(甲氧基羰基甲基)三苯基氯化鏻 | 2181-97-7

• 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 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (甲氧基羰基甲基)三苯基氯化鏻
• 中文别名: (甲氧基羰基甲基)三苯基氯化
• 英文名称: (2-methoxy-2-oxoethyl)triphenylphosphonium chloride
• 英文别名: (methoxycarbonylmethyl)triphenyl-phosphonium chloride；(methoxycarbonylmethyl)triphenylphosphonium chloride；(carbomethoxymethyl)-triphenylphosphonium chloride；(carbomethoxymethyl)triphenylphosphonium chloride；(Ph3PCH2CO2Me)Cl；methoxycarbonylmethyltriphenylphosphonium chloride；(2-methoxy-2-oxoethyl)-triphenylphosphanium;chloride
• CAS: 2181-97-7
• 化学式: C₂₁H₂₀O₂P*Cl
• 分子量: 370.815
• InChiKey: CXCXTEMZMJZMJX-UHFFFAOYSA-M

物化性质

• 熔点：
  155 °C
• 稳定性/保质期：
  避免氧化物接触，危险分解产物为一氧化碳和二氧化碳、磷氧化物及氯化氢。

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 储存条件：
  储存地点应远离氧化剂，并确保容器密封，存放在干燥阴凉处，最佳保存温度为0-6°C。

SDS

Name:	(Carbomethoxymethyl)triphenylphosphonium chloride 97% Material Safety Data Sheet
Synonym:	None
CAS:	2181-97-7

Section 1 - Chemical Product MSDS Name:(Carbomethoxymethyl)triphenylphosphonium chloride 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2181-97-7	(Carbomethoxymethyl)triphenylphosphoni	97	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
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. 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. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical 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. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.
Use with adequate ventilation. Avoid breathing dust.
Storage:
Store in a tightly closed container. Keep refrigerated. (Store below 4C/39F.) 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# 2181-97-7: 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: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 155 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C21H20ClO2P
Molecular Weight: 370.5656

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
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# 2181-97-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(Carbomethoxymethyl)triphenylphosphonium chloride - Not listed by ACGIH, IARC, or NTP.

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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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 2181-97-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2181-97-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2181-97-7 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：

  (甲氧基羰基甲基)三苯基氯化鏻 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 甲氧羰基亚甲基三苯基正膦
  参考文献：
  名称：

  一种卡龙酸二酯类化合物及卡龙酸衍生物的合成方法

  摘要：

  本发明涉及一种卡龙酸二酯类化合物及卡龙酸衍生物的合成方法，属于有机合成技术领域，所述卡龙酸二甲酯合成方法如下：1)采用α‑卤代乙酸酯与三苯基膦反应制备膦叶立德中间体；2)步骤1)得到的膦叶立德中间体与3,3‑二甲基丙烯酸衍生物反应得到卡隆酸二酯类化合物；所述卡龙酸衍生物为上述卡隆酸二酯类化合物与四丁基溴化铵反应得到。本发明利用廉价溴乙酸乙甲酯、氯乙酸甲酯等α‑卤代乙酸酯与三苯基膦反应制备膦叶立德，进而与廉价的3,3‑二甲基丙烯酸衍生物如：3,3‑二甲基丙烯酸甲酯、乙酯反应得到卡隆酸二酯类化合物，进而以其为原料制备卡隆酸衍生物。1.原料易得低廉可大量获得，2.反应路径短，3.不涉及危险反应，生产安全系数高。

  公开号：

  CN114456065A
• 作为产物：
  描述：

  (Diphenylphoshino-methoxycarbonyl-methylen)-triphenyl-phosphoran 在 盐酸 作用下， 以 乙醚 、 苯 为溶剂， 生成 (甲氧基羰基甲基)三苯基氯化鏻
  参考文献：
  名称：

  Issleib,K.; Lindner,R., Justus Liebigs Annalen der Chemie, 1967, vol. 707, p. 120 - 129

  摘要：

  DOI：

文献信息

• Methyl Caffeate as an α-Glucosidase Inhibitor from<i>Solanum torvum</i>Fruits and the Activity of Related Compounds
  作者：Keisuke TAKAHASHI、Yasuyuki YOSHIOKA、Eisuke KATO、Shigeki KATSUKI、Osamu IIDA、Keizo HOSOKAWA、Jun KAWABATA

  DOI：10.1271/bbb.90789

  日期：2010.4.23

  In screening experiments for rat intestinal α-glucosidase (sucrase and maltase) inhibitors in 325 plants cultivated in Japan’s southern island, of Tanegashima, marked inhibition against both sucrase and maltase was found in the extract of the fruit of Solanum torvum. Enzyme-assay guided fractionation of the extract led to the isolation of methyl caffeate (1) as a rat intestinal sucrase and maltase inhibitor. We examined 13 caffeoyl derivatives for sucrase- and maltase-inhibitory activities. The results showed that methyl caffeate (1) had a most favorable structure for both sucrase and maltase inhibition, except for a higher activity of methyl 3,4,5-trihydroxycinnamate (14) against sucrase. Its moderate inhibitory action against α-glucosidase provides a prospect for antidiabetic usage of S. torvum fruit.

