亚磷酸三对甲苯酯 | 620-42-8

• 物质功能分类: 有机原料 - 无机酸酯
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 亚磷酸三对甲苯酯
• 中文别名: 亚磷酸三(4-甲基苯基)酯
• 英文名称: tri-p-tolylphosphite
• 英文别名: Tri-p-tolylphosphit；P(o-tol)3；Phosphorigsaeure-tri-p-tolylester；Tri-p-tolyl phosphite；tris(4-methylphenyl) phosphite
• CAS: 620-42-8
• 化学式: C₂₁H₂₁O₃P
• mdl: MFCD00041909
• 分子量: 352.37
• InChiKey: FEVFLQDDNUQKRY-UHFFFAOYSA-N

物化性质

• 熔点：
  52°C
• 沸点：
  238 °C (7 mmHg)
• 密度：
  1.11
• 闪点：
  93 °C
• 介电常数：
  3.5（45℃）

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  C
• 安全说明：
  S25,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2920901900
• 储存条件：
  存放在密封容器中，并置于阴凉、干燥处。远离火源，适合存放在耐腐蚀环境中。

SDS

Name:	Tri-P-Tolyl Phosphite Tech. 90% (GC) Material Safety Data Sheet
Synonym:	Phosphorous Acid, Tris(4-Methylphenyl) Ester
CAS:	620-42-8

Section 1 - Chemical Product MSDS Name:Tri-P-Tolyl Phosphite Tech. 90% (GC) Material Safety Data Sheet
Synonym:Phosphorous Acid, Tris(4-Methylphenyl) Ester

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
620-42-8	Tri-P-Tolyl Phosphite	90%	210-639-9

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause cyanosis of the extremities. May cause skin rash (in milder cases), and cold and clammy skin with cyanosis or pale color.
Ingestion:
Causes gastrointestinal tract burns. May cause perforation of the digestive tract. May cause cardiac disturbances. May cause corrosion and permanent tissue destruction of the esophagus and digestive tract. May cause central nervous system effects. May cause systemic effects.
Inhalation:
Causes chemical burns to the respiratory tract. May cause abdominal pain, nausea, vomiting, and inflammation of the gums and mouth.
Aspiration may lead to pulmonary edema. May cause cardiac abnormalities. May cause systemic effects. Inhalation at high concentrations may cause CNS depression and asphixiation.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately. Wash mouth out with water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:

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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. Will burn if involved in a fire. Combustible liquid. Can form explosive mixtures at temperatures above the flashpoint. Use water spray to keep fire-exposed containers cool. Combustible liquid. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray to cool fire-exposed containers. 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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use only in a well-ventilated area.
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Do not ingest or inhale. Discard contaminated shoes. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area.

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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# 620-42-8: 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: Clear liquid
Color: slightly yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 238 deg C @ 7.00mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 93 deg C ( 199.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: miscible with acetone, alcohol, benzene,
Specific Gravity/Density: 1.1150g/cm3
Molecular Formula:
Molecular Weight: 352.36

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, ignition sources, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents Hazardous Decomposition Products:
Carbon monoxide, oxides of phosphorus, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 620-42-8: TH1100000 LD50/LC50:
Not available.
Carcinogenicity:
Tri-P-Tolyl Phosphite - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

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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
Shipping Name: CORROSIVE LIQUID, N.O.S.*
Hazard Class: 8
UN Number: 1760
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing group: III

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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 25 Avoid contact with eyes.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 620-42-8: No information available.
Canada
CAS# 620-42-8 is listed on Canada's NDSL List.
CAS# 620-42-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 620-42-8 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

使用分光光度法所需的试剂

反应信息

• 作为反应物：
  描述：

  亚磷酸三对甲苯酯 在 乙醚 、 氯 、 苯 作用下， 生成 bis(4-methylphenyl)phosphinanilide
  参考文献：
  名称：

  Autenrieth; Geyer, Chemische Berichte, 1908, vol. 41, p. 157

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲酚 在 三乙胺 、 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 亚磷酸三对甲苯酯
  参考文献：
  名称：

