丙基膦酸 | 4672-38-2

• 物质功能分类: 有机原料 - 有机膦化合物
• 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: 丙基膦酸
• 中文别名: 丙烷-1-磷酸；丙基磷酸
• 英文名称: propylphosphonic acid
• 英文别名: 1-propanephosphonic acid；n-propylphosphonic acid；T3P；Propyl-phosphonsaeure；ethyl methylphosphonic acid
• CAS: 4672-38-2
• 化学式: C₃H₉O₃P
• mdl: MFCD00012294
• 分子量: 124.076
• InChiKey: NSETWVJZUWGCKE-UHFFFAOYSA-N

物化性质

• 熔点：
  67-71 °C(lit.)
• 沸点：
  265.3±23.0 °C(Predicted)
• 密度：
  1.137 (estimate)
• 溶解度：
  DMF：5mg/mL； DMSO：2mg/mL；乙醇：30mg/mL；乙醇:PBS (pH 7.2) (1:3): 0.25 mg/ml
• 解离常数：
  2.49-8.18 at 25℃
• 稳定性/保质期：
  常温常压下稳定，熔点为133-136°C。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• WGK Germany：
  1
• RTECS号：
  TA0420000
• 包装等级：
  III
• 危险类别：
  8
• 危险品运输编号：
  UN 3260 8/PG 3
• 储存条件：
  请将药品存放在避光、通风干燥的地方，并密封保存。

SDS

Name:	Propylphosphonic acid 95% Material Safety Data Sheet
Synonym:
CAS:	4672-38-2

Section 1 - Chemical Product MSDS Name:Propylphosphonic acid 95% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4672-38-2	Propylphosphonic acid	95%	225-121-8

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Hygroscopic.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
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.
Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema.
Chronic:
Not available.

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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 lids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do NOT induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.
Autoignition Temperature: Not available.
Flash Point: Not available.
NFPA Rating: Not published.
Explosion Limits, Lower: Not available.
Upper: Not available.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
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.
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 29CFR 1910.134. Always use a NIOSH-approved respirator when necessary.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Appearance: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Vapor Density: Not available.
Evaporation Rate: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 67 - 71 deg C
Decomposition Temperature: Not available.
Solubility: Not available.
Specific Gravity/Density: Not available.
Molecular Formula: C3H9O3P
Molecular Weight: 124.09

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents - strong bases.
Hazardous Decomposition Products:
Phosphine, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4672-38-2: TA0420000 LD50/LC50:
Not available.
Carcinogenicity:
Propylphosphonic acid - Not listed by ACGIH, IARC, NIOSH, NTP, or OSHA.
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
For further information, contact Fisher Scientific.

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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

CDG/CPL
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: II
IATA
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Dangerous Goods Code: 8(39B)
UN Number: 3261
Canadian TDG
No information available.

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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 27 Take off immediately all contaminated clothing.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 28A After contact with skin, wash immediately with
plenty of water.
WGK (Water Danger/Protection)
CAS# 4672-38-2: 1
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
WHMIS: Not available.
CAS# 4672-38-2 is not listed on Canada's Ingredient Disclosure List.
Exposure Limits
US FEDERAL
TSCA
CAS# 4672-38-2 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

丙基膦酸是一种有机贵金属催化剂，常用于有机化学合成中。

反应信息

• 作为反应物：
  描述：

  丙基膦酸 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以90%的产率得到1-丙基二氯化磷
  参考文献：
  名称：

  一种环状丙基膦酸酐的制备方法

  摘要：

  本发明属于有机合成技术领域，尤其涉及一种环状丙基膦酸酐的制备方法，以丙基膦酸和醋酸酐为反应物制得丙基焦膦酸，以丙基膦酸和氯化亚砜为反应物制得丙基膦酰氯，将丙基焦膦酸与丙基膦酰氯进一步反应制得环状丙基膦酸酐。本发明制备得到的环状丙基膦酸酐的反应收率高，总收率高达68‑72％，成本低，纯度高，滴定纯度大于99.5％，游离酸含量小于100ppm，多聚体含量低，能够满足锂电池添加剂的使用。本发明的制备方法简单，安全环保高效，原料廉价易得，市场前景广阔，适合规模化生产。

  公开号：

  CN107011384B
• 作为产物：
  描述：

  cyano-propyl-phosphinic acid propyl ester 在 盐酸 作用下， 生成 丙基膦酸
  参考文献：
  名称：

  Petrow et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 1827,1830;engl.Ausg.S.1798,1800

