二碘甲烷-d2 | 15729-58-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 中文名称: 二碘甲烷-d2
• 中文别名: 二碘甲烷-D2；二碘m乙烷-d2
• 英文名称: diiodomethane-d2
• 英文别名: dideuterio(diiodo)methane
• CAS: 15729-58-5
• 化学式: CH₂I₂
• 分子量: 269.82
• InChiKey: NZZFYRREKKOMAT-DICFDUPASA-N

物化性质

• 沸点：
  68 °C/15 mmHg (lit.)
• 密度：
  3.325 g/mL at 25 °C (lit.)
• 闪点：
  >230 °F
• 稳定性/保质期：
  按规定使用不会分解，避免接触氧化剂、碱金属、光线和潮湿环境。

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S27,S36/37/39
• 危险类别码：
  R34
• WGK Germany：
  3
• 危险品运输编号：
  UN 3265 8/PG 2
• 储存条件：
  存于密闭、阴凉、干燥处，并在氮气保护下保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Diiodomethane-d2
CAS-No. : 15729-58-5

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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]
Acute toxicity, Oral (Category 4)
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
Harmful if swallowed. Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
Harmful if swallowed.
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)
R22 Harmful if swallowed.
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : Methylene-d2 iodide
Formula : CD2I2
Molecular Weight : 269,85 g/mol
Component Concentration
Diiodomethane-d2
CAS-No. 15729-58-5 -

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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
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea, Vomiting, 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. FIRE-FIGHTING 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, Hydrogen iodide
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 breathing vapors, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. 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 inhalation of vapour or mist.
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
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
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 no data available
point
f) Initial boiling point and 68 °C at 20 hPa - lit.68 °C at 20 hPa - lit.
boiling range
g) Flash point 113 °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 3,325 g/mL at 25 °C3,325 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
no data available
Incompatible materials
Alkali metal salts, Strong oxidizing agents, Strong bases, Metals, Forms shock-sensitive mixtures with certain
other materials., Potassium, Sodium/sodium oxides, and its alloys
Hazardous decomposition products

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Inhalation: no data available
Dermal: no data available
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
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
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion
Harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes
Causes serious eye irritation.
Signs and Symptoms of Exposure
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea, Vomiting, 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.
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

反应信息

• 作为反应物：
  描述：

  二碘甲烷-d2 在 mercury monofluoride 作用下， 65.0~100.0 ℃ 、10.0 kPa 条件下， 生成 fluoroiodomethane-d₂
  参考文献：
  名称：

  [EN] RADIOLABELED COMPOUNDS AND THEIR USE AS RADIOTRACERS FOR QUANTITATIVE IMAGING OF PHOSPHODIESTERASE (PDE10A) IN MAMMALS
  [FR] COMPOSÉS RADIOMARQUÉS ET LEUR UTILISATION EN TANT QUE RADIOTRACEURS POUR L'IMAGERIE QUANTITATIVE DE LA PHOSPHODIESTÉRASE (PDE10A) CHEZ LES MAMMIFÈRES

  摘要：

  本发明提供了用作哺乳动物中PDE10A定量成像的放射标记化合物，该化合物由以下公式（I）表示：其中每个符号如规范中定义。

  公开号：

  WO2013027845A1
• 作为产物：
  描述：

  碘仿 在 1,4-二(苄氧基)丁烷 、 diethylzinc 、 重水 、 氘代硫酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.08h， 生成 碘甲烷-d2 、 二碘甲烷-d2
  参考文献：
  名称：

  Geminal Dizinc Carbenoid 形成的第一个证据：1,2,3-取代环丙烷的高度立体选择性合成

  摘要：

  当二乙基锌与碘仿在 0 摄氏度的 CH2Cl2 中混合时，会形成大量的新型 gem-dizinc carbenoids (RZnCHIZnR)。该试剂被证明在丁烯二醇衍生物的环丙烷化中有效，生成环丙基锌中间体，该中间体可以用各种亲电试剂。1,2,3-取代的环丙烷衍生物通过使用这种简单的方法形成，具有优异的非对映选择性。

  DOI：

  10.1021/ja017230d
• 作为试剂：
  描述：

  N,N-二甲基对甲苯胺 、 2-苯基-1-丙烯 在 二碘甲烷-d2 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以88%的产率得到
  参考文献：
  名称：

