(1-氨基-1-甲基乙基)磷酸 | 5035-79-0

• 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: (1-氨基-1-甲基乙基)磷酸
• 英文名称: (2-aminopropane-2-yl)phosphonic acid
• 英文别名: 1-amino-1-methylethylphosphonic acid；(2-aminopropan-2-yl)phosphonic acid；1-Amino-1-methylethylphosphonsaeure；2-aminopropan-2-ylphosphonic acid
• CAS: 5035-79-0
• 化学式: C₃H₁₀NO₃P
• mdl: MFCD00482294
• 分子量: 139.091
• InChiKey: DYGRPJWAYXRMQZ-UHFFFAOYSA-N

物化性质

• 熔点：
  287-290 °C
• 沸点：
  300.8±44.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)
• 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接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -4.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 安全说明：
  S26,S37/39

SDS

Name:	(1-Amino-1-methylethyl)phosphonic acid 97% Material Safety Data Sheet
Synonym:	None
CAS:	5035-79-0

Section 1 - Chemical Product MSDS Name:(1-Amino-1-methylethyl)phosphonic acid 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
5035-79-0	(1-Amino-1-methylethyl)phosphonic acid	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.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation.
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.
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:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 5035-79-0: 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: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 287 - 290 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: Soluble.
Specific Gravity/Density:
Molecular Formula: C3H10NO3P
Molecular Weight: 139.09

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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:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 5035-79-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(1-Amino-1-methylethyl)phosphonic acid - 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# 5035-79-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 5035-79-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 5035-79-0 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

反应信息

• 作为反应物：
  描述：

  (1-氨基-1-甲基乙基)磷酸 在 ammonium hydroxide 、 [Cu^II₂(bpy)₂(AMEP)(H₂O)₃](ClO₄)₂*3H₂O 、 双氧水 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到丙酮
  参考文献：
  名称：

  铜 (II) 的 2,2'-联吡啶配合物氧化降解氨基酸和氨基膦酸

  摘要：

  研究了含有 2,2'-联吡啶 (bpy) 作为支持配体的铜 (II)-氨基酸 (AA) 复合物。三种新的基于 bpy 的配合物的 X 射线结构分析揭示了铜 (II) 中心上 AA 的双齿配位，类似于 1-氨基环丙烷-1-羧酸的铁 (II) 中心上的底物提出的配位氧化酶（ACCO）。还研究了具有两种氨基膦酸 (APA)、1-氨基环丙烷-1-膦酸 (ACP) 和 (1-氨基-1-甲基) 乙基膦酸 (AMEP) 的类似配合物，并对后者的配合物进行了结构表征。该结构揭示了 α-氨基膦酸盐在铜 (II) 离子上的双齿配位。研究了结合氨基酸 (AAs) 和氨基膦酸盐 (APAs) 的氧化，它们模拟了 ACCO 催化的反应。该配合物与 H2O2 反应并产生氧化产物，通过气相色谱法进行鉴定。在与 H2O2 或抗坏血酸盐反应后，通过 UV/Vis 光谱检测 CuII 还原为 CuI。这种还原被认为是通过自由基机制氧化

  DOI：

  10.1002/ejic.201400133
• 作为产物：
  描述：

  (1-diethoxyphosphoryl-1-methyl-ethyl)-carbamic acid ethyl ester 在 氢溴酸 作用下， 生成 (1-氨基-1-甲基乙基)磷酸
  参考文献：
  名称：

  A novel route to 1-aminoalkylphosphonic acid

  摘要：

  DOI：

  10.1021/jo00885a024

文献信息

• Single-Step Ugi Multicomponent Reaction for the Synthesis of Phosphopeptidomimetics
  作者：Andrea F. G. Gargano、Stefanie Buchinger、Michal Kohout、Wolfgang Lindner、Michael Lämmerhofer

  DOI：10.1021/jo401372x

  日期：2013.10.18

  optimization of an effective microwave-assisted multicomponent reaction to produce a novel class of phosphopeptidomimetic compounds. When using aminophosphonic acids (α, β, γ), aldehydes, and isocyanides as reactants and alcohols as solvents, these building blocks are merged to functionalized amido-aminophosphonate structures in a novel Ugi-type one-pot transformation reaction. A high level of structural diversity

  本文介绍了设计和优化有效的微波辅助多组分反应，以生产一类新型的磷酸肽模拟化合物。当使用氨基膦酸（α，β，γ），醛和异氰酸酯作为反应物，并用醇作为溶剂时，这些结构单元在新型的Ugi型单锅转化反应中合并为官能化的氨基-氨基膦酸酯结构。通过这种合成方法可以实现高水平的结构多样性，从而为生产新型生物活性分子的功能化构建基块提供了平台。通过反应参数的变化以及对各种反应底物的评估，探索了这种多组分合成方案的一般范围。
• Synthesis of (?-substituted ?-aminophosphinic and ?-aminophosphonic acids
  作者：T. I. Osipova、A. V. Belyankin、A. R. Khomutov、Yu. N. Zhukov、E. N. Khurs、R. M. Khomutov

  DOI：10.1007/bf01431122

  日期：1996.11

  The reaction of ketoximes with hypophosphorous acid resulted in previously unknown α-substituted-α-aminophosphinic acids, which were oxidized into the corresponding α-substituted-α-aminophosphonic acids.

