苯胂酸 | 98-05-5

• 物质功能分类: 化学试剂 - 有机试剂 - 脂肪酸
• 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: 苯胂酸
• 中文别名: 苯砷酸；苯基胂酸
• 英文名称: phenylarsonic acid
• CAS: 98-05-5
• 化学式: C₆H₇AsO₃
• 分子量: 202.041
• InChiKey: LVKZSFMYNWRPJX-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C
• 沸点：
  66 °C(Press: 1 Torr)
• 密度：
  1,76 g/cm3
• 溶解度：
  3.2%的水和15.5%的乙醇。
• 物理描述：
  Benzenearsonic acid is a colorless solid. Used as an analytical reagent for tin. (EPA, 1998)
• 颜色/状态：
  Crystal powder
• 分解：
  160 °C
• 解离常数：
  pKa= 8.48 in water at 25 °C
• 稳定性/保质期：
  常温常压下不会分解，应避免与氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

ADMET

代谢

砷主要通过吸入或摄入进入人体，其次是皮肤接触。进入人体后，砷会在全身分布，根据需要被还原成亚砷酸盐，然后通过亚砷酸盐甲基转移酶被甲基化成单甲基砷（MMA）和二甲基硅酸（DMA）。砷及其代谢物主要通过尿液排出体外。已知砷能诱导金属结合蛋白金属硫蛋白，金属硫蛋白通过结合砷和其他金属，使它们生物学上失活，并作为抗氧化剂，从而减少砷和其他金属的有毒效果。

Arsenic is absorbed mainly by inhalation or ingestion, as to a lesser extent, dermal exposure. It is then distributed throughout the body, where it is reduced into arsenite if necessary, then methylated into monomethylarsenic (MMA) and dimethylarsenic acid (DMA) by arsenite methyltransferase. Arsenic and its metabolites are primarily excreted in the urine. Arsenic is known to induce the metal-binding protein metallothionein, which decreases the toxic effects of arsenic and other metals by binding them and making them biologically inactive, as well as acting as an antioxidant. (L20)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

砒霜及其代谢物通过多种机制干扰ATP的产生。在柠檬酸循环层面，砒霜抑制了丙酮酸脱氢酶，并通过与磷酸竞争解耦了氧化磷酸化，从而抑制了与能量相关的NAD+还原、线粒体呼吸和ATP合成。过氧化氢的产生也增加了，这可能会形成活性氧物种和氧化应激。砒霜的致癌性受到砒霜与微管蛋白结合的影响，导致非整倍体、多倍体和有丝分裂停滞。其他砒霜蛋白靶点的结合也可能导致DNA修复酶活性改变、DNA甲基化模式改变和细胞增殖。

Arsenic and its metabolites disrupt ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. Arsenic's carginogenicity is influenced by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. The binding of other arsenic protein targets may also cause altered DNA repair enzyme activity, altered DNA methylation patterns and cell proliferation. (T1, A17)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

3, 其对人类致癌性无法分类。

3, not classifiable as to its carcinogenicity to humans. (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

砒霜中毒可能导致多系统器官衰竭死亡，可能是由于细胞坏死而非凋亡。砒霜也是一种已知的致癌物，尤其是在皮肤癌、肝癌、膀胱癌和肺癌中。

Arsenic poisoning can lead to death from multi-system organ failure, probably from necrotic cell death, not apoptosis. Arsenic is also a known carcinogen, esepcially in skin, liver, bladder and lung cancers. (T1, L20)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

该物质可以通过吸入和摄入被身体吸收。

The substance can be absorbed into the body by inhalation and by ingestion.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 暴露途径

口服（L2）；吸入（L2）；皮肤给药（L2）

Oral (L2) ; inhalation (L2); dermal (L2)

来源:Toxin and Toxin Target Database (T3DB)

