三氰基甲烷化钾 | 34171-69-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 三氰基甲烷化钾
• 中文别名: 三氰基甲基钾；三氰基甲烷化
• 英文名称: potassium tricyanomethanide
• 英文别名: potassium tricyanomethane
• CAS: 34171-69-2
• 化学式: C₄N₃*K
• mdl: MFCD00058850
• 分子量: 129.162
• InChiKey: ZKJPYQKGNUBNOA-UHFFFAOYSA-N

物化性质

• 熔点：
  298°C(lit.)
• 溶解度：
  少量溶于甲醇和水
• 稳定性/保质期：
  如果遵照规格使用和储存，则不会分解，未有已知危险反应。避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.42
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  6.1
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R23/24/25
• 海关编码：
  2926909090
• 包装等级：
  II
• 危险类别：
  6.1
• 危险品运输编号：
  UN 3276
• 储存条件：
  请将贮藏器密封存放于阴凉、干燥处，并确保工作环境有良好的通风或排气设施。

SDS

---

Section 1: Product Identification
Chemical Name: Potassium tricyanomethanide, min. 98%
CAS Registry Number: 34171-69-2
Formula: KC(CN)3
EINECS Number: none
Chemical Family: metal cyano complex
Synonym: none

---

Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 34171-69-2 100% no data 5mg/m3 (as CN - skin)

---

Section 3: Hazards Identification
Emergency Overview: Toxic material by ingestion, inhalation and skin absorption.
Primary Routes of Exposure: Ingestion, inhalation, skin, eyes
Eye Contact: May cause moderate to severe irritation of the eyes
Skin Contact: May cause slight to mild irritation of the skin, Skin adsorption may result in toxic effects.
May be irritating to the nose, mucous membranes and respiratory tract. Decomposition products may include
Inhalation:
toxic hydrogen cyanide gas.
Toxic if swallowed. High doses may cause vomiting, bloody diarrhea, twitching of facial muscles, convulsions,
Ingestion:
cyanosis, coma and death.
Toxic by inhalation, in contact with skin and if swallowed. Cyanides may cause headache, dizziness, vomiting,
Acute Health Affects:
weak and irregular heart beat, unconsciousness, convulsions, coma and death.
Chronic Health Affects: No information available on long-term chronic effects.
NTP: No
IARC: No
OSHA: No

---

SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area immediately with water. Remove contaminated clothing if necessary. Seek medical
Skin Exposure:
assistance if irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

---

SECTION 5: Fire Fighting Measures
Flash Point: not applicable
Autoignition Temperature: none
Explosion Limits: none
Extinguishing Medium: carbon dioxide, foam or dry powder
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self- contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit irritating fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

---

SECTION 6: Accidental Release Measures
To avoid raising dust, small spills may be mixed with diatomaceous earth, sand, vermiculite or other suitable
Spill and Leak Procedures:
inert material and swept up.

---

SECTION 7: Handling and Storage
Handling and Storage: Handle and store the material under a dry inert atmosphere of nitrogen or argon.

---

SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves. Consult with glove manufacturer to determine the proper type of glove.
Ventilation: Material may form a fine dust. If possible, handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Material may form a fine dust. If possible, handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

---

SECTION 9: Physical and Chemical Properties
Color and Form: off-white to beige powder
Molecular Weight: 129.16
Melting Point: none
Boiling Point: no data
Vapor Pressure: not applicable
Specific Gravity: no data
Odor: none
Solubility in Water: soluble

---

SECTION 10: Stability and Reactivity
Stability: air and moisture stable
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: oxidizing agents and halogens
Decomposition Products: carbon dioxide, carbon monoxide, nitrogen oxide, cyanides and potassium salts.

---

SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

---

SECTION 12: Ecological Information
Ecological Information: No information available

---

SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

---

SECTION 14: Transportation
Shipping Name (CFR): Toxic solids, organic, N.O.S.
Hazard Class (CFR): 6.1
Additional Hazard Class (CFR): NA
Packaging Group (CFR): II
UN ID Number (CFR): UN# 2811
Shipping Name (IATA): Toxic solid, organic, N.O.S.
Hazard Class (IATA): 6.1
Additional Hazard Class (IATA): NA
Packaging Group (IATA): II
UN ID Number (IATA): UN# 2811

---

SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory.
SARA (Title 313): Title compound not listed.
Second Ingredient: None

