二甲基-d6-胺 | 14802-36-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 二甲基-d6-胺
• 中文别名: 二甲基-D6-胺
• 英文名称: dimethylamine-D6
• 英文别名: dimethyl-d6-amine；bis(methyl-d₃)amine；1,1,1-trideuterio-N-(trideuteriomethyl)methanamine
• CAS: 14802-36-9
• 化学式: C₂H₇N
• 分子量: 51.0366
• InChiKey: ROSDSFDQCJNGOL-WFGJKAKNSA-N

物化性质

• 熔点：
  −93 °C(lit.)
• 沸点：
  7 °C(lit.)
• 蒸气密度：
  1.55 (15 °C, vs air)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  F,C
• 安全说明：
  S16,S26,S27,S36/37/39,S45
• 危险类别码：
  R20/21/22,R34,R11
• 危险品运输编号：
  UN 1032 2.1

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Dimethyl-d6-amine
CAS-No. : 14802-36-9
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]
Gases under pressure (Liquefied gas)
Acute toxicity, Oral (Category 4)
Skin corrosion (Category 1B)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Extremely flammable. Causes burns. Harmful by inhalation and if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H280 Contains gas under pressure; may explode if heated.
H302 Harmful if swallowed.
H314 Causes severe skin burns and eye damage.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
P410 + P403 Protect from sunlight. Store in a well-ventilated place.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R12 Extremely flammable.
R20/22 Harmful by inhalation and if swallowed.
R34 Causes burns.
S-phrase(s)
S3 Keep in a cool place.
S16 Keep away from sources of ignition - No smoking.
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S29 Do not empty into drains.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C2D6HN
Molecular Weight : 51,12 g/mol
Component Concentration
Dimethyl-d6-amine
CAS-No. 14802-36-9 -

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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
Take off contaminated clothing and shoes immediately. 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
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
May cause permanent eye injury., 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
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
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.
Evacuate personnel to safe areas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Clean up promptly by sweeping or vacuum.
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.
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
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 AXBEK (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: Liquefied gas
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 7 °C - lit.
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 1.703 hPa
l) Vapour density 1,55
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

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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. Material is extremely destructive to the tissue of
the mucous membranes and upper respiratory tract.
Ingestion Harmful if swallowed. Causes burns.
Skin May be harmful if absorbed through skin. Causes skin burns.
Eyes Causes eye burns.
Signs and Symptoms of Exposure
May cause permanent eye injury., 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
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: 1032 IMDG: 1032 IATA: 1032
UN proper shipping name
ADR/RID: DIMETHYLAMINE, ANHYDROUS
IMDG: DIMETHYLAMINE, ANHYDROUS
IATA: Dimethylamine, anhydrous
Passenger Aircraft: Not permitted for transport
Transport hazard class(es)
ADR/RID: 2.1 IMDG: 2.1 IATA: 2.1
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
no data available

---

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.

反应信息

• 作为反应物：
  描述：

  二甲基-d6-胺 在 sodium hypochlorite 、 sodium chloride 作用下， 以 二丁醚 、 水 为溶剂， 生成 C₂⁽²⁾H₆⁽³⁵⁾ClN
  参考文献：
  名称：

  Microwave spectrum, structure, and quadrupole coupling constants of N-chloro-N-methylmethanamine

  摘要：

  DOI：

  10.1021/ja00282a011
• 作为产物：
  描述：

  N,N-Bis-(D3-methyl)-p-toluolsulfonamid 在 硫酸 作用下， 反应 6.0h， 以65%的产率得到二甲基-d6-胺
  参考文献：
  名称：