吸收、分配和排泄

当口服给药时，相当大比例的药物会通过粪便排出，这表明苯基砷酸化合物通过肠道的吸收情况不佳。然而，被吸收的那部分似乎会迅速通过肾脏排出体外。

WHEN GIVEN ORALLY, CONSIDERABLE PERCENTAGE IS EXCRETED IN FECES, INDICATING THAT PHENYLARSONIC COMPD ARE POORLY ABSORBED BY INTESTINAL TRACT. THAT PROP WHICH IS ABSORBED, HOWEVER IS APPARENTLY EXCRETED RAPIDLY BY THE KIDNEYS.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 危险品标志：
  T,N-T,N
• 安全说明：
  S20/21,S28A,S45,S60,S61
• 危险类别码：
  R50/53
• 海关编码：
  29310099
• RTECS号：
  CY3150000
• 包装等级：
  III
• 危险类别：
  6.1
• 危险品运输编号：
  3280
• 储存条件：
  储存于阴凉、通风的库房，远离火种、热源，并与氧化剂分开存放，切忌混储。应采用防爆型照明和通风设施，禁止使用易产生火花的机械设备和工具。储区应配备泄漏应急处理设备和合适的收容材料。

SDS

Name:	Phenylarsonic acid 97% Material Safety Data Sheet
Synonym:	Benzenearsonic aci
CAS:	98-05-5

Section 1 - Chemical Product MSDS Name:Phenylarsonic acid 97% Material Safety Data Sheet
Synonym:Benzenearsonic aci

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
98-05-5	Benzenearsonic acid	97	202-631-9

Hazard Symbols: T
Risk Phrases: 23/25

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic by inhalation and if swallowed.
Potential Health Effects
Eye:
No information regarding eye irritation and other potential effects was found.
Skin:
No information regarding skin irritation and other potential effects was found.
Ingestion:
Low hazard for usual industrial handling.
Inhalation:
Low hazard for usual industrial handling.
Chronic:
No information found.

---

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 immediately.
Skin:
Get medical aid if irritation develops or persists. Flush skin with plenty of soap and water.
Ingestion:
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 and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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.
Extinguishing Media:
Use agent most appropriate to extinguish fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use with adequate ventilation.
Storage:
Store in a cool, dry place. Keep container closed when not in use.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 98-05-5: United Kingdom, WEL - TWA: (listed as arsenic compounds, n.o.s.): mg/m3 TWA (except arsine, as As) United Kingdom, WEL - STEL: (listed as arsenic compounds, n.o.s.) 0.3 mg/m3 STEL (except arsine, as As) United States OSHA: 0.5 mg/m3 TWA (listed under Arsenic).
Belgium - TWA: (listed as arsenic): 0.01 mg/m3 VLE Japan: (listed as arsenic compounds, n.o.s.): 3 g/m3 OEL (refere value, as As) Malaysia: (listed as arsenic): 0.01 mg/m3 TWA Netherlands: (listed as arsenic): 0.050 mg/m3 MAC Spain: (listed as arsenic compounds, n.o.s.): 0.1 mg/m3 VLA-ED (a As) 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 minimize contact with skin.
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: Crystalline powder
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 160 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: SPARINGLY SOLUBLE IN WATER (20C)
Specific Gravity/Density:
Molecular Formula: C6H7AsO3
Molecular Weight: 202.04

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
None.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 98-05-5: CY3150000 LD50/LC50:
CAS# 98-05-5: Oral, mouse: LD50 = 270 ug/kg.
Carcinogenicity:
Benzenearsonic acid - IARC: Group 1 carcinogen (listed as Arsenic).
Other:
See actual entry in RTECS for complete information.