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  三氰基甲烷化钾 在 硫酸 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 生成 2-氨基乙氧基亚甲基丙二腈
  参考文献：
  名称：

  3-Alkoxyisothiazole derivatives as herbicides

  摘要：

  一类新的除草化合物，包括1-烷基-和1,1-二烷基-3-(4-取代-3-烷氧基-5-异噻唑基)脲和N-(4-取代-3-烷氧基-5-异噻唑基)烷酰胺，其中4-取代基包括烷氧羰基、氰基和氨基甲酰基，表现出前除草和后除草活性，有效控制广泛范围的草本和阔叶植物的生长。这一类化合物的合成被详细描述，代表性化合物的用途被举例说明。

  公开号：

  US04059433A1
• 作为产物：
  描述：

  乙二醇二甲醚 以 乙醚 为溶剂， 生成 三氰基甲烷化钾
  参考文献：
  名称：

  3-Aminoisothiazole derivatives as herbicides

  摘要：

  一种新的除草化合物类别，包括1-烷基和1,1-二烷基-3-(4-取代-3-氨基-5-异噻唑基)脲和N-(4-取代-3-氨基-5-异噻唑基)-烷酰胺，其中4-取代基包括氰基和氨甲酰基，表现出萌发前和萌发后的除草活性，有效控制多种草本和阔叶植物的生长。该类化合物的合成被详细描述，并展示了代表性化合物的用途。

  公开号：

  US04075001A1

文献信息

• Pyridinium modification of a hexaazaphenalene skeleton: structure and spectroelectrochemical analysis
  作者：Krittanun Deekamwong、Pavel M. Usov、Hiroyoshi Ohtsu、Masaki Kawano

  DOI：10.1039/d0ce00850h

  日期：——

  N-Alkylation of tris(4-pyridyl) hexaazaphenalene (TPHAP) anions afforded corresponding pyridinium derivatives.

  将tris(4-吡啶基)六氮杂菲烯(TPHAP)阴离子的N-烷基化产生了相应的吡啶盐衍生物。
• Tricyanomethane and Its Ketenimine Tautomer: Generation from Different Precursors and Analysis in Solution, Argon Matrix, and as a Single Crystal
  作者：Klaus Banert、Madhu Chityala、Manfred Hagedorn、Helmut Beckers、Tony Stüker、Sebastian Riedel、Tobias Rüffer、Heinrich Lang

  DOI：10.1002/anie.201704561

  日期：2017.8.1

  photolyzed at low temperatures to produce the corresponding 2H‐azirine and tricyanomethane, which were analyzed by low‐temperature NMR spectroscopy. The latter product was also observed after short thermolysis of the azide precursor in solution whereas irradiation of the azide isolated in an argon matrix did not lead to tricyanomethane, but to unequivocal detection of the tautomeric ketenimine by IR spectroscopy

  在低温下将叠氮基亚甲基丙二腈溶液光解，生成相应的2H-叠氮基和三氰基甲烷，并通过低温NMR光谱法对其进行分析。在溶液中叠氮化物前体短时间热解后也观察到了后者的产物，而在氩气基质中分离出的叠氮化物的辐射并没有产生三氰基甲烷，而是首次通过红外光谱法明确检测了互变异构酮亚胺。当由三氰胺钾，稀硫酸和二乙醚产生的广为人知的“水醚”绿色相迅速蒸发并升华时，形成了三氰胺氢鎓和三氰甲烷的混合物，而不是先前声称的酮亚胺互变异构体。在特殊的升华条件下，
• Highly Efficient Conversion of Propargylic Amines and CO ₂ Catalyzed by Noble‐Metal‐Free [Zn ₁₁₆ ] Nanocages
  作者：Chun‐Shuai Cao、Shu‐Mei Xia、Zhen‐Jun Song、Hang Xu、Ying Shi、Liang‐Nian He、Peng Cheng、Bin Zhao

  DOI：10.1002/anie.201914596

  日期：2020.5.25

  reveal that 1 can efficiently catalyze the cycloaddition of propargylic amines with CO2 , exclusively affording various 2-oxazolidinones under mild conditions. It is the first eco-friendly noble-metal-free MOFs catalyst for the cyclization of propargylic amines with CO2 . DFT calculations uncover that ZnII ions can efficiently activate both C≡C bonds of propargylic amines and CO2 by coordination interaction

