苯甲酰胺-15N | 31656-62-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酰胺
• 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: 苯甲酰胺-15N
• 英文名称: ¹⁵N-benzamide
• 英文别名: benzamide-15N；<(15)N>benzamide；<¹⁵N>-Benzamid；¹⁵N-Benzamid；15>-Benzamid；Benzamid-¹⁵N；Benzamid；(15N)benzamide
• CAS: 31656-62-9
• 化学式: C₇H₇NO
• 分子量: 122.132
• InChiKey: KXDAEFPNCMNJSK-VJJZLTLGSA-N

物化性质

• 熔点：
  125-128 °C (lit.)
• 闪点：
  87 °C
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）、甲醇（少许）
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，未有已知危险发生。请避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36
• 危险类别码：
  R22
• WGK Germany：
  1,3
• 储存条件：
  请将药品存放在密闭、阴凉干燥的地方保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Benzamide-15N
CAS-No. : 31656-62-9
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Oral (Category 4)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
S-phrase(s)
S36 Wear suitable protective clothing.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C7H715NO
Molecular Weight : 122,13 g/mol
Component Concentration
Benzamide-15N
CAS-No. 31656-62-9 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Store under inert gas. hygroscopic
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 125 - 128 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin
May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  苯甲酰胺-15N 在 溴 、 sodium hydroxide 作用下， 以 水 为溶剂， 以79%的产率得到苯胺-15N
  参考文献：
  名称：

  无金属催化剂介导的氢化反应中仲氢诱导的极化

  摘要：

  在无金属氢硼烷催化剂介导的仲氢炔烃氢化反应中，观察到烯烃产物中核自旋的显着超极化。观察到的效果是不寻常的，因为反应机制不是成对的，因此仅允许双键处两个质子中的一个超极化。此外，这使得各种重要的中间体能够通过超极化1 H、 11 B 和15 N NMR 光谱进行表征。

  DOI：

  10.1002/chem.202103501
• 作为产物：
  描述：

  苯甲酰氯 在 ¹⁵N-ammonium chloride 、 sodium hydroxide 作用下， 以 水 、 苯 为溶剂， 反应 1.5h， 以92.7%的产率得到苯甲酰胺-15N
  参考文献：
  名称：

  无金属催化剂介导的氢化反应中仲氢诱导的极化

  摘要：

  在无金属氢硼烷催化剂介导的仲氢炔烃氢化反应中，观察到烯烃产物中核自旋的显着超极化。观察到的效果是不寻常的，因为反应机制不是成对的，因此仅允许双键处两个质子中的一个超极化。此外，这使得各种重要的中间体能够通过超极化1 H、 11 B 和15 N NMR 光谱进行表征。

  DOI：

  10.1002/chem.202103501

文献信息

• Synthesis of L-histidine specifically labelled with stable isotopes
  作者：J. J. Cappon、K. D. Witters、J. Baart、P. J. E. Verdegem、A. C. Hoek、R. J. H. Luiten、J. Raap、J. Lugtenburg

  DOI：10.1002/recl.19941130603

  日期：——

  coupling with the bislactim ether of cyclo-D-valylglycine. Deprotection of the coupling product afforded L-histidine in high optical purity. Syntheses for the isotopically labelled synthons were developed starting from simple, commercially available, highly enriched compounds. The labelled L-histidines were characterized by mass spectrometry and 1H-, 13C- and 15N-NMR spectroscopy.

  （2'- 13 C）-，（1'- 15 N）-和（3'- 15 N）-L-组氨酸是根据允许13 C或15对所有碳和氮位置或位置的任何组合进行N标记。通过将甲苯磺酰基甲基异氰化物与3-苯基丙烯醛缩合并随后环加苄胺来构建1，5-二取代的咪唑环。将咪唑中间体转化为1-苄基-5-（氯甲基）-咪唑鎓氯化物，其通过与环D-戊基甘氨酸的双内酯醚的对映选择性偶联而与甘氨酸部分偶联。偶联产物的脱保护得到高光学纯度的L-组氨酸。同位素标记的合成子的合成是从简单的，可商购的，高度富集的化合物开始的。通过质谱和1 H-，13 C-和15表征标记的L-组氨酸N-NMR光谱。
• An experimental and theoretical study of reaction mechanisms between nitriles and hydroxylamine
  作者：Attila Vörös、Zoltán Mucsi、Zoltán Baán、Géza Timári、István Hermecz、Péter Mizsey、Zoltán Finta

  DOI：10.1039/c4ob00854e

  日期：——

  The industrially relevant reaction between nitriles and hydroxylamine yielding amidoximes was studied in different molecular solvents and in ionic liquids. In industry, this procedure is carried out on the ton scale in alcohol solutions and the above transformation produces a significant amount of unexpected amide by-product, depending on the nature of the nitrile, which can cause further analytical and purification issues. Although there were earlier attempts to propose mechanisms for this transformation, the real reaction pathway is still under discussion. A new detailed reaction mechanistic explanation, based on theoretical and experimental proof, is given to augment the former mechanisms, which allowed us to find a more efficient, side-product free procedure. Interpreting the theoretical results obtained, it was shown that the application of specific imidazolium, phosphonium and quaternary ammonium based ionic liquids could decrease simultaneously the reaction time while eliminating the amide side-product, leading to the targeted product selectively. This robust and economic procedure now affords a fast, selective amide free synthesis of amidoximes.