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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
Shipping Name: ORGANOARSENIC COMPOUND, N.O.S.*
Hazard Class: 6.1
UN Number: 3280
Packing Group: II
IMO
Shipping Name: ORGANOARSENIC COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3280
Packing Group: II
RID/ADR
Shipping Name: ORGANOARSENIC COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3280
Packing group: II

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 23/25 Toxic by inhalation and if swallowed.
Safety Phrases:
S 20/21 When using do not eat, drink or smoke.
S 28A After contact with skin, wash immediately with
plenty of water.
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# 98-05-5: 3
Canada
CAS# 98-05-5 is listed on Canada's DSL List.
CAS# 98-05-5 is listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 98-05-5 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质
白色结晶性粉末。熔点为158-162℃（分解），相对密度为1.76。在28℃的水中，100g水能溶解3.3g该物质；而在84℃的水中，100g水能溶解24g。此外，在100g乙醇中能溶解15.5g，而不溶于氯仿，并对氧化剂稳定。

用途
主要用于分析试剂。

生产方法
由苯胺重氮化后与亚砷酸反应制得。

类别
有毒物品

毒性分级
剧毒

急性毒性
口服-大鼠 LD₅₀: 50 毫克/公斤；口服-小鼠 LD₅₀: 0.27 毫克/公斤

可燃性危险特性
受热分解，产生有毒的砷化物烟雾。

储运特性
库房应通风、低温和干燥，并与食品原料分开储存和运输。

灭火剂
使用二氧化碳、砂土或水进行灭火。

职业标准
时间加权平均容许浓度 (TWA): 0.2 毫克/立方米；短时间接触容许浓度 (STEL): 0.6 毫克/立方米（砷）。

反应信息

• 作为反应物：
  描述：

  苯胂酸 在 盐酸 、 二氧化硫 作用下， 以 水 为溶剂， 反应 1.0h， 以58%的产率得到二氯苯胂
  参考文献：
  名称：

  双取代的三（ac啶基）和双（ac啶基）Ar氨酸，锑锭和铋的结构和核磁共振研究

  摘要：

  三（ac基）-和双（ac基）取代的光气原（i Pr 2 P-Ace）3 E（2-4）（E = As，Sb或Bi; Ace = ena-5,6-二基）和（我镨2 P-ACE）2 EPH（5和6）（E = As或Sb）的合成，并通过多核核磁共振（NMR），高分辨率质谱，元素分析，单晶完全表征X-射线衍射。这些分子采用螺旋桨状的几何形状，且空间受限的i Pr 2的旋转自由度受到限制P-Ace基团具有明显的NMR特征。在三（ac）类（2-4）中，磷原子在31 P { 1 H} NMR光谱中是等时的，并且三个基部分围绕E–C ipso键的旋转被锁定。另一方面，双（ac基）物质表现出通量行为，在31 P { 1 H}可变温度NMR光谱中导致AX转变为A 2自旋系统。这可以阐明显着的11.5 Hz（对于5）和25.8 Hz（对于6的通孔耦合（8TS J PP））在低温下。另外，在中间温度区域以及在合并时

  DOI：

  10.1021/acs.inorgchem.6b01079
• 作为产物：
  描述：

  二氯苯胂 在 sodium hydroxide 作用下， 生成 苯胂酸
  参考文献：
  名称：

  Jakubowitsch, Journal fur praktische Chemie (Leipzig 1954), 1933, vol. <2>138, p. 166

  摘要：

  DOI：
• 作为试剂：
  描述：

  异丙基磷酸 、 正丁醇 在 苯胂酸 作用下， 生成 O-butyl isopropylphosphonic acid
  参考文献：
  名称：

  Surface Mediated Synthesis of Unsymmetrical O,O-dialkyl Alkyl Pyrophosphonates using Neutral Alumina: Potential Chemical Weapons Convention Related Compounds

  摘要：

  介绍了以 O-烷基烷基膦酸为原料，通过表面介导合成非对称 O,O'-二烷基烷基焦磷酸盐的方法。这些焦磷酸盐被列入《化学武器公约》（CWC）附表 2B4。此外，还研究了色谱级 Al2O3 的存在对一系列烷基膦酸磷化的影响。对于具有不同烷基的膦酸，观察到在 Al2O3 的存在下形成的受阻程度较高的焦磷酸盐的产率较高。与传统方法相比，该方法具有操作简便、反应时间短和产率高等优点。

