甲醛-d2 | 1664-98-8

• 物质功能分类: 化学农药原药 - 杀菌剂 - 其他杀菌剂
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 甲醛-d2
• 中文别名: 甲醛-D2
• 英文名称: Formaldehyde-d2
• 英文别名: paraformaldehyde-d2；deuterated formaldehyde；Dideuteriomethanone
• CAS: 1664-98-8
• 化学式: CH₂O
• 分子量: 32.0104
• InChiKey: WSFSSNUMVMOOMR-DICFDUPASA-N

物化性质

• 闪点：
  >230 °F
• 溶解度：
  少量溶于甲醇和水
• 稳定性/保质期：
  在常温常压下保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  2
• 可旋转键数：
  0
• 环数：
  0.0
• 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：
  Xn
• 安全说明：
  S26,S36/37,S51
• 危险类别码：
  R20/21/22,R40,R36/37/38,R43
• WGK Germany：
  3
• 海关编码：
  28459000
• 储存条件：
  常温、避光、存于通风干燥处。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Formaldehyde-d2 solution
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 1664-98-8
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
Acute toxicity, Oral (Category 4), H302
Acute toxicity, Inhalation (Category 4), H332
Acute toxicity, Dermal (Category 4), H312
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Skin sensitisation (Category 1), H317
Carcinogenicity (Category 2), H351
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn Harmful R20/21/22
Xn Harmful R40
Xi Irritant R43
Xi Irritant R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H312 Harmful in contact with skin.
H315 Causes skin irritation.
H317 May cause an allergic skin reaction.
H319 Causes serious eye irritation.
H332 Harmful if inhaled.
H335 May cause respiratory irritation.
H351 Suspected of causing cancer.
Precautionary statement(s)
P261 Avoid breathing vapours.
P280 Wear protective gloves/ protective clothing.
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) Xn Harmful
R-phrase(s)
R20/21/22 Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38 Irritating to eyes, respiratory system and skin.
R40 Limited evidence of a carcinogenic effect.
R43 May cause sensitisation by skin contact.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37 Wear suitable protective clothing and gloves.
Other hazards
Rapidly absorbed through skin., Lachrymator.

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SECTION 3: Composition/information on ingredients
Mixtures
Chemical characterization : Isotopically labeled
Synonyms : Formalin-d2
Deuterated formaldehyde
Formula : CD2O
Molecular Weight : 32,04 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
(2H)formaldehyde
CAS-No. 1664-98-8 Skin Corr. 1B; Skin Sens. 1; 20 - 25 %
EC-No. 216-775-5 Carc. 2; Acute Tox. 3; H314,
H301, H311, H317, H331,
H351
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
(2H)formaldehyde
CAS-No. 1664-98-8 T, Carc.Cat.3, R23/24/25 - 20 - 25 %
EC-No. 216-775-5 R34 - R40 - R43
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
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 breathing vapours, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. 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.
For precautions see section 2.2.
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 use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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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
Tightly fitting safety goggles. Faceshield (8-inch minimum). 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).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

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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 no data available
boiling range
g) Flash point > 113 °C
h) Evapouration 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) Auto-ignition 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
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Aniline, Phenol, Isocyanates, Acid anhydrides, Strong acids, Strong bases, Strong oxidizing agents,
Amines, Peroxides
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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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 sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: 1 - Group 1: Carcinogenic to humans ((2H)formaldehyde)
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
Additional Information
RTECS: Not available
Cough, chest pain, Difficulty in breathing, Gastrointestinal disturbance, May cause convulsions., To the
best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly
investigated.

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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
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
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: 3334
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Aviation regulated liquid, n.o.s. ((2H)formaldehyde)
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: 9
Packaging group
ADR/RID: - IMDG: - IATA: III
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
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Acute Tox. Acute toxicity
Carc. Carcinogenicity
H301 Toxic if swallowed.
H302 Harmful if swallowed.
H311 Toxic in contact with skin.
H312 Harmful in contact with skin.
H314 Causes severe skin burns and eye damage.
H315 Causes skin irritation.
H317 May cause an allergic skin reaction.
H319 Causes serious eye irritation.
H331 Toxic if inhaled.
H332 Harmful if inhaled.
H335 May cause respiratory irritation.
H351 Suspected of causing cancer.
Skin Corr. Skin corrosion
Full text of R-phrases referred to under sections 2 and 3
T Toxic
R20/21/22 Harmful by inhalation, in contact with skin and if swallowed.
R23/24/25 Toxic by inhalation, in contact with skin and if swallowed.
R34 Causes burns.
R36/37/38 Irritating to eyes, respiratory system and skin.
R40 Limited evidence of a carcinogenic effect.
R43 May cause sensitisation by skin contact.
Further information
Copyright 2013 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.