  在不同分子溶剂和离子液体中，对腈与羟胺生成脒基肟的工业相关反应进行了研究。在工业上，这一过程在吨级的醇溶液中进行，而上述转化过程会产生大量意外的酰胺副产物，这取决于腈的性质，可能导致进一步的分析和纯化问题。尽管之前有人尝试提出这一转化的机理，但真正的反应途径仍在讨论之中。基于理论和实验证据，给出了一个新的详细反应机理解释，以增强先前的机理，这使我们能够找到一种更高效、无副产物的方法。通过对所获得理论结果的解释，结果显示，使用特定的咪唑鎓、磷鎓和季铵盐基离子液体，不仅可以同时缩短反应时间，还能消除酰胺副产物，从而选择性地得到目标产物。这一稳健且经济的程序现在提供了一种快速、选择性的无酰胺脒基肟合成方法。
• Oxadiazolone-Enabled Synthesis of Primary Azaaromatic Amines
  作者：Xiaolong Yu、Kehao Chen、Fan Yang、Shanke Zha、Jin Zhu

  DOI：10.1021/acs.orglett.6b02814

  日期：2016.10.21

  Despite their tremendous synthetic and pharmaceutical utility, primary azaaromatic amines remain elusive for access based on a generally applicable C–H functionalization strategy. An oxadiazolone-enabled approach is reported for convenient entry into N-unsubstituted 1-aminoisoquinolines through Co(III)-catalyzed redox-neutral, step-, atom-, and purification-economic C–H functionalization with alkynes

  尽管它们具有巨大的合成和制药用途，但基于普遍适用的C–H官能化策略，氮杂芳族伯胺仍然难以获得。恶二唑酮使能的方法据报道可方便地通过炔烃通过Co（III）催化的氧化还原中性，阶跃，原子和纯化经济的CHH功能化进入N-未取代的1-氨基异喹啉。甲15 Ñ标记实验揭示了两个恶二唑酮N原子作为引导位点的有效性。可以将已安装的伯胺用作合成有用的手柄，用于附接发散的附件。
• Enediolate–Dilithium Amide Mixed Aggregates in the Enantioselective Alkylation of Arylacetic Acids: Structural Studies and a Stereochemical Model
  作者：Yun Ma、Craig E. Stivala、Ashley M. Wright、Trevor Hayton、Jun Liang、Ivan Keresztes、Emil Lobkovsky、David B. Collum、Armen Zakarian

  DOI：10.1021/ja403076u

  日期：2013.11.13

  reactivities of intervening aggregates underlying highly selective asymmetric alkylations of carboxylic acid dianions (enediolates) mediated by the dilithium salt of a C2-symmetric chiral tetraamine. Crystallography shows a trilithiated n-butyllithium-dilithiated amide that has dimerized to a hexalithiated form. Spectroscopic studies implicate the non-dimerized trilithiated mixed aggregate. Reaction of the

  X 射线晶体学、(6)Li、(15)N 和 (13)C NMR 光谱以及密度泛函理论计算相结合，可以深入了解羧酸双阴离子高选择性不对称烷基化背后的干预聚集体的结构和反应性（烯二醇酯）由 C2 对称手性四胺的二锂盐介导。晶体学显示三锂化的正丁基锂-二锂化酰胺已二聚成六锂化形式。光谱研究表明非二聚化三锂混合聚集体。二锂化酰胺与衍生自苯乙酸的烯二醇二锂的反应提供了由溶液中的两个双阴离子和固态的二聚八硫代形式组成的四硫代聚集体。计算研究揭示了溶液结构的细节，并提供了高度预测的立体化学模型。
• Copper-Catalyzed Oxidative Amidation of Aldehydes with Amine Salts: Synthesis of Primary, Secondary, and Tertiary Amides
  作者：Subhash Chandra Ghosh、Joyce S. Y. Ngiam、Abdul M. Seayad、Dang Thanh Tuan、Christina L. L. Chai、Anqi Chen

  DOI：10.1021/jo301252c

  日期：2012.9.21

  aldehydes with economic ammonium chloride or amine hydrochloride salts has been developed for the synthesis of a wide variety of amides by using inexpensive copper sulfate or copper(I) oxide as a catalyst and aqueous tert-butyl hydroperoxide as an oxidant. This amidation reaction is operationally straightforward and provides primary, secondary, and tertiary amides in good to excellent yields for most

  用于与经济氯化铵醛的酰胺化的实用方法或胺盐酸盐已经通过使用廉价的硫酸铜或铜（I）氧化物作为催化剂和水性开发了各种各样酰胺的合成叔丁基过氧化氢作为氧化剂。该酰胺化反应在操作上是直接的，并且在大多数情况下在温和的条件下利用廉价且容易获得的试剂以良好的产率和优异的产率提供伯，仲和叔酰胺。由游离胺原位形成胺盐扩大了反应的底物范围。还从其相应的手性胺合成手性酰胺，而没有可检测的外消旋作用。该酰胺形成反应的实用性已在抗心律不齐药物N-乙酰普鲁卡因胺的有效合成中得到证明。