  Metastable States of Dimethylammonium, (CH₃)₂NH₂^•

  摘要：

  Hypervalent dimethylammonium radical, (CH3)(2)NH2. and its deuterium-labeled isotopomers (CH3)(2)ND2., (CH3)(2)NHD., (CD3)(2)NH2. and (CD3)(2)ND2. were generated as transient species by collisional neutralization of their cations in the gas phase and studied by neutralization-reionization mass spectrometry, laser photoexcitation, and ab initio theory. (CH3)(2)ND2., (CH3)(2)NHD., and (CD3)(2)NH2. gave fractions of metastable species of greater than or equal to 3.3 mu s lifetimes, whereas (CH3)(2)NH2. and (CD3)(2)NH2. dissociated completely on the same time scale. Metastable (CD3)(2)NH2. and (CH3)(2)ND2. were photoexcited but not photoionized with the combined 488 and 514.5 nm lines from an Ar-ion laser. Ab initio calculations with effective PMP4(SDTQ)/6-311++G-(3df,2p) identified the ((X) over tilde)(2)A(1) ground state of vertical ionization energy, IEv=3.70 eV. RRKM calculations on the ab initio potential energy surface of the ((X) over tilde)(2)A(1) state predicted predominant N-H and N-D bond dissociations but did not allow for competitive loss of CH3 or CD3. The four lowest excited states of (CH3)(2)NH2., ((A) over tilde)B-2(1), ((B) over tilde)(2)A(1), ((C) over tilde)B-2(2), and ((D) over tilde)(2)A(1), were characterized by CIS/6-311++G(3df,2p) calculations, and their vertical ionization energies were calculated as 2.86, 2.57, 2.48, and 1.82 eV, respectively. The excited states were calculated to be strongly bound with respect to N-H bond dissociations. The N-C bond dissociations were interpreted by potential energy surface crossing of the B and A states and transitions via conical intersection to the dissociative ground state.

  DOI：

  10.1021/jp964077e
• 作为试剂：
  描述：

  3-(2-chloro-2-oxoacetyl)-1H-indol-4-yl acetate 在 lithium tetradeuteridoaluminate 、 二甲基-d6-胺 作用下， 以 四氢呋喃 、 甲基叔丁基醚 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  [EN] PSILOCYBIN ANALOGS, SALTS, COMPOSITIONS, AND METHODS OF USE
  [FR] ANALOGUES DE PSILOCYBINE, SELS, COMPOSITIONS ET PROCÉDÉS D'UTILISATION

  摘要：

  The present disclosure relates to psilocin compounds and pharmaceutically acceptable salts, polymorphs, stereoisomers, or solvates thereof, to pharmaceutical compositions, and in some embodiments, to serotonin 5-HT2receptor agonists and uses in the treatment of diseases associated with a 5-HT2receptor.

  公开号：

  WO2022195011A1

文献信息

• Reactions of the Cumyloxyl and Benzyloxyl Radicals with Tertiary Amides. Hydrogen Abstraction Selectivity and the Role of Specific Substrate-Radical Hydrogen Bonding
  作者：Michela Salamone、Michela Milan、Gino A. DiLabio、Massimo Bietti

  DOI：10.1021/jo400535u

  日期：2013.6.21

  going from CumO• to BnO• and with the observation of kH/kD ratios close to unity in the reactions of BnO•. Our modeling supports the different mechanisms proposed for the reactions of CumO• and BnO• and the importance of specific substrate/radical hydrogen bond interactions, moreover providing information on the hydrogen abstraction selectivity.

  进行了时间分辨的乙腈动力学研究，并进行了对异丙基异丙苯（CumO •）和苄氧基（BnO •）自由基从N，N-二甲基甲酰胺（DMF）和N，N-二甲基乙酰胺（DMA）夺氢反应的理论研究出去。CumO •通过直接氢提取与两种底物反应。对于DMF，从甲酰基和N-甲基C–H键发生抽象，甲酰基是首选的抽象位点，如测得的k H / k D所示比率和理论上。使用DMA时，优先从N-甲基基团进行提取，而从乙酰基基团的提取代表次要途径，这与计算的C–H BDEs和k H / k D比率一致。BnO •与两种底物的反应可以通过限速形成BnO • α-C–H与酰胺氧之间的氢键预反应配合物，然后进行分子内氢提取来最好地描述。该机理与从CumO •到BnO •时测得的反应性的极大提高以及k H /的观察结果一致。在BnO •的反应中，k D的比率接近于1 。我们的模型支持提议的CumO •和BnO •反应的不同机理，
• A General Acid‐Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes
  作者：Daniel Kaiser、Veronica Tona、Carlos R. Gonçalves、Saad Shaaban、Alberto Oppedisano、Nuno Maulide

