1-萘基甲基膦酸二乙酯 | 53575-08-9

• 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 - 苯类化合物 - 萘
• 中文名称: 1-萘基甲基膦酸二乙酯
• 英文名称: diethyl 1-naphthylmethylphosphonate
• 英文别名: diethyl (naphthalen-1-ylmethyl)phosphonate；Phosphonic acid, (1-naphthylmethyl)-, diethyl ester；1-(diethoxyphosphorylmethyl)naphthalene
• CAS: 53575-08-9
• 化学式: C₁₅H₁₉O₃P
• mdl: MFCD00015769
• 分子量: 278.288
• InChiKey: AFNZPMQIKMSUTD-UHFFFAOYSA-N

物化性质

• 沸点：
  202-205 °C (0.2 mmHg)
• 密度：
  1.146±0.06 g/cm3(Predicted)
• 闪点：
  205-206°C/5mm
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，未有已知危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将贮藏器保持密封，并将其存放在阴凉、干燥处。确保工作环境有良好的通风或排气设施。

SDS

Name:	Diethyl 1-naphthylmethylphosphonate Material Safety Data Sheet
Synonym:
CAS:	53575-08-9

Section 1 - Chemical Product MSDS Name:Diethyl 1-naphthylmethylphosphonate Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
53575-08-9	Diethyl 1-naphthylmethylphosphonate		unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: 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.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

---

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 water spray, dry chemical, carbon dioxide, or chemical foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 53575-08-9: Personal Protective Equipment Eyes: Not available.
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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C15H19O3P
Molecular Weight: 278.29

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 53575-08-9: SZ9852000 LD50/LC50:
Not available.
Carcinogenicity:
Diethyl 1-naphthylmethylphosphonate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 53575-08-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 53575-08-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 53575-08-9 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-萘基甲基膦酸二乙酯 在 盐酸 作用下， 生成 1-萘基甲基磷酸
  参考文献：
  名称：

  The Aqueous Solubility of Acetanilide

  摘要：

  DOI：

  10.1021/ja01223a046
• 作为产物：
  描述：

  1-萘甲醇 在 吡啶 、 三溴化磷 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 1-萘基甲基膦酸二乙酯
  参考文献：
  名称：

  模块化手性聚醚荚烷及其镧系元素络合物

  摘要：

  使用NaH / 15-crown-5介导的Williamson醚合成制备了一系列从对映体纯净的氢安息香和联萘酚衍生的新型模块化手性聚醚荚烷。这些新的同手性配体与镧系元素三氟甲磺酸盐形成催化活性的配合物，其中两个已通过X射线衍射表征。

  DOI：

  10.1016/j.tet.2003.06.008

文献信息

• Direct Aryloxylation/Alkyloxylation of Dialkyl Phosphonates for the Synthesis of Mixed Phosphonates
  作者：Hai Huang、Johanna Denne、Chou‐Hsun Yang、Haobin Wang、Jun Yong Kang

  DOI：10.1002/anie.201802082

  日期：2018.5.28

  A strategy for the direct functionalization strategy of inertial dialkyl phosphonates with hydroxy compounds to afford diverse mixed phosphonates with good yields and functional‐group tolerance has been developed. Mechanistic investigations involving both NMR studies and DFT studies suggest that an unprecedented highly reactive PV species (phosphoryl pyridin‐1‐ium salt), a key intermediate for this

  已经开发了一种惯性二烷基膦酸酯与羟基化合物直接官能化的策略，以提供具有良好收率和官能团耐受性的多种混合膦酸酯。涉及NMR研究和DFT研究的机理研究表明，在Tf 2存在的情况下，由膦酸二烷基酯原位生成了空前的高反应性P V物种（磷酰吡啶-1-盐），这是这种新的合成转化的关键中间体。O /吡啶。
• Compounds Having Semiconducting Properties and Related Compositions and Devices
  申请人：Polyera Corporation

  公开号：US20130146851A1

  公开（公告）日：2013-06-13

  Disclosed are new compounds having semiconducting properties. Such compounds can be processed into thin film semiconductors that exhibit high carrier mobility and/or good current modulation characteristics.