  摘要：

  DOI：
• 作为试剂：
  描述：

  10,11-二氢-5H-二苯[b,f]氮杂革-3-胺 在 丙基膦酸 、 水 、 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 ethyl (5-(2-(tert-butoxy)acetyl)-10,11-dihydro-5h-dibenzo[b,f]azepin-3-yl)carbamate
  参考文献：
  名称：

  [EN] SELECTIVE INHIBITORS OF CONSTITUTIVE ANDROSTANE RECEPTOR
  [FR] INHIBITEURS SÉLECTIFS DU RÉCEPTEUR CONSTITUTIF DES ANDROSTANES

  摘要：

  本发明的化合物是CAR的拮抗剂，对CAR的特异性高于其他蛋白，包括PXR。所披露的化合物可用于治疗或控制细胞增殖障碍，特别是肿瘤学疾病，例如癌症。本摘要旨在作为特定技术领域搜索的扫描工具，并不是要限制本发明。

  公开号：

  WO2016064682A1

文献信息

• Microwave-Assisted Ionic Liquid-Catalyzed Selective Monoesterification of Alkylphosphonic Acids—An Experimental and a Theoretical Study
  作者：Nikoletta Harsági、Réka Henyecz、Péter Ábrányi-Balogh、László Drahos、György Keglevich

  DOI：10.3390/molecules26175303

  日期：——

  It is well-known that the P-acids including phosphonic acids resist undergoing direct esterification. However, it was found that a series of alkylphoshonic acids could be involved in monoesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol−1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.

  众所周知，包括膦酸在内的P-酸不易直接酯化。然而，发现一系列烷基膦酸在微波（MW）辐射下与C2-C4醇在[bmim][BF4]存在下可以进行单酯化反应。选择性达到80-98％，而分离收率在61-79％的范围内。所开发的方法是一种绿色的P-酸酯化方法。在M062X/6-311+G(d,p)理论水平上进行的DFT计算（考虑了相应醇的溶剂效应）探索了三步机制，并证明了较高的活化焓（160.6-194.1 kJ·mol-1），只有通过MW辐射才能克服。[bmim][BF4]添加剂的主要作用是增加MW能量的吸收。计算还提出了离子液体中[BF4]阴离子的特定化学作用在另一种机制中的作用。
• GC-MS Study of Mono- and Bishaloethylphosphonates Related to Schedule 2.B.04 of the Chemical Weapons Convention: The Discovery of a New Intramolecular Halogen Transfer
  作者：Nerea Picazas-Márquez、María Sierra、Clara Nova、Juan Manuel Moreno、Nuria Aboitiz、Gema de Rivas、Miguel A. Sierra、Roberto Martínez-Álvarez、Esther Gómez-Caballero

  DOI：10.1007/s13361-016-1430-0

  日期：2016.9.1

  A new class of compounds, mono- and bis-haloethylphosphonates (HAPs and bisHAPs, respectively), listed in Schedule 2.B.04 of the Chemical Weapons Convention (CWC), has been synthesized and studied by GC-MS with two aims. First, to improve the identification of this type of chemicals by the Organization for the Prohibition of Chemical Weapons, (OPCW). Second, to study the synergistic effect of halogen and silicon atoms in molecules undergoing mass spectrometry. Fragmentation patterns of trimethylsilyl derivatives of HAPs were found to depend on the nature of the halogen atom; this was in agreement with DFT-calculations. The data suggest that a novel intramolecular halogen transfer takes place during the fragmentation process.

  《化学武器公约》(CWC)附件2.B.04中列出的一类新型化合物——单和双卤乙基膦酸酯(分别为HAPs和bisHAPs)，已通过GC-MS进行了合成与研究，目的有两个。首先, 由国际禁止化学武器组织 (OPCW) 改进这一类化合物的鉴定。其次, 研究处于质谱分析过程中的分子内部卤素和硅原子之间的协同效应。三甲基硅基衍生物的碎裂模式取决于卤素原子的性质;这与DFT计算结果一致。数据表明, 在碎裂过程中发生了新的分子内卤素转移。
• Copper(II) <i>n</i> ‐Alkylphosphonates Used as Nanofillers: Single Crystal, Powder Structure Studies and Influence of the Alkyl Chain Length on the Magnetic Properties
  作者：Sophie Chausson、Jean‐Michel Rueff、Marie Bernadette Lepetit、Olivier Perez、Richard Retoux、Charles Simon、Loïc Le Pluart、Paul‐Alain Jaffrès