  DOI：10.1002/anie.201906910

  日期：2019.10.7

  its considerable potential to streamline amine synthesis. State-of-the-art protocols for hydroaminomethylation of alkenes rely largely on transition-metal catalysis, enabling this transformation only under highly designed and controlled conditions. Here we report a broadly applicable, acid-mediated approach to the hydroaminomethylation of unactivated alkenes and alkynes. This methodology employs cheap

  与广泛研究的金属催化加氢胺化反应相比，加氢氨甲基化尽管具有极大的简化胺合成的潜力，但受到的关注却很少。烯烃加氢氨基甲基化的最新方案主要依赖于过渡金属催化，只有在高度设计和控制的条件下才能进行这种转化。在这里，我们报告了一种广泛适用的酸介导的方法，用于未活化的烯烃和炔烃的氢氨基甲基化。该方法采用廉价，易于获得且稳定的反应物，并提供所需的胺，且具有出色的官能团耐受性和无可挑剔的区域选择性。报道了这种转变的广泛范围，以及机理研究和原位多米诺骨牌功能化反应。
• Transformylating amine with DMF to formamide over CeO2 catalyst
  作者：Yehong Wang、Feng Wang、Chaofeng Zhang、Jian Zhang、Mingrun Li、Jie Xu

  DOI：10.1039/c3cc48400a

  日期：——

  We here report a new protocol for the formylation of various amines, primary or secondary, aromatic or alkyl, cyclic or linear, mono- or di-amine, with dimethylformamide (DMF) as the formylation reagent to obtain the corresponding formamides in good to excellent yields over CeO2 catalyst. The reaction requires no homogeneous acidic or basic additives and is tolerant to water.

  我们在此报告了一种新的协议，用于将各种胺，伯胺或仲胺，芳族或烷基，环状或线性，单胺或二胺的甲酰化，并以二甲基甲酰胺（DMF）作为甲酰化试剂，以获得相应的甲酰胺，其优劣收率超过CeO2催化剂。该反应不需要均质的酸性或碱性添加剂，并且耐水。
• [EN] HETEROARYL COMPOUNDS FOR KINASE INHIBITION<br/>[FR] COMPOSÉS HÉTÉROARYL POUR L'INHIBITION DE KINASE
  申请人：ARIAD PHARMA INC

  公开号：WO2015175632A1

  公开（公告）日：2015-11-19

  Compounds and pharmaceutical compositions that modulate kinase activity, including mutant EGFR and mutant HER2 kinase activity, and compounds, pharmaceutical compositions, and methods of treatment of diseases and conditions associated with kinase activity, including mutant EGFRand mutant HER2 activity, are described herein.

  调节激酶活性的化合物和药物组合物，包括突变EGFR和突变HER2激酶活性，以及与激酶活性相关的疾病和病况的治疗方法、化合物和药物组合物，包括突变EGFR和突变HER2活性，均在本文中描述。
• Lewis Acid-Catalyzed Reductive Amination of Aldehydes and Ketones with <i>N</i> ,<i>N</i> -Dimethylformamide as Dimethylamino Source, Reductant and Solvent
  作者：Luo Yang、Jie Lin、Lei Kang、Wang Zhou、Da-You Ma

  DOI：10.1002/adsc.201701221

  日期：2018.2.1

  A practical zinc acetate dihydrate‐catalyzed reductive amination of various carbonyl compounds with N,N‐dimethylformamide (DMF) as dimethylamino (Me2N) source, reductant and solvent has been developed. This reaction shows broad substrate scope, good functional group tolerance, avoids the need for a pressure‐proof reactor and column chromatographic isolation operations and gives up to 98% yield, to

  已经开发了一种实用的乙酸锌二水合物催化的羰基化合物以N，N-二甲基甲酰胺（DMF）作为二甲基氨基（Me 2 N）来源，还原剂和溶剂的还原胺化方法。该反应显示出广泛的底物范围，良好的官能团耐受性，无需耐压反应器和色谱柱色谱分离操作，且收率高达98％，使其成为制备N，N-二甲基叔胺的有吸引力的方法。