 CO-NH 键构象异构体（syn 和 antiperiplanar）。来自不同温度下的 NOEdiff、2D-NOESY 和 1H-NMR 光谱的 NMR 数据，以及异丙叉腙的合成揭示了 4-甲基-2-苯基嘧啶-N-酰基腙衍生物作为两种构象异构体的混合物的重复信号的性质在解决方案中。此外，我们研究了嘧啶环邻位取代基相对于羰基的立体电子影响，以及将嘧啶变为苯基的电子效应。构象异构体平衡归因于芳香环和羰基（由邻烷基产生）的去平面化和/或嘧啶环的吸电子特性。这两种效应都增加了 CN 酰胺键的旋转势垒，正如从动态 NMR 计算的 ΔG≠ 值所证实的那样。据我们所知，这是对具有两个

  DOI：

  10.3390/molecules181011683

文献信息

• Chi; Wu, Huaxue Xuebao/Acta Chimica Sinica, 1957, vol. 23, p. 145,150
  作者：Chi、Wu

  DOI：——

  日期：——