二苯甲酮-羰基-13C | 32488-48-5

• 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: 二苯甲酮-羰基-13C
• 中文别名: 二苯甲酮-13C1同位素
• 英文名称: benzophenone
• 英文别名: benzophenone-carbonyl-13C；¹³C-benzophenone；benzophenone；<¹³C>-Benzophenon；diphenyl(113C)methanone
• CAS: 32488-48-5
• 化学式: C₁₃H₁₀O
• mdl: MFCD00003077
• 分子量: 183.211
• InChiKey: RWCCWEUUXYIKHB-KCKQSJSWSA-N

物化性质

• 熔点：
  47-51 °C (lit.)
• 沸点：
  305 °C (lit.)
• 闪点：
  >230 °F
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 稳定性/保质期：
  避免强氧化剂和强还原剂。

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  1
• 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 : Benzophenone-(carbonyl-13C)
CAS-No. : 32488-48-5

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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]
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes, respiratory system and skin. Harmful to aquatic organisms, may cause long-term adverse
effects in the aquatic environment.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary statement(s)
Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R36/37/38 Irritating to eyes, respiratory system and skin.
R52/53 Harmful to aquatic organisms, may cause long-term adverse effects in
the aquatic environment.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S61 Avoid release to the environment. Refer to special instructions/ Safety
data sheets.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : 13CC12H10O
Molecular Weight : 183,21 g/mol
Component Concentration
Benzophenone-carbonyl-13C
CAS-No. 32488-48-5 -

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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
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
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
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. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
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
impervious clothing, 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: 47 - 51 °C - lit.
point
f) Initial boiling point and 305 °C - lit.
boiling range
g) Flash point 138 °C - closed cup
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- log Pow: 3,18
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, Strong reducing agents
Hazardous decomposition products

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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
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious 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
Harmful to aquatic life.

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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
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

二苯甲酮-13C是带有13C标记的二苯甲酮，它是一种内源性代谢产物。

反应信息

• 作为反应物：
  描述：

  二苯甲酮-羰基-13C 在 正丁基锂 、 palladium 10% on activated carbon 、 甲酸铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.0h， 生成 diphenylacetic-13C2 acid
  参考文献：
  名称：

  NaY和AgY沸石纳米笼吸附二苯乙烯酮的配位行为

  摘要：

  基于 13C CP/MAS 和 DD/MAS NMR 分析以及量子化学计算，我们详细研究了极性 cumulene 分子如二苯基乙烯酮是如何容纳在八面沸石孔中的。

  DOI：

  10.1246/bcsj.20200039
• 作为产物：
  描述：

  溴苯 在 正丁基锂 、 三氟甲磺酸酐 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.0h， 生成 二苯甲酮-羰基-13C
  参考文献：
  名称：

  具有延长自旋寿命的双峰荧光/磁共振分子探针

  摘要：

  长寿命核单重态已被证明是许多不同研究领域的可行工具，从材料科学到催化循环研究到生物化学应用。显示了四种化合物的合成，其中可以填充成对的13 C 和15 N 核的核单重态。此外，已经研究了用于测定水浓度的双峰荧光/单态 NMR 应用，这可用于各种领域。

  DOI：

  10.1002/chem.202104158

文献信息

• Beyond Acid Strength in Zeolites: Soft Framework Counteranions for Stabilization of Carbocations on Zeolites and Its Implication in Organic Synthesis
  作者：Jose R. Cabrero-Antonino、Antonio Leyva-Pérez、Avelino Corma

  DOI：10.1002/anie.201500864

  日期：2015.5.4

  The generation of a carbocation with an acid depends not only on the acid strength but also on the ability of the counteranion to stabilize the positive charge left behind. Here we report that despite their relatively weak acidity, zeolites are able to generate and stabilize medium‐size (molecular weight ≈300 Da) delocalized carbocations on their surface under mild reaction conditions, as it can be

  用酸生成碳正离子不仅取决于酸强度，还取决于抗衡阴离子稳定留下的正电荷的能力。在这里我们报告说，尽管它们的酸度相对较弱，但它们仍可以在温和的反应条件下在其表面上生成并稳定中等尺寸（分子量约300 Da）的离位碳正离子，这可以通过在溶液中加入强Brønsted或路易斯酸来完成。 。沸石因此充当软的大阴离子，充分延长了碳正离子的寿命，从而可以高产率和选择性地与酰胺，硫代酰胺和酚进行多官能化反应。生物学研究表明，此处获得的某些产品对结肠癌细胞具有明显的抑制活性，
• Synthesis and structure of aryl-substituted phospha-alkenes
  作者：Th.A. Van Der Knaap、Th.C. Klebach、F. Visser、F. Bickelhaupt、P. Ros、E.J. Baerends、C.H. Stam、M. Konijn

  DOI：10.1016/s0040-4020(01)91106-8

  日期：——

  An improved synthesis of the two triarylsubstituted phospha-alkenes mesityl (diphenylmethylene)phosphine (la) and 2,6dimethylphenyl(diphenylmethylene)phosphine (lb) is described. Of several variants, the preferred route starts with the aryl bromides 4 which are converted to the corresponding Grignard reagents and to the arylphosphonous diamides 7 which with PCl3, yield arylphosphonous amide chlorides