制备方法与用途

甲醛-D²是甲醛经过氘代处理后得到的化合物。据文献记载，它可用于制备氘代奥克托今和氘代丙烯酰胺。

反应信息

• 作为反应物：
  描述：

  甲醛-d2 在 盐酸羟胺 作用下， 以 水 为溶剂， 反应 0.25h， 以47%的产率得到
  参考文献：
  名称：

  揭示甲醛肟过渡金属配合物的结构

  摘要：

  铁（III），镍（II）和锰（II）氯化物与福尔多肟环三聚体（tfoH 3）和1,4,7-三氮杂环壬烷（tacn）的需氧反应可产生不确定稳定的通式[M（tacn）（ tfo）] Cl。尽管自19世纪末以来就已经知道了福尔多肟络合物的形成并用于分光光度法测定d-金属（福尔达肟方法），但这些配位化合物的结构至今仍难以捉摸。根据X射线分析，[M（tacn）（tfo）] +阳离子具有扭曲的金刚烷样结构，金属离子由去质子化的tfoH 3的三个氧原子配位配体。该金属具有正式的+4氧化态，这对于铁和镍的有机络合物而言是非典型的。通过XPS，NMR，循环（CV）和微分脉冲（DPV）伏安法，Mössbauer光谱和DFT计算研究了[M（tacn）（tfo）] +阳离子的电子结构。NBO分析证实，通过tfo 3–配体对高价金属离子的异常稳定作用是由于氮原子通过超共轭将电子密度提供给金属-氧键的反键轨道所致。在

  DOI：

  10.1021/acs.inorgchem.0c03362
• 作为产物：
  描述：

  氘代甲醇 在 sodium hypochlorite 、 (Et4N)₂[Fe^III(Cl)(biuret-TAML)] 作用下， 以 aq. phosphate buffer 、 乙腈 为溶剂， 生成 甲醛-d2
  参考文献：
  名称：

  Fe-bTAML和NaClO催化氧化酒精：比较Fe（V）O和Fe（IV）O中间体的反应性

  摘要：

  摘要我们证明了以Fe-bTAML为催化剂，以次氯酸钠（NaClO）为氧化剂将仲醇和活化的伯醇选择性氧化为相应的醛或酮。羰基化合物的收率好至极好，达到80％-99％，使用该催化系统可获得高达〜500的周转率。反应是干净的，在温和的条件下（空气，室温）进行，并且产生的氯化钠是唯一的副产物。产率和周转数取决于反应的pH，并且该差异归因于在pH 7和pH 12下分别形成的反应性中间体（分别为FeV（O）和FeIV（O））。涉及FeV（O）中间体的反应比其FeIV（O）类似物更有效地氧化仲醇。对于活化的伯醇的氧化，这种趋势被逆转了，其中涉及FeIV（O）的反应提供了更高的TON。这种反应性趋势也可以通过其相应的一种电子还原物种（[FeIV-OH]，〜99 kcal / mol； [FeIII-OH]，〜83 kcal / mol）的键离解能（BDE）的差异来解释。是它们在反应过程中在溶剂中的相对稳定

  DOI：

  10.1016/j.ica.2018.10.067
• 作为试剂：
  描述：

  1-碘萘 在 甲醛-d2 、 palladium diacetate 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以95%的产率得到萘-D1
  参考文献：
  名称：

  钯催化的芳基卤化物的加氢脱卤反应，使用多聚甲醛作为氢化物来源：纸基比色碘传感器进行高通量筛选

  摘要：

  在钯催化的芳基碘化物和溴化物的加氢脱卤化反应中，将多聚甲醛用作氢化物源。使用基于纸的比色碘传感器（PBCIS）进行的高通量筛选显示，Pd（OAc）2和Cs 2 CO 3分别是最好的催化剂和碱。使用Pd（OAc）2和Pd（PPh 3）4催化剂将芳基碘化物和溴化物加氢脱卤，生成还原的芳烃。该催化体系显示出良好的官能团耐受性。另外，发现低聚甲醛是氢化物源和用于形成钯纳米颗粒的还原剂。

  DOI：

  10.1016/j.tetlet.2013.07.071

文献信息

• Evidence for Radical Cations in Linked Mechanisms of <i>N</i>,<i>N</i>-Dialkyl Aromatic Amine Nitration and Nitrosative Dealkylation
  作者：Richard N. Loeppky、Sukhjeet P. Singh、Saleh Elomari、Riley Hastings、Thomas E. Theiss

  DOI：10.1021/ja9732744

  日期：1998.6.1

  N,N-Dialkyl aromatic amines react rapidly with nitrous acid to competitively produce a nitrosamine and a nitro compound. The mechanism of nitro compound formation involves a reaction of an amine radical cation with NO2, while the nitrosamine is produced by two competing pathways, one of which involves N-α-CH deprotonation of a radical cation with subsequent oxidative generation of an imminium ion,

  N,N-二烷基芳香胺与亚硝酸迅速反应，竞争生成亚硝胺和硝基化合物。硝基化合物的形成机制涉及胺自由基阳离子与 NO2 的反应，而亚硝胺是通过两种竞争途径产生的，其中一种涉及自由基阳离子的 N-α-CH 去质子化，随后氧化生成亚胺离子，另一个是通过 NOH 消除亚硝铵离子 (R3N-NO+) 发生的。所有三种途径都通过 R3N-NO+ 可逆均分解为 NO 和自由基阳离子而相互关联。
• Pd-^<i>t</i> BuONO Cocatalyzed Aerobic Indole Synthesis
  作者：Xiao-Shan Ning、Xin Liang、Kang-Fei Hu、Chuan-Zhi Yao、Jian-Ping Qu、Yan-Biao Kang

  DOI：10.1002/adsc.201701512

  日期：2018.4.17

  A Pd‐tBuONO co‐catalyzed scalable and practical synthesis of indoles with molecular oxygen as terminal oxidant is developed. Either terminal or internal 2‐vinylanilines could be smoothly converted to desired indoles under one general condition. This method has been evaluated in the large scale synthesis of indomethacin and a potential anti‐breast cancer drug candidate 1.