  二碘甲烷介导的N-芳基亚胺离子的生成以及随后的[4 + 2]与烯烃的环加成反应。

  摘要：

  在此，我们报告了一种通过N，N-二甲基苯胺与二碘甲烷反应原位生成N-芳基亚胺离子的方法。我们使用该方法通过N，N-二甲基苯胺，二碘甲烷和烯烃之间的一锅三组分反应制备四氢喹啉。此转化过程涉及苯胺与二碘甲烷的初始反应，形成碘甲基铵盐，然后进行裂解并消除甲基碘，得到N-芳基亚胺离子，该烯烃经[4 + 2]环加成反应被烯烃捕获，得到最终产物。产品。这种产生N-芳基亚胺离子的方法既不需要催化剂也不需要强氧化剂，这表明可以预期它具有广泛的用途，特别是对于对路易斯酸，过渡金属或强氧化剂敏感的底物。

  DOI：

  10.1021/acs.joc.9b03148

文献信息

• 1,3‐Benzodioxole‐Modified Noscapine Analogues: Synthesis, Antiproliferative Activity, and Tubulin‐Bound Structure
  作者：Cassandra Yong、Shane M. Devine、Anne‐Catherine Abel、Stefan D. Tomlins、Divya Muthiah、Xuexin Gao、Richard Callaghan、Michel O. Steinmetz、Andrea E. Prota、Ben Capuano、Peter J. Scammells

  DOI：10.1002/cmdc.202100363

  日期：2021.9.16

  To date, noscapine has been explored at the 1, 7, 6′, and 9′-positions, though the 1,3-benzodioxole motif in the noscapine scaffold that remains unexplored. The present investigation describes the design, synthesis and pharmacological evaluation of noscapine analogues consisting of modifications to the 1,3-benzodioxole moiety. This includes expansion of the dioxolane ring and inclusion of metabolically

  自从揭示了诺斯卡品的弱抗有丝分裂活性以来，在过去的二十年中进行了广泛的研究，目的是发现具有更高效力的诺斯卡品衍生物。迄今为止，已在 1, 7, 6' 和 9' 位置探索了诺斯卡品，尽管诺斯卡品支架中的 1,3-苯并二氧戊环基序仍未探索。本研究描述了对 1,3-苯并二氧戊环部分进行修饰的诺斯卡平类似物的设计、合成和药理学评价。这包括二氧戊环环的扩展和代谢稳健的氘和氟原子的加入。随后将有利的结构修饰结合到多功能化的诺斯卡品衍生物中，该衍生物也具有先前显示的修饰以促进 1-、6'-和 9'-位置的抗增殖活性。我们的研究工作提供了氘代诺斯卡品衍生物图14  e和含二恶英的类似物20作为有效的细胞毒剂，针对乳腺癌 (MCF-7) 细胞的EC 50值分别为 1.50 和 0.73 μM。在 NCI 筛选中，化合物20对黑色素瘤、非小细胞肺癌和脑癌、肾癌和乳腺癌的EC 50值也小于 2 μM。此外，化合
• Aminofluorination of Cyclopropanes: A Multifold Approach through a Common, Catalytically Generated Intermediate
  作者：Cody Ross Pitts、Bill Ling、Joshua A. Snyder、Arthur E. Bragg、Thomas Lectka

  DOI：10.1021/jacs.6b02838

  日期：2016.5.25

  We have discovered a highly regioselective aminofluorination of cyclopropanes. Remarkably, four unique sets of conditions-two photochemical, two purely chemical-generated the same aminofluorinated adducts in good to excellent yields. The multiple, diverse ways in which the reaction could be initiated provided valuable clues that led to the proposal of a "unifying" chain propagation mechanism beyond

  我们发现了环丙烷的高度区域选择性氨基氟化。值得注意的是，四组独特的条件——两种光化学条件，两种纯化学条件——产生了相同的氨基氟化加合物，产率非常好。引发反应的多种不同方式提供了有价值的线索，导致提出了一种超越引发的“统一”链传播机制，由一个共同的中间体联系起来。总之，本文提出的机制得到了产品分布研究、动力学分析、LFER、ΔGET 的 Rehm-Weller 估计、竞争实验、KIE、荧光数据和 DFT 计算的证实。从更物理的角度来看，瞬态吸收实验允许对自由基离子中间体进行直接光谱观察（以前仅在光化学氟化系统中间接假设或探测），因此为链传播提供了动力学支持。最后，计算表明溶剂可能在环丙烷开环步骤中起重要作用。
• The diazo route to 2-vinylcyclopropylidenes
  作者：Wolfgang Kirmse、Pham van Chiem、Paul-Georg Henning

  DOI：10.1016/s0040-4020(01)96385-9

  日期：1985.1

  opylidenes (95,97) were generated from the corresponding nitrosoureas in methanol at room temperature. The diazo route is initiated by the formation of 2-vinylcyclopropanediazonium ions (e.g.43) which do not undergo 1,3-carbon shifts. No cyclopentenyl products were found in weakly basic methanol where the diazonium ions prevail. Ring opening of the diazonium ions gives pentadienyl cations and products

