二异丁基膦 | 4006-38-6

• 分子结构分类: 有机化合物 - 有机磷化合物
• 中文名称: 二异丁基膦
• 中文别名: 二异丁基磷化氢
• 英文名称: diisobutylphosphine
• 英文别名: Diisobutyl-phosphin；Diisobutylphoshin；Di(i-butyl)phosphin；Phosphine, bis(2-methylpropyl)-；bis(2-methylpropyl)phosphane
• CAS: 4006-38-6
• 化学式: C₈H₁₉P
• 分子量: 146.213
• InChiKey: LREAZWJEBORMTB-UHFFFAOYSA-N

物化性质

• 熔点：
  -70 °C (approx)
• 沸点：
  169.6-171.8 °C
• 闪点：
  -18°C
• 稳定性/保质期：
  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险类别码：
  R17
• 危险品运输编号：
  UN 2924
• 海关编码：
  2901100000
• 安全说明：
  S26,S36/37/39
• 储存条件：
  请将药品存放在避光、通风干燥的地方，并密封保存。

SDS

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Section 1: Product Identification
Chemical Name: Di-i-butylphosphine, min. 97%
CAS Registry Number: 4006-38-6
Formula: [C4H9]2PH
EINECS Number: none
Chemical Family: organophosphine ligand
Synonym: Bis(1-methylpropyl)phosphine, Phosphine, bis(1-methylpropyl)

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 4006-38-6 100% no data no data

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Section 3: Hazards Identification
Harmful by inhalation, in contact with skin and if swallowed. Material has a pungent odor. Inhalation of vapors
Emergency Overview:
may lead to headache and dizziness.
Primary Routes of Exposure: Ingestion, skin, inhalation
Eye Contact: May cause mild to severe irritation of the eyes.
Skin Contact: Harmful in contact with skin. May cause mild irritation of the skin, or thermal burns if ignited.
Harmful by inhalation. Inhalation may lead to headaches and dizziness. May be irritating to nose and mucous
Inhalation:
membranes.
Ingestion: Harmful if swallowed. May cause vomiting and diarrhea.
Acute Health Affects: Harmful by inhalation, in contact with skin and if swallowed.
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: -1°F
Autoignition Temperature: pyrophoric
Explosion Limits: Pyrophoric
Extinguishing Medium: carbon dioxide, dry powder or foam
The pyrophoric liquid may reignite. Fire fighters should be equipped with an 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 toxic organic fumes and vapors of phosphorus pentoxide.
Decomposion Products:
Unusual Fire or Explosion Hazards: Spontaneously flammable in air, especially in contact with organic matter such as paper or cloth.

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SECTION 6: Accidental Release Measures
'The material may ignite spontaneously in air. Avoid static discharge. Burning material may release
toxic fumes. In case of poor ventilation, leave the area unless fitted with a self-contained breathing apparatus.
Spill and Leak Procedures:
Small spills can be mixed with ground limestone, sodium bicarbonate, or other suitable absorbents, swept up,
and held in a closed metal can.

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SECTION 7: Handling and Storage
Store in a tightly sealed container under an inert atmosphere of nitrogen or argon. Keep away from heat.
Handling and Storage: Material should be transferred under an inert atmosphere of nitrogen or argon in a efficient fume hood. Fire
may occur in emptied container and transfer lines.

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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.
Ventilation: Material has a pungent odor. Always handle material 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: Material has a pungent odor. Always handle material in an efficient fume hood.
Additional Protection: Wear a full face shield, flame resistant lab apron and suitable gloves.

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SECTION 9: Physical and Chemical Properties
Color and Form: colorless liquid
Molecular Weight: 146.22
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: pungent, phosphine type odor
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air-sensitive liquid - pyrophoric
Hazardous Polymerization: no hazardous polymerization
Contact with air. Material may spontaneously ignite, especially in the presence of organic matter such as
Conditions to Avoid:
paper or cloth.
Incompatibility: oxidizing agents, halogens, air (pyrophoric), halocarbons, sulfur.
Decomposition Products: carbon dioxide, carbon monoxide, organic vapors, and phosphorus pentoxide.

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SECTION 11: Toxicological Information
No specific information available on this product. Related compounds have been known to affect the nervous
RTECS Data: system. Symptoms of nervous system toxicity (by oral or inhalation route) include tremors, altered reflexes,
loss of muscle coordination, limb weakness, and convulsions.
Carcinogenic Effects: No data available
Mutagenic Effects: No data available
Tetratogenic Effects: No data available

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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): Pyrophoric Liquids, organic, N.O.S.
Hazard Class (CFR): 4.2
Additional Hazard Class (CFR): NA
Packaging Group (CFR): I
UN ID Number (CFR): UN# 2845
Shipping Name (IATA): Forbidden
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): UN# 2845

