克菌磷 | 1068-22-0

• 物质功能分类: 化学农药原药 - 杀菌剂 - 有机磷杀菌剂
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机二硫代磷酸及其衍生物
• 中文名称: 克菌磷
• 中文别名: 二乙基二丙烯酸铝盐；O,O-二乙基二硫代磷酸铵
• 英文名称: diethyl dithiophosphate ammonium salt
• 英文别名: ammonium O,O-diethyl phosphorodithioate；ammonium diethyl dithiophosphate；ammonium O,O'-diethyl dithiophosphate；azane;diethoxy-sulfanyl-sulfanylidene-λ5-phosphane
• CAS: 1068-22-0
• 化学式: C₄H₁₁O₂PS₂*H₃N
• 分子量: 203.266
• InChiKey: HFRHTRKMBOQLLL-UHFFFAOYSA-N

物化性质

• 熔点：
  164-166 °C(lit.)
• 溶解度：
  DMSO（少许）、甲醇（少许）、水（少许）
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36
• 危险类别码：
  R20/21/22
• WGK Germany：
  3
• RTECS号：
  BP8145000
• 海关编码：
  2931900090
• 储存条件：
  请将容器密封保存，并存放在阴凉、干燥处。

SDS

Name:	Diethyl Dithiophosphate Ammonium Salt 95% Material Safety Data Sheet
Synonym:	Ammonium O,O-Diethyl Diethiophosphate; Phosphorodithioic Acid, O,O-Diethyl Ester, Ammonium Salt
CAS:	1068-22-0

Section 1 - Chemical Product MSDS Name:Diethyl Dithiophosphate Ammonium Salt 95% Material Safety Data Sheet
Synonym:Ammonium O,O-Diethyl Diethiophosphate; Phosphorodithioic Acid, O,O-Diethyl Ester, Ammonium Salt

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1068-22-0	Diethyl Dithiophosphate, Ammonium Salt	95	213-942-4

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. Low hazard for usual industrial handling.
Inhalation:
May cause respiratory tract irritation. Low hazard for usual industrial handling.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. If irritation develops, get medical aid.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water. Get medical aid if irritation or symptoms occur.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid if cough or other symptoms appear.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Wash hands before eating. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. No special precautions indicated.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1068-22-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystals
Color: white
Odor: ammonia-like - unpleasant odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 164.00 - 166.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C4H14NO2PS2
Molecular Weight: 203.25

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide, phosphorous fumes, ammonia.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1068-22-0: BP8145000 LD50/LC50:
CAS# 1068-22-0: Draize test, rabbit, skin: 500 mg Mild; Oral, rat: LD50 = 7900 mg/kg.
Carcinogenicity:
Diethyl Dithiophosphate, Ammonium Salt - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1068-22-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1068-22-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1068-22-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

由无水乙醇与五硫化二磷进行酯化反应，生成O,O-二乙基二硫代磷酸，再通氨进行反应，生成克菌壮。

合成制备方法

同样通过无水乙醇与五硫化二磷的酯化反应生成O,O-二乙基二硫代磷酸，随后经过通氨反应，最终生成克菌壮。

用途简介

克菌壮是一种保护性杀菌剂，主要用于防治水稻白叶枯病、细菌性条斑病，并兼治水稻纹枯病。对柑桔溃疡病亦有良好的防效。此外，它还能刺激小麦、水稻和蔬菜等作物的生长并增加产量。通常以675～1012.5 g/ha（有效成分）喷雾使用。建议在傍晚施药以避免日晒造成的药害，并应在雨前1～2天施药以防雨水冲刷掉药液。

用途

克菌壮作为保护性杀菌剂，主要用于防治水稻白叶枯病、细菌性条斑病，并兼治水稻纹枯病。对柑桔溃疡病亦有良好的防效。此外，它还能刺激小麦、水稻和蔬菜等作物的生长并增加产量。通常以675～1012.5 g/ha（有效成分）喷雾使用。建议在傍晚施药以避免日晒造成的药害，并应在雨前1～2天施药以防雨水冲刷掉药液。

反应信息

• 作为反应物：
  描述：

  克菌磷 、 N,N-二甲基甲酰胺 以 二氯甲烷 为溶剂， 生成 氯甲硫磷
  参考文献：
  名称：

  Process for S-chloromethylation of organic dithiophospho compounds with

  摘要：

  提供了一种经济的工艺，用于在主要由大量过量的甲烷氯化物和大量、促进反应比例的高度极性、可混溶的有机共溶剂组成的液体介质中，对二硫代磷酰酸O-烷基酯进行受控的S-氯甲基化反应。

  公开号：

  US04238424A1
• 作为产物：
  描述：

  二硫代磷酸二乙酯 在 氨 作用下， 生成 克菌磷
  参考文献：
  名称：

  [EN] DITHIOPHOSPHATO-PLATINUM-COMPLEXES FOR THE TREATMENT OF CANCERS
  [FR] COMPLEXES DE DITHIOPHOSPHATO-PLATINE DESTINES AU TRAITEMENT DE CANCERS

