4-氰基-1-甲基碘化吡啶 | 1194-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-氰基-1-甲基碘化吡啶
• 英文名称: 4-cyano-N-methylpyridinium iodide
• 英文别名: N-methyl-4-cyanopyridinium iodide；1-Methyl-4-cyan-pyridiniumiodid；4-cyano-1-methylpyridinium iodide；1-methyl-4-cyanopyridinium iodide；4-Cyano-1-methylpyridin-1-ium iodide；1-methylpyridin-1-ium-4-carbonitrile;iodide
• CAS: 1194-04-3
• 化学式: C₇H₇N₂*I
• 分子量: 246.05
• InChiKey: HQYMOWHFGSCKGU-UHFFFAOYSA-M

物化性质

• 熔点：
  189-193 °C(Solv: benzene (71-43-2); ethanol (64-17-5))

计算性质

• 辛醇/水分配系数(LogP)：
  -2.61
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 4-CYANO-1-METHYLPYRIDINIUM IODIDE
CAS-No. : 1194-04-3
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
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
This substance is not classified as dangerous according to Directive 67/548/EEC.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C7H7IN2
Molecular Weight : 246,05 g/mol
Component Concentration
4-CYANO-1-METHYLPYRIDINIUM IODIDE
CAS-No. 1194-04-3 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
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. 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, nitrogen oxides (NOx), 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
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
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
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.
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
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. 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 no data available
point
f) Initial boiling point and no data available
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 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) 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. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause 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
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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氰基-1-甲基碘化吡啶 在 silver perchlorate 作用下， 以 乙醇 为溶剂， 生成 4-cyano-N-methylpyridinium perchlorate
  参考文献：
  名称：

  疏水-亲水因子在带电底物与胶束结合中的重要性：使用胶束外探针发光监测阳离子与胶束的结合

  摘要：

  阴离子金属络合物 1，RuL34-，其中 L = 4,4'-二羧基-2,2'-联吡啶已被用作胶束外发光探针，以监测阴离子十二烷基硫酸钠胶束对猝灭剂 Cu/sup 2 的结合能力+/- 和几种有机阳离子。在每种情况下，表面活性剂的加入将阳离子的猝灭活性衰减至 1。结果与模型最一致，即它们在烃 - 水界面结合，而不是主要与胶束头基团结合。13 参考。

  DOI：

  10.1021/ja00408a009
• 作为产物：
  描述：

  4-氰基吡啶 、 碘甲烷 以 乙腈 为溶剂， 以88%的产率得到4-氰基-1-甲基碘化吡啶
  参考文献：
  名称：

  吡啶鎓盐的直接 C-H 磺酰亚胺化

  摘要：

  已经开发了直接吡啶鎓 C-H 磺酰亚胺化，用于高效合成磺酰基亚氨基吡啶衍生物。这种转变的特点是在无金属条件下直接有效地形成具有高官能团耐受性的 C=N 键。光谱特性可能使这些磺酰基亚氨基吡啶化合物成为有用的新型发光材料。

  DOI：

  10.1021/acs.orglett.2c00725

文献信息

• Charge-transfer ion pairs. Structure and photoinduced electron transfer of carbonylmetalate salts
  作者：T. M. Bockman、Jay K. Kochi

  DOI：10.1021/ja00195a022

  日期：1989.6

  Ces sels sont: Cp 2 Co + Mn(CO) 5 − , Q + Co(CO) 4 − , Cp 2 Co + Co(CO) 4 − et cyP + Co(CO) 4 − . (Cp=cyclopentadienyl; Q + =quinoleinium; cyP + =cyano-4 pyridinium)

  可选：Cp 2 Co + Mn(CO) 5 - 、Q + Co(CO) 4 - 、Cp 2 Co + Co(CO) 4 - 和 cyP + Co(CO) 4 - 。(Cp=环戊二烯基；Q+=喹啉鎓；cyP+=氰基-4吡啶鎓)
• Pyridinium ion reactivities: substituent effect on the reverse menschutkin reaction of 1-methylpyridinium cations with iodide anion
  作者：Masami Sawada、Yoshio Takai、Chang Chong、Terukiyo Hanafusa、Soichi Misumi、Yuho Tsuno

  DOI：10.1016/s0040-4039(01)80854-6

  日期：1985.1

  Substituent effect on the reverse Menschutkin reaction of 1-methylpyridinium cations with iodide anion can be described in terms of the LArSR equation with ϱ=3.60 which provides evidence against very late transition state of the nitrogen-to-iodine transmethylation.

