(1-氨基-1-环己基)磷酸 | 67398-11-2

• 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-环己基)磷酸
• 中文别名: 1-氨基-1-环己基化磷酸
• 英文名称: α-amino cyclohexylphosphonic acid
• 英文别名: 1-aminocyclohexanephosphonic acid；(1-amino-1-cyclohexyl)phosphonic acid；1-aminocyclohexylphosphonic acid；(1-Amino-cyclohexyl)-phosphonsaeure；(1-Aminocyclohexyl)phosphonic acid
• CAS: 67398-11-2
• 化学式: C₆H₁₄NO₃P
• 分子量: 179.156
• InChiKey: VMSRCTIIPRWCGJ-UHFFFAOYSA-N

物化性质

• 熔点：
  279-284 °C
• 沸点：
  363.6±44.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• 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
• 安全说明：
  S26,S37/39
• 储存条件：
  存放于阴凉干燥处。

SDS

Name:	(1-Amino-1-cyclohexyl)phosphonic acid 97% Material Safety Data Sheet
Synonym:	alpha-Aminobenzylphosphonic acid
CAS:	67398-11-2

Section 1 - Chemical Product MSDS Name:(1-Amino-1-cyclohexyl)phosphonic acid 97% Material Safety Data Sheet
Synonym:alpha-Aminobenzylphosphonic acid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
67398-11-2	(1-Amino-1-cyclohexyl)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. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
No information found.

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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 cool, dry place. Store in a tightly closed container.

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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# 67398-11-2: 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: 254 - 257 (dec.)
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: C6H14NO3P
Molecular Weight: 179.16

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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:
Dust generation.
Incompatibilities with Other Materials:
Strong 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# 67398-11-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(1-Amino-1-cyclohexyl)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# 67398-11-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 67398-11-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 67398-11-2 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

反应信息

• 作为反应物：
  描述：

  (1-氨基-1-环己基)磷酸 、 2-phenyl-3-ethylthio-4,4,4-trifluoromethyl-but-2-en-1-al 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.33h， 生成
  参考文献：
  名称：

  A Convenient One-Pot Synthesis of β -(Trifluoromethyl)allylaminophosphonic and Benzylaminophosphonic Acids

  摘要：

  The reductive condensation of aminoalkylphosphonic acids with beta-chloro- or beta-ethylthio-(beta-trifluoromethyl)acroleins leads to secondary (trifluoromethyl)allylaminophosphonic acids in moderate to good yields. The method appears to be useful for the preparation of benzylaminophosphonic acids.

  DOI：

  10.1080/10426500902737364
• 作为产物：
  描述：

  Cyclohexyl-phosphonic acid diethyl ester 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 乙醇 、 溶剂黄146 为溶剂， -78.0~25.0 ℃ 、100.0 kPa 条件下， 反应 14.5h， 生成 (1-氨基-1-环己基)磷酸
  参考文献：
  名称：

  A New and Efficient Synthesis of α-Amino Cycloalkyl-Phosphonic AcidsviaElectrophilic Azidation of Cycloalkylphosphonates

  摘要：

  alpha-Amino cyclobutyl-, cyclopentyl- and cyclohexylphosphonic acids (13) were efficiently prepared from the related unsubstituted cycloalkphosphonates (5), in three steps including electrophilic azidation of the corresponding lithiated carbanions, hydrogenation of the intermediate alpha-azido cycloalkyl-phosphonates (10) and acidic hydrolysis of the resulting alpha-amino cycloalkyl-phosphonates (12).

  DOI：

  10.1080/00397919608004650

文献信息

• Synthesis and stability of 1-aminoalkylphosphonic acid quaternary ammonium salts
  作者：Anna Brol、Tomasz K. Olszewski

  DOI：10.1039/d1ob00703c

  日期：——

  convenient alkylating agent is reported. During the course of the reaction, phosphonic acid quaternary ammonium derivatives, along with their corresponding monoesters are formed. Subsequent direct acidic hydrolysis of the crude reaction mixture leads to the desired novel N,N,N-trialkyl-N-(1-phosphonoalkyl)ammonium salts with overall yields of up to 88%. The developed protocol is general in scope and the products

