2-羟基膦酰基乙酸 | 4721-24-8

• 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: 2-羟基膦酰基乙酸
• 中文别名: 2-羟基膦酸基乙酸；己基膦酸；膦酰基羟基乙酸；正己基磷酸；P-己基磷酸；羟基磷酰乙酸；羟基膦乙酸
• 英文名称: n-hexylphosphonic acid
• 英文别名: hexylphosphonic acid；Hexyl-phosphonsaeure；Hexan-phosphonsaeure
• CAS: 4721-24-8
• 化学式: C₆H₁₅O₃P
• mdl: MFCD00013961
• 分子量: 166.157
• InChiKey: GJWAEWLHSDGBGG-UHFFFAOYSA-N

物化性质

• 熔点：
  108-110°C
• 沸点：
  299.7±23.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)
• 溶解度：
  溶于甲醇
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  5
• 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
• 危险类别码：
  R22,R34,R48/22,R43
• 危险品运输编号：
  3261
• 安全说明：
  S1/2,S22,S26,S36/37/39,S45
• WGK Germany：
  3
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P234,P260,P264,P280,P301+P330+P331+P310,P303+P361+P353+P310+P363,P304+P340+P310,P305+P351+P338+P310,P390,P405,P406,P501
• 危险性描述：
  H290,H314

SDS

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Section 1: Product Identification
Chemical Name: n-Hexylphosphonic acid, min. 97%
CAS Registry Number: 4721-24-8
Formula: CH3(CH2)5P(O)(OH)2
EINECS Number: none
Chemical Family: organic phosphonic acid
Synonym: 1-Hexylphosphonic acid

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 4721-24-8 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract.
Primary Routes of Exposure: Inhalation, skin, eyes
Eye Contact: Dust causes moderate to severe irritation of the eyes.
Skin Contact: Causes irritation to the skin
Inhalation: Causes irritation to the nose, mucous membranes and respiratory tract
Ingestion: No information on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
Chronic Health Affects: No information available on long-term chronic effects
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide, dry chemical or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire, this material may emit irritating organic fumes
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards

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SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non-combustible adsorbent and
Spill and Leak Procedures:
swept up.

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SECTION 7: Handling and Storage
Handling and Storage: Store in a tightly sealed container in a cool, dry place.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves. Consult with glove manufacturer to determine the proper type of glove.
Ventilation: It is imperative that this material be handled in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: It is imperative that this material be handled in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: white to off-white powder
Molecular Weight: 166.16
Melting Point: 105-106°
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: not determined
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air and moisture stable
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: oxidizing agents
Decomposition Products: carbon dioxide, carbon monoxide and organic fumes

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Title compound not listed
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途广泛应用于钢铁、石化、电力和医药等行业中的循环冷却水系统，尤其适合我国南方低硬度水质。HPAA能够有效阻垢和缓蚀，通常与锌盐复配使用，不仅具备良好的缓蚀效果，还具有显著的阻垢作用。

反应信息

• 作为反应物：
  描述：

  2-羟基膦酰基乙酸 在 乙酸酐 作用下， 350.0 ℃ 、10.0 kPa 条件下， 反应 2.0h， 以75%的产率得到2,4,6-trihexyl-[1,3,5,2,4,6]-trioxatriphosphinane 2,4,6-trioxide
  参考文献：
  名称：

  [DE] VERFAHREN ZUR HERSTELLUNG VON CYCLISCHEN PHOSPHONSÄUREANHYDRIDEN
  [EN] METHOD FOR THE PRODUCTION OF CYCLIC PHOSPHONIC ACID ANHYDRIDES
  [FR] PROCEDE DE PRODUCTION D'ANHYDRIDES D'ACIDE PHOSPHONIQUE CYCLIQUES

  摘要：

  公开号：

  WO2005014604A3
• 作为产物：
  描述：

  己基膦酸二乙酯 在 三甲基溴硅烷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以100%的产率得到2-羟基膦酰基乙酸
  参考文献：
  名称：

  新型牙本质粘合剂丙烯酰胺膦酸和酯的合成和聚合动力学

  摘要：

  在修复牙科方面，已证明带有膦酸部分的丙烯酰胺单体可用于配制牙科自蚀胶，因为它们可增强与羟磷灰石的粘合力，并且不易水解，因此有可能提高其胶粘剂的耐久性。先前的研究表明，膦酸丙烯酰胺可提高二丙烯酰胺单体的光聚合速率。了解该速率加速是特定于单体的丙烯酰胺功能还是由于膦酸酯基本身，或者仅适用于交联反应，我们合成了几种带有膦酸或膦酸酯部分的丙烯酰胺和甲基丙烯酸酯单体，并研究了它们的光聚合动力学。发现丙烯酰胺膦酸可加速聚合速率，但是带有膦酸酯基团的类似单体的效果要小得多。当膦酸基单体与单官能丙烯酰胺单体共聚时，观察到类似的促进作用，但速率加速可能与交联过程有关。当聚合介质中存在不可聚合的有机膦酸时，也观察到该速率效应。我们建议，介质极性的增加是造成这种速率增强效应的原因。

