二氯化烯丙基膦 | 1498-47-1

• 物质功能分类: 化学试剂 - 有机试剂 - 卤化磷
• 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: 二氯化烯丙基膦
• 英文名称: allylphosphonic dichloride
• 英文别名: allylphosphonyl dichloride；3-dichlorophosphorylprop-1-ene
• CAS: 1498-47-1
• 化学式: C₃H₅Cl₂OP
• mdl: MFCD00010385
• 分子量: 158.952
• InChiKey: LTHAMOYJECKDMD-UHFFFAOYSA-N

物化性质

• 沸点：
  75-77 °C (16 mmHg)
• 密度：
  1.33
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料、潮湿空气或水分接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S45
• 危险类别码：
  R34
• 危险品运输编号：
  UN 1760
• 海关编码：
  2931900090
• 包装等级：
  III
• 危险类别：
  8
• 储存条件：
  密封储存，宜存放在阴凉、干燥的库房中，并远离腐蚀性物质。通常采用氮气进行保护。

SDS

Name:	Allylphosphonic Dichloride 97% Material Safety Data Sheet
Synonym:	None Known
CAS:	1498-47-1

Section 1 - Chemical Product MSDS Name:Allylphosphonic Dichloride 97% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1498-47-1	Allylphosphonic Dichloride	97	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause skin rash (in milder cases), and cold and clammy skin with cyanosis or pale color.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. May cause cardiac disturbances. The toxicological properties of this substance have not been fully investigated. May cause central nervous system effects. May cause systemic effects.
Inhalation:
May cause irritation of the respiratory tract with burning pain in the nose and throat, coughing, wheezing, shortness of breath and pulmonary edema. Causes chemical burns to the respiratory tract.
Aspiration may lead to pulmonary edema. May cause cardiac abnormalities. May cause systemic effects. May cause Central Nervous System Effects characterized by apathy, mental confusion, blurred vision, and tremors.
Chronic:
Effects may be delayed.

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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:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Destroy contaminated shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. Will burn if involved in a fire. Containers may explode in the heat of a fire.
Contact with metals may evolve flammable hydrogen gas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Do NOT get water inside containers. For small fires, use dry chemical, carbon dioxide, or water spray. For large fires, use dry chemical, carbon dioxide, alcohol-resistant foam, or water spray.
Cool containers with flooding quantities of water until well after fire is out.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation. Do not get water inside containers.

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Section 7 - HANDLING and STORAGE
Handling:
Use only in a well-ventilated area. 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. Do not allow contact with water. Discard contaminated shoes. Keep from contact with moist air and steam.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Keep under a nitrogen blanket. Corrosives area. Store protected from moisture.

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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# 1498-47-1: 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: Clear liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 75 - 77 deg C @ 16.00mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.3340g/cm3
Molecular Formula: H2C=CHCH2P(O)Cl2
Molecular Weight: 158.95

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, moisture, exposure to moist air or water.
Incompatibilities with Other Materials:
Moisture, oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide, thermal decomposition may produce toxic fumes of phosphorous oxides and/or phosphine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1498-47-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Allylphosphonic 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
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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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 25 Avoid contact with eyes.
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# 1498-47-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1498-47-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1498-47-1 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：

  二氯化烯丙基膦 在 dihydrogen hexachloroplatinate 三氯硅烷 作用下， 以 异丙醇 为溶剂， 生成 3-Trichlorsilyl-propylphosphonsaeuredichlorid
  参考文献：
  名称：

  Bugerenko,E.F. et al., Doklady Chemistry, 1962, vol. 143, p. 254 - 256

  摘要：

  DOI：
• 作为产物：
  描述：

  溴代环丙烷 在 三氯化铝 、 三氯化磷 、 水 作用下， 以85%的产率得到二氯化烯丙基膦
  参考文献：
  名称：

  环丙基膦酸二乙酯及其硫、硒类似物的合成研究

  摘要：

  摘要 描述了合成未取代的环丙基膦酸二乙酯的两种方法。一种方法是环丙基溴化镁与氯亚磷酸二乙酯反应生成环丙基亚膦酸二乙酯，然后用高碘酸钠氧化成相应的膦酸酯。或者，二乙基环丙基亚膦酸酯与元素硫或硒反应，分别得到硫代和硒代类似物。第二种方法涉及从 3-溴丙基膦酸二乙酯中独家 1,3-消除 HBr。该方法可用于 1,2- 或 1,3- 消除反应，根据所使用的溶剂产生丙烯基膦酸酯或环丙基膦酸酯。

