环己基膦酰二氯 | 1005-22-7

• 物质功能分类: 化学试剂 - 有机试剂 - 膦配体
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 中文名称: 环己基膦酰二氯
• 英文名称: cyclohexylphosphonic dichloride
• 英文别名: cyclohexylphosphonic acid dichloride；cyclohexylphosphonyl dichloride；cyclohexanephosphonyl chloride；Cyclohexyl-phosphonsaeure-dichlorid；Cyclohexylphosphorigsaeuredichlorid；Cyclohexylphosphonsaeure-dichlorid；dichlorophosphorylcyclohexane
• CAS: 1005-22-7
• 化学式: C₆H₁₁Cl₂OP
• mdl: MFCD00014299
• 分子量: 201.033
• InChiKey: MRRAOBIIOMSKQB-UHFFFAOYSA-N

物化性质

• 熔点：
  40-43 °C
• 沸点：
  127-129 °C (15 mmHg)
• 密度：
  1.296 g/mL at 25 °C(lit.)
• 稳定性/保质期：
  常温常压下稳定，避免与强氧化剂、空气、水分、强碱、酒精和胺类接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：
  C
• 危险类别码：
  R34
• 危险品运输编号：
  UN 3261 8/PG 2
• 海关编码：
  2931900090
• 安全说明：
  S26,S27,S36/37/39,S45
• 储存条件：
  50°C以下请密封储存。

SDS

Name:	Cyclohexylphosphonic dichloride Material Safety Data Sheet
Synonym:	None Known
CAS:	1005-22-7

Section 1 - Chemical Product MSDS Name:Cyclohexylphosphonic dichloride Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1005-22-7	Cyclohexylphosphonic dichloride	ca. 100	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Chronic exposure may cause effects similar to those of acute exposure.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
In case of contact, immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Get medical aid immediately. Wash clothing before reuse.
Ingestion:
If swallowed, do NOT induce vomiting. Get medical aid immediately.
If victim is fully conscious, give a cupful of water. Never give anything by mouth to an unconscious person.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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 foam, dry chemical, or carbon dioxide. Do NOT get water inside containers.

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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. Do not get water inside containers.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing.
Keep container tightly closed. Do not ingest or inhale. Use and store under nitrogen. Do not allow contact with water. Use only in a chemical fume hood. Discard contaminated shoes. Keep from contact with moist air and steam.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store protected from moisture. Store under nitrogen.

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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# 1005-22-7: 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: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 127 - 129 deg C @ 15mmHg
Freezing/Melting Point: 40 - 43 deg C
Autoignition Temperature: Not available.
Flash Point: > 109 deg C (> 228.20 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C6H11Cl2OP
Molecular Weight: 200.96

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Moisture sensitive.
Conditions to Avoid:
Incompatible materials, dust generation, moisture.
Incompatibilities with Other Materials:
Alcohols, strong bases, strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1005-22-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Cyclohexylphosphonic dichloride - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

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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: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
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# 1005-22-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1005-22-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1005-22-7 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

反应信息

• 作为反应物：
  描述：

  环己基膦酰二氯 在 tetraphosphorus decasulfide 、 硫化氢 作用下， 生成 bis(cyclohexylphosphonotrithioic) bisthioanhydride
  参考文献：
  名称：

  Alkylthionophosphine sulfides. Communication 1. Synthesis and properties of alkylthionophosphine sulfides

  摘要：

  DOI：

  10.1007/bf01083802
• 作为产物：
  描述：

  氯代环己烷 在 三氯化铝 、 三氯化磷 作用下， 生成 环己基膦酰二氯
  参考文献：
  名称：

  in vivo Cell Lineage Analysis During Chemical Hepatocarcinogenesis in Rats Using Retroviral-Mediated Gene Transfer: Evidence for Dedifferentiation of Mature Hepatocytes

  摘要：

  Feeding adult rats with a diet containing 2-acetylaminofluorene (2-AAF) results in suppression of hepatocyte proliferation and stimulation of oval cell proliferation. Although oval cells may be facultative liver stem cells, the actual relationship between oval cells and liver cancer has not been clearly established in vivo. Our goal was to label hepatic cells in vivo using retroviral vectors and follow their fate during the early steps of chemically induced hepatocarcinogenesis. Oval cell proliferation was induced by continuous feeding with a carcinogenic diet containing 2-AAF. We used two different strategies to genetically label hepatic cells: (a) labeling of proliferating cells in rats fed 2-AAF by injecting recombinant retroviral vectors containing the beta-galactosidase gene either in a peripheral vein or in the common bile duct at the peak of oval cell proliferation and (b) prelabeling of hepatocytes by intravenously injecting recombinant vectors 1 day after partial hepatectomy and 1 week before subsequent administration of 2-AAF. Using the first strategy, transgene expression occurred in both oval cells and hepatocytes. Using the second strategy, we could selectively label, and hence study the fate of, differentiated hepatocytes. In the latter case, we observed clusters of beta-galactosidase-positive hepatocytes, some of them also expressing preneoplastic markers such as gamma-glutamyl transpeptidase as well as the placental form of glutathione-S-transferase. These results demonstrate that preneoplastic foci can originate from mature hepatocytes and are consistent with the hypothesis that dedifferentiation of mature hepatocytes may occur during the course of carcinogenic regimen.