  炔丙基胺与CO 2的反应可以提供高附加值的化学产品。然而，这种反应中的大多数催化剂使用贵金属以获得高产率，因此寻求生态友好的无贵金属MOFs催化剂是重要的。在这里，在锌-四唑3D框架中[Zn22（Trz）8（OH）12（H2 O）9⋅8H2 O] n Trz =（C4 N12 O）4-（1）形成巨型且呈灯笼状的[Zn116]纳米笼。 ）并进行结构表征。它由六个[Zn14 O21]簇和八个[Zn4 O4]簇组成。据我们所知，这是迄今为止由锌团簇构建的最高核纳米笼。重要的是，催化研究表明1可以有效地催化炔丙基胺与CO2的环加成反应，仅在温和条件下提供各种2-恶唑烷酮。它是第一种环保的无贵金属MOFs催化剂，用于将炔丙基胺与CO2环化。DFT计算发现，ZnII离子可通过配位相互作用有效激活炔丙基胺和CO2的C≡C键。NMR和FTIR光谱进一步证明Zn团簇在活化炔丙基胺的C≡C键中起重要作用。此外
• Preparation, Characterization and Crystal Structure of Lead(II) Tricyanomethanide
  作者：Victor M. Deflon、Cassia C. de Sousa Lopes、Karl E. Bessler、Lincoln L. Romualdo、Elke Niquet

  DOI：10.1515/znb-2006-0107

  日期：2006.1.1

  The so far unknown lead tricyanomethanide, Pb[C(CN)3]2, was obtained from a saturated aqueous solution of PbCl2 and solid AgC(CN)3. Its IR spectrum and thermal behaviour are described. The crystal structure was determined by single-crystal X-ray diffraction (trigonal, P31m, Z = 3, a = 1414.4(5), c = 409.02(6) pm, R1 = 0.0249, wR2 = 0.0527). Two crystallographically independent ninefold coordinated

  迄今为止未知的三氰基甲烷化铅 Pb[C(CN)3]2，是从 PbCl2 和固体 AgC(CN)3 的饱和水溶液中获得的。描述了其红外光谱和热行为。晶体结构由单晶X射线衍射确定（三角，P31m，Z = 3，a = 1414.4（5），c = 409.02（6）pm，R1 = 0.0249，wR2 = 0.0527）。两个晶体学独立的九重配位铅原子通过平面三氰基甲烷离子以两种不同的桥接配位模式连接。Pb-N 距离范围在 254 到 293 pm 之间。
• Synthesis, Structure, and Bonding of Weakly Coordinating Anions Based on CN Adducts
  作者：Arne Bernsdorf、Harald Brand、Robert Hellmann、Martin Köckerling、Axel Schulz、Alexander Villinger、Karsten Voss

  DOI：10.1021/ja902450b

  日期：2009.7.1

  the type [E(CN)(n)(-)] x [B(C(6)F(5))(3)](n): E = N (dca_nb with n = 1, 2; b = B(C(6)F(5))(3)); E = C (tcm_nb with n = 1, 2, 3), and E = B (tcb_nb with n = 1, 2, 3, 4). Salts bearing these anions such as B[(CN) x B(C(6)F(5))(3)](4)(-) (= [B(CN)(4)(-)] x [B(C(6)F(5))(3)](4)), C[(CN) x B(C(6)F(5))(3)](3)(-) (= [C(CN)(3)(-)] x [B(C(6)F(5))(3)](3)), and N[(CN) x B(C(6)F(5))(3)](2)(-) (=[N(CN)(2)(-)] x [B(C(6)F(5))(3)](2))

  将二氰胺 (dca)、三氰基甲烷 (tcm) 和四氰基硼酸盐 (tcb) 的碱金属盐或银盐添加到 B(C(6)F(5))(3) 的乙醚溶液中，得到含有大量 B( [E(CN)(n)(-)] x [B(C(6)F(5))(3)](n) 类型的 C(6)F(5))(3) 加合阴离子： E = N (dca_nb 与 n = 1, 2; b = B(C(6)F(5))(3)); E = C（tcm_nb，n = 1, 2, 3），E = B（tcb_nb，n = 1, 2, 3, 4）。带有这些阴离子的盐，例如 B[(CN) x B(C(6)F(5))(3)](4)(-) (= [B(CN)(4)(-)] x [B (C(6)F(5))(3)](4)), C[(CN) x B(C(6)F(5))(3)](3)(-) (= [C (CN)(3)(-)] x [B(C(6)F(5))(3)](3))