  取代物对1-甲基吡啶鎓阳离子与碘化物阴离子的逆Menschutkin反应的影响可以用LArSR方程（described = 3.60）来描述，该方程提供了反对氮到碘转甲基化非常晚的过渡态的证据。
• Excellent correlation between substituent constants and pyridinium N-methyl chemical shifts
  作者：Sha Huang、Jesse C.S. Wong、Adam K.C. Leung、Yee Man Chan、Lili Wong、Myrien R. Fernendez、Amanda K. Miller、Weiming Wu

  DOI：10.1016/j.tetlet.2009.06.081

  日期：2009.9

  Substituents on the pyridinium ring of N-methylpyridinium derivatives, especially those on the 2- or 4-position, have a large effect on the 1H and 13C NMR chemical shifts of the N-methyl group. Reasonable correlations between the chemical shift changes and the resonance substituent constants are observed. The dual substituent parameter approach provides an excellent correlation when a combination of

  的吡啶鎓环上的取代基Ñ -methylpyridinium衍生物，特别是那些在2-或4-位，对具有大的影响1 H和13个C NMR的化学位移ñ -甲基组。观察到化学位移变化与共振取代基常数之间的合理相关性。当采用极性和共振取代基常数的组合时，双取代基参数方法提供了极好的相关性。
• Reactivity in the nucleophilic aromatic substitution reactions of pyridinium ions
  作者：Jeannette T. Bowler、Freeman M. Wong、Scott Gronert、James R. Keeffe、Weiming Wu

  DOI：10.1039/c4ob00946k

  日期：——

  The “element effect” in nucleophilic aromatic substitution reactions (SNAr) is characterized by the leaving group order, L = F > NO2 > Cl ≈ Br > I, in activated aryl substrates. A different leaving group order is observed in the substitution reactions of ring-substituted N-methylpyridinium compounds with piperidine in methanol: 2-CN ≥ 4-CN > 2-F ∼ 2-Cl ∼ 2-Br ∼ 2-I. The reactions are second-order in

  亲核芳香族取代反应 (S N Ar) 中的“元素效应”以离去基团顺序为特征，L = F > NO 2 > Cl ≈ Br > I，在活化的芳基底物中。在环取代的N的取代反应中观察到不同的离去基团顺序-甲基吡啶鎓化合物与哌啶的甲醇溶液：2-CN ≥ 4-CN > 2-F ∼ 2-Cl ∼ 2-Br ∼ 2-I。[哌啶]中的反应是二级反应，其机制涉及确定哌啶和底物-哌啶加成中间体之间氢键形成的速率，然后该中间体去质子化。计算结果表明，氢键复合物的去质子化可能是无障碍的，并且伴随着 L = Cl、Br 和 I 的离去基团 (E2) 同时丢失，但随后离去基团迅速丢失（ E1cB-like) 对于较差的离去基团 CN 和 F。2-和 4-氰基底物的反应性提高了大约 50 倍，这归因于去质子化步骤中吸电子氰基的影响。
• 一种基于氰基吡啶类离子液体的钙钛矿太阳能电池用添加剂及其应用
  申请人：苏州大学

  公开号：CN110845398B

  公开（公告）日：2023-02-10

  本发明涉及一种基于氰基吡啶类离子液体的钙钛矿太阳能电池用添加剂及其应用，它的化学结构通式是：式中，n为0～9的整数；Z为Br、I、Cl、BF4、PF6或TFSI。通过设计特定的化学结构使得氰基连接至吡啶环上，强极性的氰基有利于钙钛矿薄膜生长的形貌控制，有利于制备了更大的晶粒尺寸；同时氰基和吡啶阳离子协同作用，能很好地钝化钙钛矿薄膜的内部缺陷，制备的钙钛矿薄膜具有很好的荧光性质。