乙酸乙烯酯-13C2 | 106139-40-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 乙酸乙烯酯-13C2
• 中文别名: 乙烯基-13C2醋酸酯；醋酸乙烯酯-13C2；(1,2-13C)乙烯基乙酸酯
• 英文名称: <1,2-(13)C2>vinyl acetate
• 英文别名: Vinyl-13C2 acetate；(1,2-13C2)ethenyl acetate
• CAS: 106139-40-6
• 化学式: C₄H₆O₂
• 分子量: 88.0684
• InChiKey: XTXRWKRVRITETP-ZKDXJZICSA-N

物化性质

• 熔点：
  -93 °C (lit.)
• 沸点：
  72-73 °C (lit.)
• 密度：
  0.956 g/mL at 25 °C
• 闪点：
  20 °F

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  F,T
• 安全说明：
  S16,S23,S36/37/39,S45
• 危险类别码：
  R40,R36/37,R11,R23
• WGK Germany：
  3
• 危险品运输编号：
  UN 1301 3/PG 2

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Vinyl-13C2 acetate
CAS-No. : 106139-40-6
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]
Flammable liquids (Category 2)
Skin irritation (Category 2)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Highly flammable.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H225 Highly flammable liquid and vapour.
H315 Causes skin irritation.
Precautionary statement(s)
P210 Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R11 Highly flammable.
S-phrase(s)
S16 Keep away from sources of ignition - No smoking.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : 13C2C2H6O2
Molecular Weight : 88,07 g/mol

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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
Do NOT induce vomiting. 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., prolonged or repeated exposure can cause:, narcosis
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
no data available
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
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
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13).
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 inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
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
Face shield and safety glasses 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, Flame retardant antistatic protective 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
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. 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: liquid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: -93 °C - lit.
point
f) Initial boiling point and 72 - 73 °C - lit.
boiling range
g) Flash point -8,00 °C - closed cup
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower Upper explosion limit: 13,40 %(V)
flammability or Lower explosion limit: 2,60 %(V)
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 0,956 g/mL at 25 °C0,956 g/cm3 at 25 °C
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
Heat, flames and sparks. Extremes of temperature and direct sunlight.
Incompatible materials
acids, Bases, Oxidizing agents, Peroxides
Hazardous decomposition products
no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
LD50 Oral - rat - 2.900 mg/kg
Inhalation: no data available
LD50 Dermal - rabbit - 2.335 mg/kg
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
Eyes - Human -
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
This product is or contains a component that has been reported to be possibly carcinogenic based on its
IARC, ACGIH, NTP, or EPA classification.
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. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated., prolonged or repeated exposure can cause:, narcosis
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
Toxicity to fish LC50 - Pimephales promelas (fathead minnow) - 14 mg/l - 96,0 h
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.
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: 1301 IMDG: 1301 IATA: 1301
UN proper shipping name
ADR/RID: VINYL ACETATE, STABILIZED
IMDG: VINYL ACETATE, STABILIZED
IATA: Vinyl acetate, stabilized
Transport hazard class(es)
ADR/RID: 3 IMDG: 3 IATA: 3
Packaging group
ADR/RID: II IMDG: II IATA: II
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
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  乙酸酐	acetic anhydride	108-24-7	C4H6O3	102.09

反应信息

• 作为反应物：
  描述：

  3-phenylpent-4-enoic acid 、 乙酸乙烯酯-13C2 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以40%的产率得到vinyl-¹³C₂ 3-phenyl-4-pentenoate
  参考文献：
  名称：

  格拉布斯型催化剂在羧酸转移和闭环复分解反应中的双重活性

  摘要：

  开发一种模仿酶的混杂性的多功能催化剂，可以在单个反应容器中催化多种化学转化，是现代可持续化学的关键点之一。我们的实验结果表明，格拉布斯型催化剂具有这种多任务活性，可以催化羧酸的乙烯基转移反应，而不会失去其原有的复分解活性。格拉布斯催化剂的这种新活性已在几个例子中得到证实。它使我们能够设计一种乙烯基转移/闭环复分解（RCM）级联反应，从而在一锅法中从不饱和羧酸形成环内烯醇内酯。格拉布斯催化剂以化学选择性方式催化多个机械上不同的级联反应的独特能力为从简单、易于获得的底物合成复杂化合物提供了新的可能性。

  DOI：

  10.1021/acs.joc.0c02135
• 作为产物：
  描述：

  乙酸酐 、 乙炔 在 磷酸 、 phosphorus pentoxide 、 magnesium oxide 作用下， 以 溶剂黄146 为溶剂， 反应 20.0h， 以80%的产率得到乙酸乙烯酯-13C2
  参考文献：
  名称：

  Nortricyclyl-norbornenyl 阳离子。同位素扰动和同位素加扰

  摘要：

  用氘同位素微扰法研究了由 3-降三环基或降冰片烯基前体形成的稳定碳正离子。来自两个碳的 /sup 13/C NMR 信号，如果快速相互转化的降冰片烯基结构之间存在平衡，预计将通过同位素扰动广泛分裂，仅显示小的、与温度无关的分裂。得出的结论是，可能存在最多约 1% 的平衡降冰片烯基离子。单一结构（具有广泛电荷离域的北三环基）足以代表阳离子。这通过 di-/sup 13/C 标记的阳离子前体进行了验证，该前体还提供了完整的 J/sub 12/ /sup 13/C-/sup 13/C 偶联常数。氘化离子和 1 的核磁共振谱，7-di/sup 13/C 标记的离子表明阳离子在 0/sup 0/C 以下经历至少三种不同的加扰过程。光谱显示最快的过程涉及到双环 (3.1.1) 庚烯基阳离子的可逆骨架重排。还发生更慢的过程，包括氢化物转变。观察到的重排最终导致阳离子中所有碳和氢的完全混乱。

  DOI：

  10.1021/ja00246a035

文献信息

• Selective Palladium‐Catalyzed α,β‐Homodiarylation of Vinyl Esters in Aqueous Medium
  作者：Damian Trzepizur、Anna Brodzka、Dominik Koszelewski、Monika Wilk、Ryszard Ostaszewski

  DOI：10.1002/ejoc.202101211

  日期：2021.11.25

  The ability of palladium to catalyze simultaneous diarylation of the activated double bond is exemplified herein by α,β-homodiarylation of vinyl esters. In water, one-step synthesis of 1,2-diarylethyl esters (biologically active compounds) takes place. The studied transformation is a regioselective, sustainable, and convenient reaction under mild aerobic conditions.