  酮肟与次磷酸的反应产生了以前未知的 α-取代-α-氨基次膦酸，它们被氧化成相应的 α-取代-α-氨基膦酸。
• Hexanuclear iron(<scp>iii</scp>) α-aminophosphonate: synthesis, structure, and magnetic properties of a molecular wheel
  作者：Iaroslav Doroshenko、Michal Babiak、Axel Buchholz、Jiri Tucek、Winfried Plass、Jiri Pinkas

  DOI：10.1039/c7nj03606j

  日期：——

  phosphonate complex, [Fe6(HAIPA)12(OH)6]·nH2O (1·nH2O) (H2AIPA = NH2(CH3)2CP(O)(OH)2, (2-aminopropan-2-yl)phosphonic acid), was synthesized from Fe2+ and Fe3+ salts in water by interaction with the ligand salts. Addition of corresponding amounts of sodium or tetramethylammonium salts of H2AIPA to the solution of iron precursors led to the formation of large bright-green crystals of complex 1. Isolated

  一种新的六核分子膦酸铁络合物[Fe 6（HAIPA）12（OH）6 ]· n H 2 O（1 · n H 2 O）（H 2 AIPA = NH 2（CH 3）2 CP（O）（通过与配体盐相互作用，由水中的Fe 2+和Fe 3+盐合成（OH）2（（2-氨基丙-2-基）膦酸）。在铁前体溶液中加入相应量的H 2 AIPA钠或四甲基铵盐会导致形成大的鲜绿色的配合物晶体1。通过光谱和分析方法对分离的产物进行了研究–红外光谱，穆斯堡尔光谱，TG / DSC，ICP-OES和CHN分析。通过单晶X射线衍射分析证实了新颖的Fe 6 }六核分子结构为1。铁阳离子的八面体配位环境是由膦酸酯和羟基氧形成的。十二个膦酸酯基团和六个–OH基团作为桥连配体并结合六个Fe八面体。因为氨基的质子化，膦酸酯阴离子以两性离子形式作为海帕坐标-（NH 3 +（CH 3）2 CPO 3 2-）。铁阳离子以高自旋Fe 3+的形式
• N-(Phosphonoacetyl)amino phosphonates. Phosphonate analogs of N-(phosphonoacetyl)-L-aspartic acid (PALA)
  作者：Pawel Kafarski、Barbara Lejczak、Przemyslaw Mastalerz、Danuta Dus、Czeslaw Radzikowski

  DOI：10.1021/jm00149a002

  日期：1985.11

  Michaelis-Arbuzov reaction of N-(chloroacetyl)amino phosphonic acids or their esters, followed by acidolysis, gives moderate yields of N-(phosphonoacetyl) derivatives of a variety of (aminoalkyl)phosphonic acids, including analogues of the cytostatic agent PALA, in which the alpha- or beta-carboxylic groups in the aspartate moiety are replaced by a PO3H2 function. Assay of cytostatic activity with

  N-（氯乙酰基）氨基膦酸或其酯的Michaelis-Arbuzov反应，然后酸解，可得到中等收率的各种（氨基烷基）膦酸的N-（膦酰基乙酰基）衍生物，包括细胞抑制剂PALA的类似物。天冬氨酸部分中的α-或β-羧基被PO3H2取代。用人KB细胞系的细胞抑制活性的测定表明，用PO 3 H 2取代PALA中的任何COOH基团会导致细胞抑制活性的完全丧失。在该报告中描述的其他[N-（膦酰基乙酰基）氨基]烷基膦酸的情况下也未观察到活性。
• Synthesis of phosphinic and phosphoric analogs of aspartic acid
  作者：A. R. Khomutov、T. I. Oslpova、E. N. Khurs、K. V. Alferov、R. M. Khomutov

  DOI：10.1007/bf01457787

  日期：1996.8

  Approaches to the synthesis of 1-amino- and 2-amino-2-carboxyethylphosphinic and-phosphoric acids have been studied. A convenient method for the preparation of phosphinic acids is the reactions of ethyl diethoxymethylphosphonite with ethyl acetamidomethylenemalonate and ethyl 2-acetamidoacrylate.

  已经研究了合成 1-氨基和 2-氨基-2-羧乙基次膦酸和磷酸的方法。制备次膦酸的一种方便的方法是二乙氧基甲基亚膦酸乙酯与乙酰胺基亚甲基丙二酸乙酯和2-乙酰胺基丙烯酸乙酯的反应。