  描述了两个三芳基取代的膦基-烯烃均三甲苯基（二苯基亚甲基）膦（1a）和2，6-二甲基苯基（二苯基亚甲基）膦（1b）的改进合成。在几种变体中，优选的途径从芳基溴化物4开始，其被转化为相应的格氏试剂和与PCl 3转化为芳基膦酰二酰胺7的芳基膦酰胺氯化物9，从而由磷酰胺10生成至膦酰氯11，其经DBU除去HCl，以60-85％的收率得到标题化合物。1a和1b的化学和光谱数据被讨论；它们本质上包含局部的P ＝ C键，并且。主要通过位阻保护来稳定。这些结论是通过简单的模型化合物（HFS-计算证实17，16'，18，19和20）将磷孤对识别为HOMO，将π轨道识别为NHOMO；但是，两个轨道的能量都很接近。此外，计算结果揭示了磷d轨道在键合中的重要性，以及先前从化学证据中得出的P = C键（P为正极）中的极化。最后，表明P = C键与苯基的相互作用不会显着影响键合情况，但是被杂原子取代（氮在碳上取代；20）确实如此。
• Kinetics of cyclopropyl radical reactions. 2. Studies on the inversion of cyclopropyl and 1-methylcyclopropyl radicals and on the kinetics of some addition and abstraction reactions of 1-methylcyclopropyl and 1-methoxycyclopropyl radicals
  作者：Linda J. Johnston、K. U. Ingold

  DOI：10.1021/ja00269a034

  日期：1986.4

  To investigate this possibility we decided to use the same stereospecific pattern of deuterium labeling of the cyclopropyl radical that had been previously employed by Kobayashi and LambertI5 in their (unsuccessful) attempt to trap cyclopropyl before it could invert. These workers generated their labeled radicals from the corresponding labeled cyclopropane carboxylic acid in the Hunsdiecker reaction

  由于氢隧道效应，反转速度更快。与其他两个基团相比，1-甲氧基环丙基对苯乙烯和 1,4- 环己二烯的反应性较低。无法获得该自由基的 EPR 谱。在第 1 部分）中，我们报道了环丙基自由基在环境温度下在溶液中的一些加成和脱去反应的第一个绝对速率常数。这些通过激光闪光光解获得的动力学数据表明，环丙基的反应性比苯基低，但比伯烷基自由基的反应性强。在某些吸氢反应的后续工作中，我们表明 4 在环境温度下，自由基反应性下降系列：Ph' > Me2C=CH' > c-C3HS > CH3' > RCH2CH2'。我们的结果在很大程度上证实了 Walborsky 的结论 〜基于相对反应性的研究，“环丙基自由基表现为高反应性的快速反转 0 自由基”。已经进行了大量实验，试图确定各种取代的环丙基自由基能够保持其原始构型的程度。 6 这些研究中的大多数都涉及化学捕集，其中由适当取代的环丙基自由基形成的产物被用于确
• Synthesis of [¹¹C]/(¹³C)amines via carbonylation followed by reductive amination
  作者：Obaidur Rahman、Tor Kihlberg、Bengt Långström

  DOI：10.1039/b403481c

  日期：——

  11C-carbonylation followed by reductive amination. The 11C-carbonylation was performed in the presence of tetrakis(triphenylphosphine)palladium using aryl iodides or aryl triflates, [11C]carbon monoxide and phenyl-/methylboronic acid. The [11C]ketones formed in this step were then transformed directly into amines by reductive amination using different amines in the presence of TiCl4 and NaBH3CN. The 11C-labelled

  通过11C-羰基化，然后还原胺化，制备了12种11C-标记的胺。在四（三苯基膦）钯存在下，使用芳基碘化物或芳基三氟甲磺酸盐，[11C]一氧化碳和苯基-/甲基硼酸进行11C-羰基化。然后在存在TiCl4和NaBH3CN的情况下，使用不同的胺通过还原胺化将在此步骤中形成的[11C]酮直接转化为胺。获得11 C标记的胺，其衰变校正的放射化学产率在2-78％的范围内。分离产物的放射化学纯度超过98％。合成（13C）苯甲基-苯胺，并通过NMR光谱分析以确认标记位置。测定相同化合物的比放射性。使用常规反应条件，通过酮的还原胺化反应制备参比化合物，其中三种化合物是新颖的。提出的方法是一种合成[11C] /（13C）胺的新方法。
• ¹³C-NMR.-Spektroskopie von Organolithiumverbindungen bei tiefen Temperaturen. Strukturinformation aus der¹³C,⁶Li-Kopplung
  作者：Dieter Seebach、Robert Hässig、Josef Gabriel

  DOI：10.1002/hlca.19830660128

  日期：1983.2.2

  Low-Temperature 13C-NMR. Spectroscopy of Organolithium Derivatives. - 13C, 6Li-Coupling, a Powerful Structural Information

  低温13 C-NMR。有机锂衍生物的光谱学。- 13 ℃，6节锂耦合，强大的结构性信息