  DOI：

  10.3184/030823408x318316

文献信息

• An Air-Stable Semiconducting Polymer Containing Dithieno[3,2-<i>b</i> :2′,3′-<i>d</i> ]arsole
  作者：Joshua P. Green、Yang Han、Rebecca Kilmurray、Martyn A. McLachlan、Thomas D. Anthopoulos、Martin Heeney

  DOI：10.1002/anie.201602491

  日期：2016.6.13

  Arsole-containing conjugated polymers are a practically unexplored class of materials despite the high interest in their phosphole analogues. Herein we report the synthesis of the first dithieno[3,2-b;2',3'-d]arsole derivative, and demonstrate that it is stable to ambient oxidation in its +3 oxidation state. A soluble copolymer is obtained by a palladium-catalyzed Stille polymerization and demonstrated to be a

  尽管对它们的磷脂类似物非常感兴趣，但含Arsole的共轭聚合物实际上是一类尚未探索的材料。本文中，我们报道了第一双噻吩并[3,2-b; 2'，3'-d] arsole衍生物的合成，并证明它在+3氧化态下对环境氧化稳定。可溶共聚物是通过钯催化的Stille聚合获得的，并证明是具有前景的空穴迁移率的p型半导体，可通过场效应晶体管测量对其进行评估。
• Copper-mediated cleavage of disulfides by tertiary phosphines: a new route to As–S anions
  作者：Robert Langer、Weifeng Shi、Alexander Rothenberger

  DOI：10.1039/b610228j

  日期：——

  The synthesis of [(PhAs)2(µ-S2)(µ-S)] and its reactions to form novel Cu(I) complexes are reported, together with a new cleavage reaction of disulfides by Cu(I) thiolates and tertiary phosphines.

  报道了[(PhAs)2(µ-S2)(µ-S)]的合成及其形成新型Cu(I)配合物的反应，同时还报道了铜(I)硫醇盐和三烷基膦对二硫化物的新的裂解反应。
• Synthetic and structural investigations of mercurous and mercuric organophosphonates and phenylarsonates
  作者：Nitin Balkrushna Padalwar、Kanamaluru Vidyasagar

  DOI：10.1016/j.jssc.2016.08.012

  日期：2016.11

  infrared and Raman spectroscopic methods: Hg2(HO3PC6H5)2(1), Hg2(HO3P(C6H4)PO3H)(2), Hg2(HO3P(C6H4)2PO3H)(3), Hg2(HO3P(CH2)4PO3H)(4), Hg2(O3PC6H5)·H2O(5), (Hg2)2(O3P(CH2)2PO3)(6), (Hg2)2(O3P(CH2)3PO3)(7), Hg(O3PC6H5)·H2O(8), Hg(O3PCH2C6H5)·H2O(9), Hg(O3AsC6H5)·H2O(10), Hg3(O3AsC6H5)2(HO3AsC6H5)2(11) and (Hg2)Hg3(O3P(C6H4)PO3)2·2H2O(12). Compounds 1–7 are the first examples of mercurous phosphonates