  公开了具有半导体性质的新化合物。这些化合物可以加工成具有高载流子迁移率和/或良好电流调制特性的薄膜半导体。
• Alcohol-based Michaelis–Arbuzov reaction: an efficient and environmentally-benign method for C–P(O) bond formation
  作者：Xiantao Ma、Qing Xu、Huan Li、Chenliang Su、Lei Yu、Xu Zhang、Hongen Cao、Li-Biao Han

  DOI：10.1039/c8gc00931g

  日期：——

  The famous Michaelis–Arbuzov reaction is extensively used both in the laboratory and industry to manufacture tons of widely-used organophosphoryl compounds every year. However, this method and the modified Michaelis–Arbuzov reactions developed recently still have some limitations. We now report a new alcohol-version of the Michaelis–Arbuzov reaction that can provide an efficient and environmentally-benign

  著名的米利斯-阿尔布佐夫（Michaelis-Arbuzov）反应每年在实验室和工业中得到广泛使用，以生产数吨广泛使用的有机磷酰基化合物。但是，该方法和最近开发的改进的Michaelis-Arbuzov反应仍然存在一些局限性。现在，我们报告迈克尔斯-阿布佐夫（Michaelis-Arbuzov）反应的一种新的酒精转化形式，它可以提供一种有效且对环境有益的方法来解决已知的迈克尔斯-阿布佐夫（Michaelis-Arbuzov）反应的问题。即，使用正丁基4，各种各样的醇可以容易地与亚磷酸酯，亚膦酸酯和次膦酸酯反应，生成所有三种磷酰基化合物（膦酸酯，次膦酸酯和氧化膦）。NI催化的高效C–P（O）键形成反应。这种通用方法也可以轻松按比例放大，并在一锅中用于进一步的合成转化。
• Gold(<scp>i</scp>)-catalyzed nucleophilic cyclization of β-monosubstituted <i>o</i>-(alkynyl)styrenes: a combined experimental and computational study
  作者：Cintia Virumbrales、Marta Solas、Samuel Suárez-Pantiga、Manuel A. Fernández-Rodríguez、Marta Marín-Luna、Carlos Silva López、Roberto Sanz

  DOI：10.1039/c9ob02126d

  日期：——

  The stereospecific gold(I)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes to produce C-1 functionalized 1H-indenes including challenging substrates and nucleophiles, such as β-(cyclo)alkyl-substituted o-(alkynyl)styrenes and a variety of alcohols as well as selected electron-rich aromatics, is reported. DFT calculations support the stereochemical outcome of the process

  立体定向金（I）催化β-单取代的邻-（炔基）苯乙烯的亲核环化反应，以生成C-1官能化的1 H-茚，包括具有挑战性的底物和亲核试剂，例如β-（环）烷基取代的邻-（炔基）报道了苯乙烯和各种醇以及精选的富电子芳族化合物。DFT计算支持涉及通过区域专一5-键环丙基金卡宾中间体的形成过程中的立体化学结果内的环化。
• Acetic Acid Mediated Synthesis of Phosphonate‐Substituted Titanium Oxo Clusters
  作者：Matthias Czakler、Christine Artner、Ulrich Schubert

  DOI：10.1002/ejic.201400051

  日期：2014.4

  New phosphonate/acetate-substituted titanium oxo/alkoxo clusters were prepared from Ti(OiPr)4 and bis(trimethylsilyl) phosphonates in the presence of acetic acid, which served to generate water in situ through ester formation. The process led to clusters with a higher degree of condensation than in previously known phosphonate-substituted titanium oxo clusters. The clusters [Ti6O4(OiPr)10(OAc)2(O3PR)2]

  在乙酸存在下，由 Ti(OiPr)4 和双（三甲基甲硅烷基）膦酸酯制备了新的膦酸酯/乙酸酯取代的钛氧/烷氧簇，乙酸通过酯形成原位生成水。该过程导致簇具有比先前已知的膦酸酯取代的钛氧簇更高的缩合度。在一系列反应条件下，获得了多种官能团和非官能团 R 的簇 [Ti6O4(OiPr)10(OAc)2(O3PR)2]（OAc = 醋酸盐）。这种集群类型也保留在解决方案中，因此看起来非常健壮。另外两个簇，[Ti5O(OiPr)11(OAc)(O3PCH2CH2CH2Br)3] 和 [Ti5O3(OiPr)6(OAc)4(O3P-二甲苯基)2]，仅在特殊情况下才被分离出来。

表征谱图