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SECTION 15: Regulatory Information
TSCA: Listed on the TSCA inventory
SARA (Title 313): not regulated by Title 313
Second Ingredient: none

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  二异丁基膦 在 双氧水 作用下， 反应 4.0h， 以70.5%的产率得到bis(2-methylpropyl)phosphinic acid
  参考文献：
  名称：

  一种二烷基次膦酸的制备方法

  摘要：

  本发明公开了一种二烷基次膦酸的制备方法，包括：将亚磷酸加入到反应釜中，加入催化剂，在170~190℃下热解产生磷化氢；将得到的磷化氢通入盛有烯烃的反应釜中在，引发剂存在下，加温加压，反应后得到二烷基膦化氢；将得到的二烷基膦化氢加入到溶剂中，搅拌条件下，加入双氧水，反应后得到二烷基次膦酸。本发明的一种二烷基次膦酸的制备方法，通过热解亚磷酸制取高纯度的磷化氢原料气体，再与各类烯烃进行自由基加成反应，制取高纯度、高品位、高附加值的二烷基膦化氢，再以二烷基膦化氢作为原料，进行后续的可控氧化，制取各种类型的二烷基次膦酸，操作步骤简单，操作条件温和。

  公开号：

  CN112142782A
• 作为产物：
  描述：

  异丁烯 在 偶氮二异丁腈 、 platinum on activated charcoal 、 亚磷酸 作用下， 80.0~170.0 ℃ 、1.0 MPa 条件下， 生成 二异丁基膦
  参考文献：
  名称：

  一种二烷基次膦酸的制备方法

  摘要：

  本发明公开了一种二烷基次膦酸的制备方法，包括：将亚磷酸加入到反应釜中，加入催化剂，在170~190℃下热解产生磷化氢；将得到的磷化氢通入盛有烯烃的反应釜中在，引发剂存在下，加温加压，反应后得到二烷基膦化氢；将得到的二烷基膦化氢加入到溶剂中，搅拌条件下，加入双氧水，反应后得到二烷基次膦酸。本发明的一种二烷基次膦酸的制备方法，通过热解亚磷酸制取高纯度的磷化氢原料气体，再与各类烯烃进行自由基加成反应，制取高纯度、高品位、高附加值的二烷基膦化氢，再以二烷基膦化氢作为原料，进行后续的可控氧化，制取各种类型的二烷基次膦酸，操作步骤简单，操作条件温和。

  公开号：

  CN112142782A
• 作为试剂：
  描述：

  三异丁基磷烷 、 双氧水 在 ammonium hydroxide 、 硫化氢 作用下， 以 二异丁基膦 、 水 为溶剂， 生成 Ammonium Diisobutyl Monothiophosphinate
  参考文献：
  名称：

  Process for synthesizing diorganomonothiophosphinates

  摘要：

  一种制备二有机单硫代磷酸酯化合物的新方法，其化学式为：##STR1## 该方法包括在水介质中氧化二级膦，形成相应的二级膦氧化物，然后在高温下与过量的硫和一个羟基化合物反应，直到二有机单硫代磷酸酯化合物的形成基本完成。本发明的新的改进工艺允许制备二有机单硫代磷酸酯。所得产品在水系统中稳定，可用作硫化物矿物的泡沫浮选选矿中的收集剂。

  公开号：

  US04555368A1

文献信息

• Mononuclear iron complex and organic synthesis reaction using same
  申请人：KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION

  公开号：US10363551B2

  公开（公告）日：2019-07-30

  A mononuclear iron bivalent complex having iron-silicon bonds, which is represented by formula (1), can exhibit an excellent catalytic activity in at least one reaction selected from three reactions, i.e., a hydrosilylation reaction, a hydrogenation reaction and a reaction for reducing a carbonyl compound. (In the formula, R1 to R6 independently represent a hydrogen atom, an alkyl group which may be substituted by X, or the like; X represents a halogen atom, or the like; L1 represents at least one two-electron ligand selected from an isonitrile ligand, an amine ligand, an imine ligand, a nitrogenated heterocyclic ring, a phosphine ligand, a phosphite ligand and a sulfide ligand, wherein, when multiple L1's are present, two L1's may be bonded to each other; L2 represents a two-electron ligand that is different from a CO ligand or the above-mentioned L1, wherein, when multiple L2's are present, two L2's may be bonded to each other; and m1 represents an integer of 1 to 4 and m2 represents an integer of 0 to 3, wherein the sum total of m1 and m2 (i.e., m1+m2) satisfies 3 or 4.)