  摘要 通过单晶 X 射线衍射、13C 和 31P 核磁共振、红外和拉曼光谱方法分离和表征了以下 12 种汞和汞有机膦酸盐、双/二膦酸盐和苯胂酸盐：Hg2(HO3PC6H5)2(1)、Hg2 (HO3P(C6H4)PO3H)(2), Hg2(HO3P(C6H4)2PO3H)(3), Hg2(HO3P(CH2)4PO3H)(4), Hg2(O3PC6H5)·H2O(5), (Hg2)2( O3P(CH2)2PO3)(6), (Hg2)2(O3P(CH2)3PO3)(7), Hg(O3PC6H5)·H2O(8), Hg(O3PCH2C6H5)·H2O(9), Hg(O3AsC6H5)· H2O(10)、Hg3(O3AsC6H5)2(HO3AsC6H5)2(11) 和 (Hg2)Hg3(O3P(C6H4)PO3)2·2H2O(12)。化合物 1-7 是亚汞膦酸盐和二/二膦酸盐的第一个例子。它们包含
• Rational Design of Organically Functionalized Polyoxopalladates and Their Supramolecular Properties
  作者：Peng Yang、Hui Li、Tian Ma、Fadi Haso、Tianbo Liu、Linyuan Fan、Zhengguo Lin、Changwen Hu、Ulrich Kortz

  DOI：10.1002/chem.201705303

  日期：2018.2.16

  SrPd12L3 with chain lengths of 5 and 6 are the first examples of polyoxopalladates that are soluble and stable in organic media. The Na salts of the amphiphilic polyoxopalladates SrPd12L3 were shown to self‐assemble into “blackberry”‐type spherical supramolecular structures in dilute solutions, of which an unusual “volcano”‐shaped trend of assembly size versus solvent polarity is chiefly influenced by directional

  以Sr II为中心的12-palladate（II）开放立方SrPd 12（OAc）3 }通过用饱和羧酸库取代三个乙酸盐配体而系统地演化而来，链长不断增加，从而产生了四个新的多氧杂钯酸盐（ II）具有式[SrPd 12 O 6（OH）3（PhAsO 3）6（L）3 ] 4-（SrPd 12 L 3，L = C n H 2 n +1 COO，n =2至5）。这些具有亲水性金属-氧代单元和三个疏水性烷基链的表面活性剂型聚氧戊二酸酯的第一个实例在溶液中进行了固态表征（单晶XRD，FTIR，TGA）（1 H，13 C NMR光谱），以及在气相中（ESI-MS）。链长分别为5和6的两个聚阴离子SrPd 12 L 3是在有机介质中可溶且稳定的聚氧杂戊二酸酯的第一个实例。两亲性聚草酸盐的SrPd 12 L 3的Na盐 结果表明，它们在稀溶液中可自组装成“黑莓”型球形超分子结构，其中组装尺寸与溶剂极性的
• Triosmium carbonyl cluster complexes of bridging phosphonate, arsonate, and phosphinate ligands
  作者：Greg R. Frauenhoff、Jia-Chu Liu、Scott R. Wilson、John R. Shapley

  DOI：10.1016/0022-328x(92)85079-c

  日期：1992.10

  Treatment of (μ-H)3Os3(CO)9(μ3-CH) sequentially with trifluoromethanesulfonic acid followed by a phosphoric or arsonic acid provides compounds of the formula (μ-H)2Os3(CO)9(μ3η3-O3ER) [E  P, R  Ph(3), Me(4); E  As, R  Ph(5)] Assignments of important infrared bands for the coordinated oxyanions have been made. The complex (μ-H)2Os3(CO)9(μ,η33O3 PPh) (3) has been studied by variable temperature 13C

  的治疗（μ-H）3 O的3（CO）9（μ 3 -CH）依次用三氟甲磺酸，随后磷酸或胂酸提供了下式化合物（μ-H）2 O的3（CO）9（μ 3 η 3 -O 3 ER）[EP，R博士（3）中，Me（4）; EAs，RPh（5）]已经为配位的氧阴离子指定了重要的红外波段。配合物（μ-H）2 O的3（CO）9（μ，η 3 3 ö 3 PPH）（3）已通过可变温度13 C NMR光谱进行了研究。在55–60°C下，Os 3（CO）10（S）2（S = C 8 H 14，CH 3 CN）与Ph 2 PO 2 H在THF中的反应生成（μ-H）Os 5（CO）10（μ，η 2 ö 2 PPH 2）（约60％），其结构已通过X射线晶体学确定。

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