  DOI：

  10.1080/00397910701845332

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。
• Method and compositions for identifying anti-HIV therapeutic compounds
  申请人：GILEAD SCIENCES, INC.

  公开号：US20040121316A1

  公开（公告）日：2004-06-24

  Methods are provided for identifying anti-HIV therapeutic compounds substituted with carboxyl ester or phosphonate ester groups. Libraries of such compounds are screened optionally using the novel enzyme GS-7340 Ester Hydrolase. Compositions and methods relating to GS-7340 Ester Hydrolase also are provided.

  提供了一种鉴定含有羧酸酯或磷酸酯基团抗HIV治疗化合物的方法。可以选择使用新型酶GS-7340酯水解酶筛选这类化合物的文库。还提供了与GS-7340酯水解酶相关的组合物和方法。
• Acyloxybenzyl and Alkoxyalkyl Prodrugs of a Fosmidomycin Surrogate as Antimalarial and Antitubercular Agents
  作者：Charlotte Courtens、Martijn Risseeuw、Guy Caljon、Paul Cos、Serge Van Calenbergh

  DOI：10.1021/acsmedchemlett.8b00223

  日期：2018.10.11

  Two classes of prodrugs of a fosmidomycin surrogate were synthesized and investigated for their ability to inhibit in vitro growth of P. falciparum and M. tuberculosis. To this end, a novel efficient synthesis route was developed involving a cross metathesis reaction as a key step. Alkoxyalkyl prodrugs show decent antimalarial activities, but acyloxybenzyl prodrugs proved to be the most interesting

  合成了两类磷霉素的前药，并研究了它们抑制恶性疟原虫和结核分枝杆菌体外生长的能力。为此，开发了涉及交叉复分解反应作为关键步骤的新颖的有效合成途径。烷氧基烷基前药显示出良好的抗疟活性，但事实证明，酰氧基苄基前药是最令人感兴趣的，并显示出增强的抗疟和抗结核活性。最具活性的抗疟疾类似物显示出较低的纳摩尔IC 50值。
• 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。
• Synthesis and Spectroscopic Characterization of Organophosphono Derivatives of Lindqvist Niobotungstates – X‐ray Crystal Structures of ( <i>n</i> Bu ₄ N) ₃ [NbW ₁₀ O ₃₈ (RP) ₂ ] (R = <i>n</i> Bu, Hep and Ph)
  作者：Hafedh Driss、Kamal Boubekeur、Mongi Debbabi、René Thouvenot

  DOI：10.1002/ejic.200800235

  日期：2008.8

  characterized by infrared and multinuclear (31P and 183W) NMR spectroscopy. Compounds 4, 6 and 8 were characterized by single-crystal X-ray diffraction. The hybrid anions [NbW10O38(RP)2]3– are made up of two W5O18 subunits, which can be viewed as monovacant derivatives of the niobotungstate precursor linked by a Nb(OPR)2} group.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  一系列有机膦酸多氧硼钨酸盐 [NbW10O38(RP)2]3– R = Me (1), Et (2), Pr (3), nBu (4), Hex (5), Hep (6), Cy (7) , Ph (8), All (9)} 是通过 (nBu4N)3[NbW5O19] 与合适的有机膦酰二氯化物 RP(O)Cl2 反应制备的。所有产品均通过红外和多核（31P 和 183W）核磁共振光谱表征。化合物 4、6 和 8 通过单晶 X 射线衍射表征。杂化阴离子 [NbW10O38(RP)2]3– 由两个 W5O18 亚基组成，可以将其视为由 Nb(OPR)2} 基团连接的铌钨酸盐前体的单空位衍生物。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

表征谱图