  摘要：

  公式组合：(I)、(II)或(III)：哪一个适合用于肿瘤治疗。

  公开号：

  WO2005095425A1
• 作为试剂：
  描述：

  乙腈 在 aluminum oxide 、 克菌磷 作用下， 反应 6.0h， 以90%的产率得到硫代乙酰胺
  参考文献：
  名称：

  从腈合成硫酰胺的一种新的、高效且简单的方法

  摘要：

  所需产物4，为白色固体（24.2g，94%），mp. 83-85"C，点亮。' mp. 84-86°C. MS (EI) dz (%): [MI+ = 254. IR (KBr): 3320, 1748, 1722, 1535, 1066 cm-';'H NMR (CDCI,): 6 0.97 (t, 3H, J = 7.5 Hz, CH,CH,CH,), 1.79 (m, 2H, J = 7.5 Hz, CH,CH2CH,), 2.78 (t, 2H, J = 7.5 Hz, C&CH,CH, ), 1.38 (t, 6H, J = ~ H z , CO,CH,CH,), 4.39 (q ,4H, J = ~ H z , CO,CH,CH,), 10.15 (s, IH, NH) .',C NMR (CDCI,): 6 166.42, 159.23, 133.51,62.25, 35.54

  DOI：

  10.1080/00304940609356003

文献信息

• Intramolecular homolytic substitution at the sulfur atom: an alternative way to generate phosphorus- and sulfur-centered radicals
  作者：Paola Carta、Nicolas Puljic、Carine Robert、Anne-Lise Dhimane、Cyril Ollivier、Louis Fensterbank、Emmanuel Lacôte、Max Malacria

  DOI：10.1016/j.tet.2008.08.108

  日期：2008.12

  Two efficient procedures involving tin hydride or thiophenol-mediated intramolecular homolytic substitution at the sulfur atom are reported. They lead to the generation of varied P(V)-centered radicals from the corresponding aryl or alkyne thiophosphorus substrates. The radical formed can be trapped by an olefin via an intermolecular addition, leading to the construction of C–P bonds. Thiophosphination

  报道了在硫原子上涉及氢化锡或硫酚介导的分子内均溶取代的两种有效方法。它们导致从相应的芳基或炔基硫代磷底物生成各种以P（V）为中心的基团。形成的自由基可以通过分子间加成被烯烃捕获，从而导致C-P键的构建。还使用自由基环异构化方法实现了三键的硫代磷酸化。检验了该方法对含硫物质的扩展。
• Shape Modulation of Octanuclear Cu(I) or Ag(I) Dichalcogeno Template Clusters with Respect to the Nature of their Encapsulated Anions: A Combined Theoretical and Experimental Investigation
  作者：Camille Latouche、Samia Kahlal、Eric Furet、Ping-Kuei Liao、Yan-Ru Lin、Ching-Shiang Fang、Jérôme Cuny、C. W. Liu、Jean-Yves Saillard

  DOI：10.1021/ic400959a

  日期：2013.7.1

  bicapped octahedral structure of the metal framework. Whereas the large third- and fourth-row main group anions maintain the cubic shape, a distortion toward a tetracapped tetrahedral arrangement of the metals occurs in the case of hydride, fluoride, and oxide. The distortion is strong in the case of hydride, weak in the case of fluoride, and intermediate in the case of oxide. Density functional theory (DFT)

  M 8 L 6团簇（M = Cu（I），Ag（I）； L =二卤代配体）因其封装各种饱和原子阴离子的能力而闻名。在模型[M 8（E 2 PH 2）6 ] 2+（M = Cu（I），Ag（I）; E = S，Se）和离子或中性[M 8（X）（E 2 PH 2）6 ] q（X = H，F，Cl，Br，O，S，Se，N，P，C）表示立方M 8 L 6保持架可以适应其形状，以最大程度地实现主客体之间的相互作用。尺寸，共价键和离子键之间的相互作用有利于金属骨架的立方，四键四面体或二键八面体结构。尽管较大的第三和第四行主族阴离子保持立方形状，但在氢化物，氟化物和氧化物的情况下，会发生金属向四封顶的四面体排列的变形。氢化物的变形大，氟化物的变形小，氧化物的变形大。密度泛函理论（DFT）计算可预测氮化物和碳化物的双峰八面体结构。这些计算结果得到X射线结构的支持，包括新的含氟和氧化合物的X射线结构。建议其他
• Preparation and characterisation of dithiophosphinato-complexes of yttrium and the lanthanoids
  作者：A. Alan Pinkerton、Yisay Meseri、Charly Rieder