  甲的Pd-吨作为终端氧化剂被显影BUONO共催化的分子氧吲哚的可扩展性和实用的合成。在一种通用条件下，末端或内部2乙烯基苯胺均可顺利转化为所需的吲哚。吲哚美辛和潜在的抗乳腺癌候选药物1的大规模合成已对该方法进行了评估。
• Late-Stage C–H Alkylation of Heterocycles and 1,4-Quinones via Oxidative Homolysis of 1,4-Dihydropyridines
  作者：Álvaro Gutiérrez-Bonet、Camille Remeur、Jennifer K. Matsui、Gary A. Molander

  DOI：10.1021/jacs.7b05899

  日期：2017.9.6

  heterocyclic bases and 1,4-quinones. DHPs are readily prepared from aldehydes, and considering that aldehydes normally require harsh reaction conditions to take part in such transformations, with mixtures of alkylated and acylated products often being obtained, this net decarbonylative alkylation approach becomes particularly useful. The present method takes place under mild reaction conditions and requires

  在氧化条件下，1,4-二氢吡啶 (DHP) 发生均裂，仅形成以 Csp3 为中心的自由基，该自由基可以参与杂环碱基和 1,4-醌的 CH 烷基化。DHP很容易由醛制备，并且考虑到醛通常需要苛刻的反应条件来参与这种转化，并且经常获得烷基化和酰化产物的混合物，这种净脱羰烷基化方法变得特别有用。本方法在温和的反应条件下进行，仅需要过硫酸盐作为化学计量氧化剂，使得该方法适合复杂分子的后期CH烷基化。值得注意的是，结构复杂的药剂可以用该方案功能化或制备，例如抗疟药 Atovaquone 和抗疟药 Parvaquone，从而证明其适用性。机理研究揭示了可能通过形成脱芳构中间体的自由基链过程，从而更深入地了解控制这些自由基前体反应性的因素。
• Coordination-Induced Stereocontrol over Carbocations: Asymmetric Reductive Deoxygenation of Racemic Tertiary Alcohols
  作者：Mayuko Isomura、David A. Petrone、Erick M. Carreira

  DOI：10.1021/jacs.9b00862

  日期：2019.3.20

  intermediate tertiary carbocations. This approach has been implemented to achieve the first example of enantioselective reductive deoxygenation of tertiary alcohols. This reduction occurs with high enantio- (up to 96% ee) and regioselectivity (up to >50:1 rr) by applying a novel Hantzsch ester analogue as a convenient hydride source. In-depth mechanistic studies support the involvement of a tertiary carbocation

  引发对碳正离子的面部控制的固有困难限制了它们作为不对称催化中间体的效用。我们现在已经表明，涉及底物与手性过渡金属催化剂的可逆配位的对接策略可用于实现对中间叔碳正离子的高度立体选择性亲核攻击。这种方法已被实施以实现叔醇的对映选择性还原脱氧的第一个例子。通过应用新型 Hantzsch 酯类似物作为方便的氢化物来源，这种还原具有高对映性（高达 96% ee）和区域选择性（高达 >50:1 rr）。深入的机理研究支持通过关键的丙二烯部分与铱金属中心配位的叔碳正离子的参与。
• A facile synthesis of isotope labeled acylcarnitines
  作者：Xiaojun Dai、Chao Lv、Jianguo Sun、Shuwei Li

  DOI：10.1002/jlcr.3904

  日期：2021.5.15

  Acylcarnitines are a big family of small molecule metabolites with various acyl groups attached to the hydroxyl moiety of L-carnitine. They are good indicators of multiple metabolic disorders. For instance, the newborn screening panel uses flow injection tandem mass spectrometry to analyze more than 30 different acylcarnitines and amino acids extracted from dried blood spots. A facile approach has

  酰基肉碱是一大类小分子代谢物，左旋肉碱的羟基部分带有各种酰基。它们是多种代谢紊乱的良好指标。例如，新生儿筛查小组使用流动注射串联质谱分析从干血斑中提取的 30 多种不同的酰基肉碱和氨基酸。已经开发出一种简便的方法来合成同位素标记的酰基肉碱，其相对于未标记的对应物的质量位移可以是 3 至 12 Da 范围内的任何数字。这种策略使得为酰基肉碱谱分析提供真实的内标变得更加方便，从而扩大了其临床应用。