  DOI：10.1002/ejic.201101218

  日期：2012.5

  synthesis, structures and the physical properties of a homologous series of copper alkylphosphonates. Cu(O3PCH2CH3)·H2O (CuPC2) and Cu(O3PCH2CH2CH3)·H2O (CuPC3) are both monoclinic with the same space group P21/a. Hydrothermal synthesis gave blue plate-like crystals allowing single crystal resolution. The synthesis in solution of the homologous series, from phosphonic acids possessing different alkyl chain

  本文报道了同系列烷基膦酸铜的合成、结构和物理性质。Cu(O3PCH2CH3)·H2O(CuPC2)和Cu(O3PCH2CH2CH3)·H2O(CuPC3)都是具有相同空间群P21/a的单斜晶系。水热合成得到蓝色片状晶体，允许单晶分辨率。从具有不同烷基链长度（n = 2、3、6、10、14 或 18 个碳原子的链）的膦酸在溶液中合成同源系列，自发地产生一水合 Cu[O3P-(CH2)n- 1−CH3]·H2O (n = 2, 3, 6) 或脱水材料 Cu[O3P−(CH2)n–1−CH3] 对于 n = 10, 14 和 18。 水合和脱水形式之间的差异主要发生在无机板中。水分子的损失导致键合结构的改变，并且存在于水合无机层中的分离的[Cu2O8]二聚体以脱水形式通过一个边缘连接在一起。这种结构变化解释了不同的磁性行为。在脱水化合物的情况下，这些材料被分散到聚酰胺基质中。已经观察到磁性行为转移到聚酰胺复合材料。
• First structural determination of layered and pillared organic derivatives of γ-zirconium phosphate by X-ray powder diffraction data
  作者：G. Alberti、R. Vivani、S. Murcia Mascarós

  DOI：10.1016/s0022-2860(98)00472-4

  日期：1998.10

  Abstract This paper reports the structural characterization of one layered and one pillared organic derivative of γ-zirconium phosphate dihydrogenphosphate, ZrPO4O2P(OH)C3H7·H2O and ZrPO4[O2P(OH)C4H8(OH)PO2]0.5·H2O, respectively. They were obtained by topotactic exchange of n-propylphosphonate and butyldiphosphonate groups on γ-ZrPO4O2P(OH)2·2H2O. The strategies used to prepare these compounds with

  摘要 本文报道了γ-磷酸二氢锆的一层层状和一种柱状有机衍生物ZrPO4O2P(OH)C3H7·H2O和ZrPO4[O2P(OH)C4H8(OH)PO2]0.5·H2O的结构表征。它们是通过正丙基膦酸酯和丁基二膦酸酯基团在 γ-ZrPO4O2P(OH)2·2H2O 上的拓扑交换获得的。描述了用于制备具有足以通过 X 射线粉末衍射 (XRPD) 数据进行结构分析的结晶度的这些化合物的策略。在使用 La Bail 方法分解图案并最终 Rietveld 精修之后，通过 Patterson 方法“从头开始”确定结构。根据所用的制备方法，发现层状膦酸丙酯衍生物有两个相：一个是正交相，a=30.212(2)，b=6.6128(4) 和 c=5.3612(3) A，空间群 Pna21，Z=4；另一个是单斜晶系，a=5.3593(4)，b=6.6217(4)和c=30.695(2) A，β=98.810(3
• 一种锂离子电池电解液添加剂及其制备方法与应用
  申请人：中节能万润股份有限公司

  公开号：CN109232653A

  公开（公告）日：2019-01-18

  本发明涉及一种锂离子电解液添加剂及其制备方法与应用，所述锂离子电池电解液添加剂的结构通式如式(Ⅰ)所示：其中R选自如下结构基团中的一种：甲基、乙基、正丙基、异丙基、烯丙基、正丁基、异丁基、叔丁基、新戊基、环戊基、环己基、苄基、其中*为链接位点。该锂离子电池电解液添加剂以作为原料，通过合成反应制得，该反应过程安全温和，收率高，所得产物纯度高，无需特殊精制即可满足锂离子电池使用。该锂离子电池电解液添加剂应用于锂离子电池非水电解液，能通过抑制电池初始容量的下降，增大初始放电容量减少高温放置后的电池膨胀，提高电池的充放电性能及循环次数，对锂离子电池的性能有重要影响。