  DOI：

  10.1002/pola.26339
• 作为试剂：
  描述：

  selenium 、 cadmium(II) oxide 在 2-羟基膦酰基乙酸 、 三辛基膦 、 三正辛基氧膦 作用下， 反应 0.83h， 生成 cadmium selenide
  参考文献：
  名称：

  Functional abiotic nanosystems

  摘要：

  该发明涉及向目标细胞（例如视网膜细胞）赋予光反应性，方法是引入光响应性功能无机纳米系统（FANs），即纳米尺度的半导体/金属或半导体/半导体异质结，其中包括光伏效应。该发明还提供了制备和使用FANs的方法，其中异质结具有表面功能化，使其定位在细胞膜中。照射这些嵌入细胞膜中的异质结会产生光电压，使细胞膜去极化，例如神经细胞，其中FANs光产生动作电位。将FANs纳入受损的光感受器细胞的视网膜细胞中，重新为视网膜引入光响应性，以便光产生动作电位，大脑将其解释为视觉。

  公开号：

  US08399751B2

文献信息

• [EN] COMPOUNDS AND METHODS FOR RAPID LABELING OF N-GLYCANS<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR LE MARQUAGE RAPIDE DE N-GLYCANES
  申请人：PROZYME INC

  公开号：WO2009100155A1

  公开（公告）日：2009-08-13

  The present invention provides compounds and methods for rapid labeling of N-glycans, for example, rapid fluorescent labeling of N-glycans. In one aspect, the present invention provides fluorescent carbamate or thiocarbamate compounds. Upon contacting with N-glycans, the compounds undergo facile reactions with N-glycans to form fluorescent-labeled N-glycans.

  本发明提供了化合物和方法，用于快速标记N-糖基，例如，快速荧光标记N-糖基。在一个方面，本发明提供了荧光氨基甲酸酯或硫氨基甲酸酯化合物。与N-糖基接触后，这些化合物与N-糖基发生简便的反应，形成荧光标记的N-糖基。
• Tin-oxygen-phosphorus compounds
  作者：R.E. Ridenour、E.E. Flagg

  DOI：10.1016/s0022-328x(00)89764-8

  日期：1969.3

  consistent with 5-coordinate tin for triorganotin diorganophosphinates, (I); both 4- and 5-coordinate tin for bis(triorganotin) organophosphonates, (II); 5-coordinate tin for poly(diorganotin organophosphonates), (III); and 6-coordinate tin for diorganotin bis(diorganophosphinates), (IV). Structures are proposed on the basis of molecularity, infrared, NMR, and Mössbauer data.

  描述并表征了四种类型的锡-氧-磷化合物。所有的化合物都是低聚的，并结合有膦酰基或膦酰基桥接。物理数据与三有机锡二有机次膦酸酯的5坐标锡一致（I）；双（三有机锡）有机膦酸酯的4-和5-配位锡，（II）；聚（二有机锡有机膦酸酯）的5-配位锡，（III）；二有机锡双（二有机次膦酸酯）（IV）的6-配位锡。根据分子量，红外，NMR和Mössbauer数据提出了结构。
• [EN] PROTON-CONDUCTING ORGANIC MATERIALS<br/>[FR] MATÉRIAUX ORGANIQUES CONDUCTEURS DE PROTONS
  申请人：MAX PLANCK GESELLSCHAFT

  公开号：WO2010139476A1

  公开（公告）日：2010-12-09

  Proton-conducting material having a degree of crystallinity of at least 30%, which comprises: i) at least one organic compound having the formula (I), R1(R2)m(R3)n wherein - R1 is an optionally fused aromatic, cyclic or polycyclic moiety comprising 1 to 200 carbon atoms, able to have 3 to 60 substituents; - the substituents R2 are identical or different and are each a group comprising at least one phosphonic acid moiety; - the substituents R3 are identical or different and are each hydrogen, a halogen atom, or a group having 1 to 60 carbon atoms; - m is a number within the range 3 to 60; - n is a number within the range 0 to 57; - m+n is within the range of 3 to 60; - said compound comprises at least 4, optionally fused, aromatic moieties, and ii) crystal water.

  具有至少30%结晶度的质子导体材料，包括：i) 至少一种具有以下式(I)的有机化合物，R1(R2)m(R3)n其中 - R1是一个可选的融合芳香、环状或多环基团，包含1至200个碳原子，能够有3至60个取代基； - 取代基R2是相同或不同的，每个都是包含至少一个膦酸基团的基团； - 取代基R3是相同或不同的，每个是氢、卤素原子或具有1至60个碳原子的基团； - m是在3至60范围内的数字； - n是在0至57范围内的数字； - m+n在3至60范围内； - 该化合物包括至少4个可选的融合芳香基团，以及ii) 晶体水。
• 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。
• [EN] AMIDE-SUBSTITUTED XANTHENE DYES<br/>[FR] TEINTES DE XANTHÈNE À SUBSTITUTION AMIDE
  申请人：EPOCH BIOSCIENCES INC

  公开号：WO2009046165A1

  公开（公告）日：2009-04-09

  The present invention provides amide-substituted xanthene fluorescent dyes and reagent for the introduction of phosphonate or sulfo groups into the fluorescent dyes.

  本发明提供了酰胺取代的蒽醌荧光染料以及用于将膦酸酯或磺酸基团引入荧光染料中的试剂。