  报道了使用 Me 2 SO 4作为方便的烷基化剂在碱性条件下对简单的 1-氨基烷基膦酸进行季铵化的有效方案。在反应过程中，形成膦酸季铵衍生物及其相应的单酯。随后粗反应混合物的直接酸水解产生所需的新的N , N , N-三烷基-N-(1-膦酰基烷基)铵盐，总收率高达 88%。开发的方案在范围上是通用的，产品通过简单的结晶纯化，得到稳定的固体。带有膦基的新型季铵盐通常在酸性和碱性介质中不反应。然而，它们中的一些在碱的存在下会发生霍夫曼消除和取代反应。
• Reactivity of aminophosphonic acids. Oxidative dephosphonylation of 1-aminoalkylphosphonic acids by aqueous halogens
  作者：Józef Drabowicz、Frank Jordan、Marcin H. Kudzin、Zbigniew H. Kudzin、Christian V. Stevens、Paweł Urbaniak

  DOI：10.1039/c5dt03083h

  日期：——

  reactions of 1-aminoalkylphosphonic acids with bromine–water, chlorine–water and iodine–water were investigated. The formation of phosphoric(V) acid, as a result of a halogen-promoted cleavage of the Cα–P bond, accompanied by nitrogen release, was observed. The dephosphonylation of 1-aminoalkylphosphonic acids was found to occur quantitatively. In the reactions of 1-aminoalkylphosphonic acids with other

  研究了1-氨基烷基膦酸与溴水，氯水和碘水的反应。磷酸（形成V）酸，作为℃的卤素促进的切割的结果α -P键，伴随着氮气释放，进行了观察。发现1-氨基烷基膦酸的去膦酰化定量地发生。在31 P NMR研究的1-氨基烷基膦酸与其他卤素-水试剂的反应中，还观察到Cα - P键的断裂，溴和氯的反应速率相当，而碘的反应速率慢得多。
• Molecular amino-phosphonate cobalt–lanthanide clusters
  作者：Eufemio Moreno Pineda、Floriana Tuna、Robin G. Pritchard、Andrew C. Regan、Richard E. P. Winpenny、Eric J. L. McInnes

  DOI：10.1039/c3cc40907d

  日期：——

  The use of 1-amino-1-cyclohexyl phosphonic acid, a functionalised phosphonate, leads to the synthesis of two new structural types for 3d–4f phosphonate cages with unusual structural cores and which show high magnetocaloric effects.

  通过使用 1-amino-1-cyclohexyl phosphonic acid（一种功能化膦酸盐），我们合成了两种新结构类型的 3dâ4f膦酸盐笼，它们具有不同寻常的结构核心，并显示出很高的磁ocaloric效应。
• Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity
  作者：Anna Brol、Tomasz K. Olszewski

  DOI：10.3390/molecules27248849

  日期：——

  acids in the reaction with HNO2 (generated "in situ" from NaNO2) yields a mixture of substitution products (1-hydroxyalkylphosphonic acids), elimination products (vinylphosphonic acid derivatives), rearrangement and substitution products (2-hydroxylkylphosphonic acids) as well as H3PO4. The variety of formed reaction products suggests that 1-phosphonoalkylium ions may be intermediates in such deamination

  1-氨基烷基膦酸在与 HNO2 的反应中脱氨（从 NaNO2“原位”生成）产生取代产物（1-羟基烷基膦酸）、消除产物（乙烯基膦酸衍生物）、重排和取代产物（2-羟基烷基膦酸）的混合物) 以及 H3PO4。形成的各种反应产物表明 1-phosphonoalkylium 离子可能是此类脱氨反应的中间体。
• Polyarylensulfide mit verringerter Radikalbildung und ihre Verwendung zur Herstellung geformter Körper
  申请人：BAYER AG

  公开号：EP0326888A1

  公开（公告）日：1989-08-09

  Die Erfindung betrifft Mischungen aus Polyarylensulfiden (PAS), vorzugsweise Polyphenylensulfiden (PPS) und Metal­len, Metallverbindungen und Übergangsmetallkomplexen und ihre Verwendung zur Herstellung geformter Körper. Die Mischungen zeigen eine verringerte Radikalbildung, z.B. unter Bestrahlung mit Tageslicht und UV-Licht unter at­mosphärischen Bedingungen. Sie eignen sich bevorzugt zur Herstellung von Fasern.

  本发明涉及聚芳基硫化物（PAS）（最好是聚苯硫醚（PPS））与金属、金属化合物和 过渡金属络合物的混合物，以及它们在模塑体制造中的用途。例如，在大气条件下，在日光和紫外线照射下，混合物的自由基形成减少。它们最好适用于纤维的生产。