  取代基对 31P NMR 化学位移和 1JP-Seof 三芳基硒代磷酸酯的影响

  摘要：

  本文报道了吸电子 (EW) 和放电子 (ER) 取代基对 31 P NMR 化学位移和一系列三-(pX-芳基)硒代磷酸酯结构参数的影响。与 O-芳基磷酸酯和 O-芳基硫代磷酸酯类似，连接到芳环上的 EW 基团对 31P NMR 信号产生屏蔽效应。经过详细的实验和理论分析，我们证实硒原子是负责通过反向键合效应向磷转移电荷密度的主要部分。获得的完整系列的 1JP-Se 值与这一观察结果一致。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。

  DOI：

  10.1080/10426500902953979
• 作为试剂：
  描述：

  氢氰酸 、 6-甲氧基-2-萘乙烯 在 四(三甲苯基亚磷酸盐)镍 、 2,6-二叔丁基-4-甲基苯酚 、 亚磷酸三对甲苯酯 作用下， 以 甲苯 为溶剂， 以93%的产率得到2-(6-methoxynaphthalen-2-yl)propionitrile
  参考文献：
  名称：

  Nickel-catalyzed Markovnikov addition of hydrogen cyanide to olefins. Application to nonsteroidal antiinflammatories

  摘要：

  DOI：

  10.1021/jo00225a072

文献信息

• Preparation, ligand-exchange reactions, and alkylation reactions of some carbon disulphide derivatives of iron
  作者：Paul Conway、Seamus M. Grant、A. R. Manning

  DOI：10.1039/dt9790001920

  日期：——

  which may be polynuclear. When L = CNMe or CNBut further reaction occurs to give [Fe(CO)L3(CS2)] and then a carbonyl-free complex. Ligand-exchange reactions of the complexes where L = PPh3 or P(OPh)3 with the phosphorus(III) ligands L′ gives [Fe(CO)2L(L′)(CS2)] rapidly and then [Fe(CO)2L′2(CS2)] much more slowly. The extent of this reaction depends on ligand size and is more complete for the less bulky

  许多的[Fe（CO）2大号2（η 2 -CS 2复合物已从[铁制备）] 2（CO）9 ]和L CS 2溶液[L = PR 3，P（OR）3，或CNR]。当L ＝ P（OMe）3时，分离出第二不稳定产物，其可能是多核的。当L = CNME或CNBu吨进一步发生反应，得到的[Fe（CO）L- 3（CS 2）]，然后一个复杂的自由羰基。L = PPh 3或P（OPh）3与磷（III）配体L'的配合物的配体交换反应得到[Fe（CO）2 L（L'）（CS 2）]迅速，然后[Fe（CO） 2 L' 2（CS 2）]缓慢得多。该反应的程度取决于配体的大小，并且对于较小体积的L'而言更完整。但是，配体的碱性也非常重要，因此L'= AsBu n 3仅置换一个L = P（OPh） 3，而对于L'= SbEt 3则该反应是不完全的。另一方面，非常笨重但基本的L'= PPr i 3将完全取代较小笨重但基本L = P（OPh）
• Trinuclear complexes from the reactions of [Fe3(Co)12] with group VA ligands
  作者：Seamus M. Grant、A.R. Manning

  DOI：10.1016/s0020-1693(00)94978-8

  日期：1978.1

  AsIII and SbIII ligands, L1 with [Fe3(CO)12] under mild conditions give [Fe3CO11(L)], [Fe3CO10(L)2], and [Fe3(CO)9P(OR)3}3] derivatives as well as the mono- nuclear [Fe(CO)4(L)] and [Fe(CO)32] complexes. Cluster breakdown is greatest with phosphines and least with phosphites. Of the compounds thus obtained, only [Fe3(CO)9 P(OR)33}3] (R = iPr, cyclo-C6H11 and, perhaps, Et, o-MeC64 and p-MeC6H4) exist solely