  DOI：10.1039/dt9780000085

  日期：——

  Hydrated lanthanoid(III) chlorides react with salts of dithiophosphinic acids in hot ethanolic solution to form the corresponding neutral tris or anionic tetrakis complexes, [Ln(S2PR2)3](R = C6H11) and [Ln(S2PR2)4]–(R = Me, OEt, or C6H11) respectively. The product of the reaction is sterically controlled. Displacement reactions with PPh3O to give mixed complexes are described. The characterisation, structures

  水合镧系元素（III）的氯化物与二硫代次膦酸盐在热乙醇溶液中反应，形成相应的中性三或阴离子四环配合物[Ln（S 2 PR 2）3 ]（R = C 6 H 11）和[Ln（S 2 PR 2）4 ] –（R = Me，OEt或C 6 H 11）。反应产物在空间上受到控制。PPh 3的置换反应描述了给出混合配合物的O。讨论了所有分离的配合物的表征，结构和光谱性质。将镧系元素-硫键与过渡金属-硫键进行比较
• Cyclopentadienyl dithiocarbamate and dithiophosphate molybdenum and tungsten complexes
  作者：Mikhail V. Galakhov、Pilar Gómez-Sal、Teresa Pedraz、Maria Angela Pellinghelli、Pascual Royo、Antonio Tiripicchio、Amelio Vázquez de Miguel

  DOI：10.1016/s0022-328x(98)01222-4

  日期：1999.5

  [MCp*Cl4] (M=Mo, W; Cp*=η5-C5Me5) with salts of the N,N-diethyldithiocarbamate [Et2dtc]− and O,O′-diethyldithiophosphate [Et2dtp]− anions yield the paramagnetic metal(V) complexes [MCp*Cl3(Et2dtc)] (M=Mo, W) and [MCp*Cl3(Et2dtp)] (M=Mo, W), respectively. Hydrolytic oxidation of both dithiocarbamate–molybdenum complexes with aqueous hydrogen peroxide leads to η2-coordinated peroxo compounds [MoCp*Cl(O–O)O]

  [MCP *的Cl反应4 ]（CP * =ηM =钼，钨5 -C 5我5与的盐）ñ，Ñ -diethyldithiocarbamate [等2 DTC] -和ö，ö '-diethyldithiophosphate [等2 dtp] -阴离子产生顺磁性金属（V）络合物[MCp * Cl 3（Et 2 dtc）]（M = Mo，W）和[MCp * Cl 3（Et 2 dtp）]（M = Mo，W） ， 分别。与过氧化氢水溶液引线既二硫代氨基甲酸钼配合物的水解氧化至η 2-配位的过氧化合物[MoCp * Cl（O-O）O]，也可从[MoCp * Cl 4 ]中获得。相关配合物[MCp'Cl（O-O）O]（M =钼，CP'=η 5 -C 5 H ^ 5 ; M = W，CP'=η 5 -C 5我5）分离以相似的道路。用一当量的10％Na / Hg还原[MoCp * Cl 4 ]的THF溶液，然后加入一当量的二硫代磷酸铵得到[MoCp
• Reactivity Towards Acidic Protic Ligands of Cyclopalladated Di‐μ‐hydroxo Complexes
  作者：José Luis Serrano、Luis García、José Pérez、Eduardo Pérez、Joaquín García、Gregorio Sánchez、Gregorio López、Malva Liu

  DOI：10.1002/ejic.200800445

  日期：2008.10

  react with ammonium O,O′-diethyldithiophosphate under mild conditions and complexes [PdS(S)P(OEt)2}(C∧N)] (I9–III9) are obtained. Deprotonation of the secondary amine Et2NH by complexes I–III in the presence of carbon disulfideleads to the corresponding dithiocarbamate complexes [Pd(S2CNEt2)(C∧N)] (I10–III10). The new complexes were characterised by analytical and spectroscopic techniques (IR and 1H

  双核羟基配合物 [Pd(μ-OH)(C∧N)}2] [C∧N = 2-(2-吡啶基)苯基 (Phpy) (I), 7,8-苯并喹啉 (Bzq) (II ) 和 2-(2-恶唑啉基) 苯基 (Phox) (III)] 以 1:2 的摩尔比与各种带有不同供体原子组的质子亲电试剂 H(L∧L) 反应 (L∧L = O ∧O 或 O∧N) 得到具有通式 [Pd(L∧L)(C∧N)] [O∧O = 水杨醛 (sal) (1), 乙酰丙酮 (acac) 的单核中性钯 (II) 衍生物) (2) 和苯甲酰丙酮酸盐 (bzac) (3)；O∧N = N-苯基水杨醛亚胺 (N-Phsal) (4)、Np-氯苯基水杨醛亚胺 (N-pClPhsal) (5)、2-吡咯碳醛酸 (2-pcal) (6)、8-羟基喹啉 (oxin) (7)] . 通过 X 射线衍射对配合物 I1、I3、I6、II4、II5 和 III5