  具有铁-硅键的单核二价铁络合物，其由公式（1）表示，可以在三个反应中选择至少一个反应表现出优异的催化活性，即硅氢化反应、氢化反应和还原羰基化合物的反应。 （在公式中，R1至R6独立代表氢原子、可能被X取代的烷基团等；X代表卤素原子等；L1代表至少一种从异腈配体、胺配体、亚胺配体、氮杂环、膦配体、亚磷酸盐配体和硫化物配体中选择的两电子配体，其中，当存在多个L1时，两个L1可以相互连接；L2代表与CO配体或上述L1不同的两电子配体，其中，当存在多个L2时，两个L2可以相互连接；m1代表1至4的整数，m2代表0至3的整数，其中m1和m2的总和（即m1+m2）满足3或4。）
• Preparation of secondary phosphines
  申请人：Universität Wien

  公开号：EP1864990A1

  公开（公告）日：2007-12-12

  The present invention relates to a method for preparing di-α-chiral and achiral di(sec. alkyl)phosphines of general formula Ia or Ib which is characterized in that sulfonates of general formula IIa or IIc or sulfates of general formula IIb or IId, are reacted with M3P, wherein M is selected from Li, Na, K, and mixtures thereof, preferably Na. The secondary phosphines obtained are useful precursors for the preparation of tertiary phosphines and diphosphines.

  本发明涉及一种制备一般式Ia或Ib的二α-手性和无手性二(次烷基)膦化合物的方法，其特征在于将一般式IIa或IIc的磺酸盐或一般式IIb或IId的硫酸盐与M3P反应，其中M选自Li、Na、K及其混合物，优选为Na。 所得的二次膦化合物是制备三次膦化合物和二膦化合物的有用前体。
• Alkali-metal-catalyzed addition of primary and secondary phosphines to carbodiimides. A general and efficient route to substituted phosphaguanidines
  作者：Wen-Xiong Zhang、Masayoshi Nishiura、Zhaomin Hou

  DOI：10.1039/b609198a

  日期：——

  Organo alkali metal compounds such as nBuLi and (Me3Si)2NK act as excellent catalyst precursors for the addition of phosphine P–H bonds to carbodiimides, offering a general and atom-economical route to substituted phosphaguanidines, with excellent tolerability to aromatic C–Br and C–Cl bonds.

  诸如nBuLi和(Me3Si)2NK等有机碱金属化合物作为磷烷P-H键加成到碳二亚胺上的优异催化剂前体，提供了一种通用的、原子经济性的合成取代磷胍途径，且对芳香族C-Br和C-Cl键具有良好的耐受性。
• CsOH-promoted P-alkylation: a convenient and highly efficient synthesis of tertiary phosphines
  作者：Matthew T Honaker、Benjamin J Sandefur、James L Hargett、Alicia L McDaniel、Ralph Nicholas Salvatore

  DOI：10.1016/j.tetlet.2003.09.117

  日期：2003.11

  and efficient method for the synthesis of tertiary phosphines and ditertiary phosphines has been developed. In the presence of cesium hydroxide, molecular sieves and DMF at room temperature, various secondary phosphines and alkyl bromides were examined, and the results have demonstrated that this methodology offers a general synthetic procedure to produce tertiary phosphines in moderate to high yields

  已经开发了温和而有效的合成叔膦和二叔膦的方法。在室温下存在氢氧化铯，分子筛和DMF的情况下，检查了各种仲膦和烷基溴化物，结果表明，该方法可提供一般的合成方法，以中等至高收率生产叔膦。还描述了旋光性叔膦的合成。
• MONONUCLEAR IRON COMPLEX AND ORGANIC SYNTHESIS REACTION USING SAME
  申请人：KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION

  公开号：US20160023196A1

  公开（公告）日：2016-01-28

  Provided is a mononuclear iron complex that comprises an iron-silicon bond that is represented by formula (1) and that exhibits excellent catalyst activity in each of a hydrosilylation reaction, a hydrogenation reaction, and reduction of a carbonyl compound. In formula (1), R 1 -R 6 either independently represent an alkyl group, an aryl group, an aralkyl group or the like that may be substituted with a hydrogen atom or X, or represent a crosslinking substituent in which at least one pair comprising one of R 1 -R 3 and one of R 4 -R 6 is combined. X represents a halogen atom, an organoxy group, or the like. L represents a two-electron ligand other than CO. When a plurality of L are present, the plurality of L may be the same as or different from each other. When two L are present, the two L may be bonded to each other. n and m independently represent an integer of 1 to 3 with the stipulation that n+m equals 3 or 4.

  提供的是一种含有铁硅键的单核铁配合物，其由式（1）表示，并且在氢硅烷基化反应、加氢反应和醛类化合物还原反应中表现出优异的催化活性。 在式（1）中，R1-R6分别独立表示可以用氢原子或X取代的烷基、芳基、芳基烷基等，或表示至少包括一个由R1-R3和一个由R4-R6组成的一对的交联取代基。X表示卤素原子、有机氧基等。L表示除CO之外的双电子配体。当存在多个L时，这些L可以相同也可以不同。当存在两个L时，这两个L可以与彼此相连。n和m分别表示1到3的整数，且n+m等于3或4。