  各种p III，As III和Sb III配体L 1与[Fe 3（CO）12 ]在温和条件下的反应得到[Fe 3 CO 11（L）]，[Fe 3 CO 10（L）2 ]，和[Fe 3（CO）9 P（OR）3 } 3 ]衍生物以及单核[Fe（CO）4（L）]和[Fe（CO）3 2 ]配合物。膦类的团簇分解最大，而亚磷酸盐的团簇分解最少。在如此获得的化合物中，只有[Fe 3（CO）9 P（OR）3 3 } 3 ]（R = i Pr，环-C 6 H 11，也许还有Et，o -MeC 6 4和p -MeC 6 H 4）仅作为非桥联异构体存在于固态以及溶液中。其余为固态的CO桥连物种，其结构可能基于[Fe 3（CO）12]的CO桥连形式。]。在溶液中，它们异构化为CO桥联异构体与其他不具有桥联配体的混合物。后者占主导地位。非桥接互变异构体的红外光谱不能得出关于其结构的任何结论。
• Diphenyl Diselenide-Catalyzed Synthesis of Triaryl Phosphites and Triaryl Phosphates from White Phosphorus
  作者：Yue Zhang、Ziman Cai、Yangyang Chi、Xiangzhe Zeng、Shuanghui Chen、Yan Liu、Guo Tang、Yufen Zhao

  DOI：10.1021/acs.orglett.1c01695

  日期：2021.7.2

  Industrially important triaryl phosphites, traditionally prepared from PCl3, have been synthesized by a diphenyl diselenide-catalyzed one-step procedure involving white phosphorus and phenols, which provides a halogen- and transition metal-free way to these compounds. Subsequent oxidation of triaryl phosphites produces triaryl phosphates and triaryl thiophosphates. Phosphorotrithioates are also prepared

  工业上重要的亚磷酸三芳基酯，传统上由 PCl 3制备，已通过涉及白磷和苯酚的二苯基二硒化物催化一步法合成，这为这些化合物提供了一种不含卤素和过渡金属的方法。随后亚磷酸三芳基酯氧化产生磷酸三芳基酯和硫代磷酸三芳基酯。三硫代磷酸酯也可以由芳香族硫醇和脂肪族硫醇有效地制备。
• A Lewis Base Nucleofugality Parameter, <i>N</i>^<i>F</i>_B, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics
  作者：Nicholas P. Taylor、Jorge A. Gonzalez、Gary S. Nichol、Andrés García-Domínguez、Andrew G. Leach、Guy C. Lloyd-Jones

  DOI：10.1021/acs.joc.1c02729

  日期：2022.1.7

  The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3–nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation

  已经测量了从广泛的路易斯碱硼烷加合物中置换 BH 3的奎宁环动力学。这些速率的参数化使得能够开发出离核量表 (NF B )，以量化和预测一系列其他路易斯碱基的离去基团能力。在多个系列 R' 3– n R n X (X = P, N; R' = 芳基, 烷基) 中观察到的可加性允许制定相关的取代基参数 ( n f PB , n f AB )，提供了一种方法计算N F B一系列路易斯碱基的值远远超出了实验得出的值。通过取代基参数n f PB与一系列烷基和芳基 MIDA 硼酸盐在中性条件下的水解速率的相关性，探索了核离性参数的效用。这允许鉴定具有接近反应中心的杂原子的 MIDA 硼酸盐，显示出不寻常的动力学不稳定性或水解稳定性。
• [EN] LIQUID PHOSPHITE COMPOSITION DERIVED FROM META-CRESOLS<br/>[FR] COMPOSITION LIQUIDE DE PHOSPHITES ISSUE DE MÉTA-CRÉSOLS
  申请人：CHEMTURA CORP

  公开号：WO2011014211A1

  公开（公告）日：2011-02-03

  A composition at least two different phosphites, one of which is derived from an alkylated m-cresol, wherein the composition is a liquid at ambient conditions. The other phosphites may be derived from alkylated cresol, alkylated phenol or other alkylated hydroxyaryl compounds. The cresol may be mono-alkylated or di-alkylated with a C1-C18 alkyl group.

  一种至少含有两种不同亚磷酸盐的组成物，其中一种来自烷基化间甲酚，该组成物在常温常压下为液态。其他亚磷酸盐可以来自烷基化甲酚、烷基化酚或其他烷基化羟基芳香族化合物。甲酚可以是单烷基化或二烷基化，并具有C1-C18烷基基团。

表征谱图