  在日本南岛种子岛栽培的325种植物中，筛选大鼠肠道α-葡萄糖苷酶（蔗糖酶和麦芽糖酶）抑制剂的实验发现，茄属植物Solanum torvum果实提取物对蔗糖酶和麦芽糖酶均有显著抑制作用。通过酶活性导向的提取物分级分离，得到了作为大鼠肠道蔗糖酶和麦芽糖酶抑制剂的咖啡酸甲酯（1）。我们检测了13种咖啡酸衍生物对蔗糖酶和麦芽糖酶的抑制活性。结果显示，咖啡酸甲酯（1）在蔗糖酶和麦芽糖酶抑制方面具有最优的结构，除了对蔗糖酶活性更高的3,4,5-三羟基肉桂酸甲酯（14）外。其对α-葡萄糖苷酶的中等抑制作用为Solanum torvum果实的抗糖尿病用途提供了前景。
• [EN] METHODS AND COMPOSITIONS FOR MODULATING SPHINGOSINE-1-PHOSPHATE (S1P) RECEPTOR ACTIVITY<br/>[FR] PROCEDES ET COMPOSITIONS SERVANT A MODULER L'ACTIVITE DU RECEPTEUR DE LA SPHINGOSINE-1-PHOSPHATE (S1P)
  申请人：PRAECIS PHARM INC

  公开号：WO2006020951A1

  公开（公告）日：2006-02-23

  The present invention relates to compounds which modulate the activity of the SI P1 receptor, the use of these compounds for treating conditions associated with signaling through the S1 P1 receptor, and pharmaceutical compositions comprising these compounds.

  本发明涉及调节SI P1受体活性的化合物，以及利用这些化合物治疗与S1 P1受体信号传导相关的疾病的用途，以及包含这些化合物的药物组合物。
• Thermal Decomposition of Triphenylphosphonium Alkyl Ester Salts
  作者：Fernando Castañeda、Christian Aliaga、Cristina Acuña、Paul Silva、Clifford A. Bunton

  DOI：10.1080/10426500701613030

  日期：2008.4.18

  chlorides, alkyl = methyl, ethyl, isopropyl, at 130 and 225°C, initial attack of the halide ion on the methyl group gives the methyl halide and ylid 1 , Ph 3 P = CH 2 , which can be methylated, or is protonated by the phosphonium salt with transylidation giving Ph 3 P+-CH 3 X−, X = Br, Cl. The initial reactions of the ethyl or isopropyl esters are with the halide ion, X−, as a base giving ylid, 1 , which can

  在熔融的三苯基鏻烷基酯溴化物和氯化物的热解中，烷基 = 甲基、乙基、异丙基，在 130 和 225°C，卤离子对甲基的初始攻击产生甲基卤化物和叶立德 1，Ph 3 P = CH 2 ，它可以被甲基化，或被鏻盐质子化，产生 Ph 3 P+-CH 3 X-，X = Br, Cl。乙基或异丙基酯的初始反应是与卤离子 X- 作为碱，得到 ylid, 1 ，它可以通过 HX 或通过转移进行质子化。叔丁酯生成 Ph3P+-CH 3 X- 但没有转基化产物。首先形成的叶立德 1 可以被反应性烷基卤化物和酰基卤化物捕获，瞬态叶立德酯热分解为三苯基氧化膦，Ph 3 P = O，与未反应的鏻酯进一步反应，或在 Wittig 反应中被添加的醛捕获。由于挥发性中间体的逸出，以及由亲核性和碱性甲苯磺酸盐离子取代 X-卤化物离子，最终产品组合物受到压力降低的影响。在回流、氯仿溶液或苯悬浮液中的反应与熔融盐的反应相似，但在较低温度下产率通常较低。
• Use of Silver Carbonate in the Wittig Reaction
  作者：Lukas Jedinak、LaToya Rush、Mijoon Lee、Dusan Hesek、Jed F. Fisher、Bill Boggess、Bruce C. Noll、Shahriar Mobashery

  DOI：10.1021/jo401972a

  日期：2013.12.6

  nonstabilized phosphorus ylides with various carbonyl compounds in the presence of silver carbonate is reported. Wittig olefination of aromatic, heteroaromatic, and aliphatic aldehydes (yields >63%) and a ketone (yield 42%) are demonstrated. These reactions proceed overnight at room temperature, under weakly basic conditions, and as such extend the applicability of the Wittig reaction to base-sensitive

  报道了在碳酸银存在下通过稳定、半稳定和不稳定的磷叶立德与各种羰基化合物的偶联来有效合成烯烃。展示了芳香族、杂芳香族和脂肪族醛（产率 >63%）和酮（产率 42%）的 Wittig 烯化。这些反应在室温、弱碱性条件下进行过夜，因此扩展了 Wittig 反应对碱敏感反应物的适用性。
• Tandem Long Distance Chain-Walking/Cyclization via RuH₂(CO)(PPh₃)₃/Brønsted Acid Catalysis: Entry to Aromatic Oxazaheterocycles
  作者：Rodrigo Bernárdez、Jaime Suárez、Martín Fañanás-Mastral、Jesús A. Varela、Carlos Saá

  DOI：10.1021/acs.orglett.5b03499

  日期：2016.2.19

  A novel route to 1,3-oxazaheterocycles based on cooperative Ru–H/Brønsted acid catalysis is reported. The use of the commercially available RuH2(CO)(PPh3)3 complex allows for an efficient long distance chain-walking process while the Brønsted acid is responsible for generation of an electrophilic iminium ion which is trapped intramolecularly by an alcohol moiety. The alcohol, besides its nucleophilic

  据报道，一种基于Ru-H /Brønsted酸协同催化的1,3-恶唑杂环的新途径。使用市售的RuH 2（CO）（PPh 3）3络合物可实现有效的长距离链走过程，而布朗斯台德酸负责产生亲电子的亚胺离子，该离子被醇部分分子内捕获。醇除了具有亲核功能外，在Ru催化剂的稳定化中也起着重要作用。