  DOI：

  10.1097/01.lab.0000017363.11489.ad
• 作为试剂：
  描述：

  叔丁基过氧化氢 在 吡啶 、 环己基膦酰二氯 作用下， 以 Petroleum ether 为溶剂， 生成 2,2-双-(过氧化叔丁基)丙烷
  参考文献：
  名称：

  含有官能团的有机过氧化物。第四部分 环己基和苯基膦酸叔丁基过氧酯的制备及性能

  摘要：

  已经制备并表征了环己基和苯基膦酸的叔丁基过氧酯。环己基二过氧膦酸二叔丁基酯可通过过氧化物键的杂溶和均裂而分解。苯基膦酸的单叔丁基和二叔丁基过氧酯仅通过杂化分解。在苯基二过氧膦酸二叔丁基酯的情况下，过氧化物键在两个不同的阶段经历杂化。讨论了叔丁基过氧酯的分解机理与母体酸的p K a值之间的关系。

  DOI：

  10.1039/j39700000501

文献信息

• A general synthesis of phosphonic acid dichlorides using oxalyl chloride and DMF catalysis
  作者：Roland S. Rogers

  DOI：10.1016/s0040-4039(00)60798-0

  日期：——

  A general synthesis of phosphonic diacid dichlorides (1) using oxalyl chloride and catalytic DMF is described.

  描述了使用草酰氯和催化DMF的膦酸二酸二氯化物（1）的一般合成。
• 含磷氧键结构的湾位有机膦桥联苝酰亚胺及其制备方法
  申请人：西南科技大学

  公开号：CN107936060A

  公开（公告）日：2018-04-20

  本发明提供了一种含磷氧键结构的湾位有机膦桥联苝酰亚胺及其制备方法。所述苝酰亚胺的结构式为所述制备方法包括将四溴苝四羧酸二酐加入溶剂中，搅拌的同时，加入伯胺类化合物，在惰性气体下加热反应，冷却后除去溶剂，提纯，得到四溴苝酰亚胺化合物，然后溶解后进行无水无氧处理，降温后加入正丁基锂溶液，反应后加入含磷酰二氯化合物，经过溶解，洗涤，干燥，提纯处理，得到含磷氧键结构的湾位有机膦桥联苝酰亚胺。本发明的苝酰亚胺在常规有机溶剂中具有较大的溶解度，制备方法简单，产率高，易于实现。
• Novel organophosphorus derivatives of indazoles and use thereof as medicinal products
  申请人：Cherrier Marie-Pierre

  公开号：US20050137171A1

  公开（公告）日：2005-06-23

  The present invention relates in particular to novel chemical compounds, particularly to novel organophosphorus derivatives of indazoles, to the compositions containing them, and to the use thereof as medicinal products for treating cancers.

  本发明特别涉及新型化合物，特别是吲唑的新型有机磷衍生物，包含它们的组合物，以及将其用作治疗癌症的药物产品。
• Synthesis, spectral characterization and crystal structures of organophosphonic diamides: pyramidal nitrogen centers and hydrogen bonding in [PhP(O)(NH^tBu)₂], [PhP(O)(NHDipp)₂] (Dipp = 2,6-ⁱPr₂C₆H₃) and [^tBuP(O)(NHⁱPr)₂]
  作者：Ramaswamy Murugavel、Ramasamy Pothiraja

  DOI：10.1039/b300035d

  日期：——

  characterized by elemental analysis and by IR, EI mass and NMR (1H and 31P) spectroscopy. The molecular structures of [PhP(O)(NHtBu)2] (1), [PhPO(NHDipp)2] (2) and [tBuP(O)(NHiPr)2] (7) have been determined by single crystal X-ray diffraction studies. The amido nitrogen atoms in 1, 2 and 7 show considerable deviation from the expected trigonal-planar geometry. The observed dihedral angles and the orientation

  通式的有机膦二酰胺[R 1 P（O）（NHR 2）2 ]（1 - 8 ; R 1 =博士中，Cy或吨卜和R 2 = CY，我PR，吨卜或迪普）已经制备由添加P，P “ -二氯（烷基/芳基）膦氧化物，R 1 P（O）Cl 2，到伯胺 在 甲苯。通过缓慢的方法可以高产率地合成PhP（O）（NH t Bu）2 （1）氧化作用数天之内在空气中收集PhP（NH t Bu）2。所有新化合物的特征均在于元素分析 并通过 红外，EI质量和NMR（1 H和31 P）光谱学。的[PHP（O）（NH分子结构吨丁基）2 ]（1），[PhPO（NHDipp）2 ]（2）和[吨BUP（O）（NH我PR）2 ]（7）已经被确定通过单晶X射线衍射研究。酰胺基氮原子图1，图2和图7中的曲线显示与预期的三角平面几何形状有相当大的偏差。观察到的二面角和氮这些化合物中的孤对（lp）指向lp多重键合中lp（N）→ σ*（P–X）型
• Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes
  作者：Aaron M. Gregson、Steven M. Wales、Stephen J. Bailey、Anthony C. Willis、Paul A. Keller

  DOI：10.1021/acs.joc.5b01476

  日期：2015.10.2

  The reaction between 1,4-di-Grignard reagents and phosphonous(III) dichlorides is a classical method for the direct synthesis of phospholanes. Reported here is an extension of this approach to the preparation of value-added, annulated phospholane oxides, achieved through the combination of carbocyclic-fused di-Grignard reagents and readily available phosphonic(V) dichlorides. The procedure is amenable

  1,4-二格氏试剂与二氯化膦（III）之间的反应是直接合成膦烷的经典方法。此处报道的是该方法扩展到制备增值的环状磷杂环戊烷氧化物的方法，该方法是通过将碳环稠合的双格氏试剂与易于获得的二氯化膦（V）结合使用而实现的。该方法适合在膦酸酯环的2,3-和3,4-位上（苯并）环化，并且以合理的至优异的产率耐受各种脂族，环状和芳基P-亲电子试剂。