  钯催化活化双键的同时二芳基化的能力在本文中通过乙烯基酯的α，β-均二芳基化来举例说明。在水中，一步合成 1,2-二芳基乙酯（生物活性化合物）。所研究的转化是在温和有氧条件下的区域选择性、可持续和方便的反应。
• Nortricyclyl-norbornenyl cation. Isotopic perturbation and isotopic scrambling
  作者：Martin Saunders、Ronald M. Jarret、Pradip Pramanik

  DOI：10.1021/ja00246a035

  日期：1987.6

  only a small, temperature-independent splitting. It was concluded that a maximum of approx.1% of the equilibrating norbornenyl ions might be present. A single structure (nortricyclyl with extensive charge delocalization) adequately represents the cation. This is verified by di-/sup 13/C-labeled cation precursor, which also provides the complete set of J/sub 12/ /sup 13/C-/sup 13/C coupling constants. NMR

  用氘同位素微扰法研究了由 3-降三环基或降冰片烯基前体形成的稳定碳正离子。来自两个碳的 /sup 13/C NMR 信号，如果快速相互转化的降冰片烯基结构之间存在平衡，预计将通过同位素扰动广泛分裂，仅显示小的、与温度无关的分裂。得出的结论是，可能存在最多约 1% 的平衡降冰片烯基离子。单一结构（具有广泛电荷离域的北三环基）足以代表阳离子。这通过 di-/sup 13/C 标记的阳离子前体进行了验证，该前体还提供了完整的 J/sub 12/ /sup 13/C-/sup 13/C 偶联常数。氘化离子和 1 的核磁共振谱，7-di/sup 13/C 标记的离子表明阳离子在 0/sup 0/C 以下经历至少三种不同的加扰过程。光谱显示最快的过程涉及到双环 (3.1.1) 庚烯基阳离子的可逆骨架重排。还发生更慢的过程，包括氢化物转变。观察到的重排最终导致阳离子中所有碳和氢的完全混乱。
• Di-carbon-13 labeling: a means to measure carbon-12-carbon-13 isotopic equilibria in 2-norbornyl cation
  作者：Ronald M. Jarret、Martin Saunders

  DOI：10.1021/ja00245a029

  日期：1987.5

  (with SbF/sub 5/) to the 2-norbornyl cation. In solution at -65 /sup 0/C, rapid rearrangements occur which completely scramble the /sup 13/C labels. The proton-decoupled /sup 13/C NMR spectrum (62.7 MHz) contains three signals: C-4, C-1,2,6 (averaged), and C-3,5,7 (averaged). The /sup 13/C labels are thus equilibrated over nonequivalent sites within the 2-norbornyl cation. This /sup 12/C-/sup 13/C

  (2,3-/sup 13/C) 降冰片-2-基氯被制备并电离（使用 SbF/sub 5/）成 2-降冰片基阳离子。在 -65 /sup 0/C 的溶液中，会发生快速重排，完全打乱 /sup 13/C 标签。质子去耦 /sup 13/C NMR 光谱 (62.7 MHz) 包含三个信号：C-4、C-1、2、6（平均）和 C-3、5、7（平均）。/sup 13/C 标记因此在 2-降冰片基阳离子内的非等效位点上平衡。这种 /sup 12/C-/sup 13/C 平衡同位素效应改变了统计值中 di-/sup 13/C 标记异构体的比例。
• Carbon scrambling and carbon-13-carbon-13 coupling constants in carbon-13 NMR spectra of 2-norbornyl chloride
  作者：Ronald M. Jarret、Martin Saunders

  DOI：10.1021/ja00237a002

  日期：1987.2
• Dual Activity of Grubbs-Type Catalyst in the Transvinylation of Carboxylic Acids and Ring-Closing Metathesis Reactions
  作者：Anna Brodzka、Dominik Koszelewski、Ryszard Ostaszewski

  DOI：10.1021/acs.joc.0c02135

  日期：2020.12.4

  This new activity of Grubbs catalysts was evidenced on several examples. It allows us to design a transvinylation/ring-closing metathesis (RCM) cascade reaction leading to the formation of endocyclic enol lactones from unsaturated carboxylic acids in an one-pot procedure. This unique ability of Grubbs catalyst to catalyze multiple mechanically distinct cascade reactions in a chemoselective way offers

  开发一种模仿酶的混杂性的多功能催化剂，可以在单个反应容器中催化多种化学转化，是现代可持续化学的关键点之一。我们的实验结果表明，格拉布斯型催化剂具有这种多任务活性，可以催化羧酸的乙烯基转移反应，而不会失去其原有的复分解活性。格拉布斯催化剂的这种新活性已在几个例子中得到证实。它使我们能够设计一种乙烯基转移/闭环复分解（RCM）级联反应，从而在一锅法中从不饱和羧酸形成环内烯醇内酯。格拉布斯催化剂以化学选择性方式催化多个机械上不同的级联反应的独特能力为从简单、易于获得的底物合成复杂化合物提供了新的可能性。