  在室温下，由相应的亚硝基脲在甲醇中生成2-乙烯基环亚丙基（2），3-甲基-2-乙烯基环亚丙基（79,81）和2-（1-丙烯基）环亚丙基（95,97）。重氮途径通过不经历1，3-碳移位的2-乙烯基环丙烷重氮离子（例如43）的形成而引发。在重氮离子占优势的弱碱性甲醇中未发现环戊烯基产物。重氮离子的开环得到戊二烯基阳离子和由其衍生的产物。通过氘和甲基标记的分布证明了戊二烯基阳离子的离域化。在强碱存在下，1-重氮-2-乙烯基环丙烷（例如48）是由于重氮离子去质子化而产生的。独立产生潜在的产物4-重氮环戊烯（103）排除了48的重排。从103获得了大量的3-甲氧基环戊烯（108），但没有从48获得。由相应的重氮化合物中的氮损失引起的2-乙烯基环丙叉基2,79和95竞争性地经历了丙二烯形成和Skattebøl重排。C-2（81）或C-2'（97）处的顺式甲基可防止Skattebøl重排。环戊烯基3和83屈服4-
• Oxidation of Aryl- and Diarylcyclopropanes in a Pentasil Zeolite: Ring Opening with Deprotonation or Net Hydrogen Migration
  作者：Torsten Herbertz、Prasad Sreeramachandra Lakkaraju、Florian Blume、Matthias Blume、Heinz Dieter Roth

  DOI：10.1002/(sici)1099-0690(200002)2000:3<467::aid-ejoc467>3.0.co;2-b

  日期：2000.2

  3-diphenylallyl radical (2•) and its 2-D1 isotopomer, respectively. This conversion requires oxidation, ring opening, and deprotonation, in an unspecified sequence. The allyl radical 2• is also formed upon incorporation of trans-1,3-diphenylpropene (3). A comparison with the solution photochemistry, in the presence or absence of added base, shows the conversion of 1 into 2• to be a zeolite-specific reaction

  将反式 1,2-二苯基环丙烷 (1) 及其 3,3-D2-同位素掺入具有氧化还原活性的五元硅沸石 (Na-ZSM-5) 的通道，导致形成 exo,exo-1,3 -二苯基烯丙基 (2•) 及其 2-D1 同位素分别为。这种转化需要以未指定的顺序进行氧化、开环和去质子化。结合反式-1,3-二苯基丙烯(3) 也形成烯丙基2•。与溶液光化学的比较，在添加或不添加碱的情况下，显示 1 到 2• 的转化是沸石特异性反应。将芳基环丙烷 9 (R = H, OCH3) 并入 ZSM-5 生成反式丙烯基苯自由基阳离子 10•+ (R = H, OCH3)；9 (R = OCH3) 的 2,2-D2 同位素产生三种不同的 10•+ (R = OCH3) 同位素。
• Chemo- and diastereoselective cyclopropanation of allylic amines and carbamates
  作者：Kristína Csatayová、Stephen G. Davies、James A. Lee、Kenneth B. Ling、Paul M. Roberts、Angela J. Russell、James E. Thomson

  DOI：10.1016/j.tet.2010.08.055

  日期：2010.10

  allylic carbamates has been developed, which provides access to both diastereoisomers of the corresponding cyclopropanes with very high levels of diastereoselectivity: cyclopropanation with the Wittig–Furukawa reagent [Zn(CH2I)2] proceeds under chelation control to give the corresponding syn-product, whilst reaction with Shi’s carbenoid proceeds under steric control to give the corresponding anti-cyclopropane

  描述了一种高度化学和非对映选择性的方案，用于使用Shi的类胡萝卜素[CF 3 CO 2 ZnCH 2 I]对叔烯丙基胺进行环丙烷化。高水平在这些反应中观察到的非对映选择性的可以归因于该氮原子与锌试剂，然后一个亚甲基单元传送到的螯合顺式烯烃的面取向。此外，已开发出用于一系列烯丙基氨基甲酸酯的环丙烷化的立体发散方案，该方案提供了具有非常高非对映选择性的相应环丙烷的两种非对映异构体的途径：使用Wittig-Furukawa试剂[Zn（CH 2 I）2进行环丙烷化]螯合控制下进行，得到相应的顺式-产物，同时用施的立体控制，得到相应的下卡宾反应进行反-环丙烷，在> 95：在这两种情况下5博士。