(+)-1,2-双((2S,5S)-2,5-二乙基磷)苯 | 136779-28-7

• 物质功能分类: 化学试剂 - 有机试剂 - 含磷化合物
• 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: (+)-1,2-双((2S,5S)-2,5-二乙基磷)苯
• 中文别名: (+)-1,2-双[(2S,5S)-2,5-二乙基膦烷基]苯；(+)-1,2-双[(2s,5s)-2,5-二乙基膦]苯
• 英文名称: (S,S)-Et-duphos
• 英文别名: Ethyl-duphos, (S,S)-；(2S,5S)-1-[2-[(2S,5S)-2,5-diethylphospholan-1-yl]phenyl]-2,5-diethylphospholane
• CAS: 136779-28-7
• 化学式: C₂₂H₃₆P₂
• 分子量: 362.475
• InChiKey: GVVCHDNSTMEUCS-MUGJNUQGSA-N

物化性质

• 比旋光度：
  +265° (c 1, hexane)
• 沸点：
  468.5±15.0 °C(Predicted)
• 密度：
  1.010 g/mL at 25 °C
• 闪点：
  >230 °F
• 稳定性/保质期：
  如果按照规格使用和储存，不会发生分解，并且未有已知危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 安全说明：
  S26
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

SDS

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Section 1: Product Identification
Chemical Name: (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene, 98+% (S,S)-Et-DUPHOS
CAS Registry Number: 136779-28-7
Formula: C22H36P2
EINECS Number: none
Chemical Family: organophosphine ligand
Synonym: (S,S)-Ethyl DUPHOS

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title Compound 136779-28-7 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to eyes, skin and respiratory tract.
Primary Routes of Exposure: Ingestion, skin
Eye Contact: Causes slight to mild irritation of the eyes.
Skin Contact: Causes slight to mild irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No specific information is available on the physiological effects of ingestion.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
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: no data
Autoignition Temperature: none
Explosion Limits: none
Extinguishing Medium: carbon dioxide, dry powder or foam
Fire fighters should be equipped with a NIOSH approved positive pressure self-contained breathing apparatus
Special Fire Fighting Procedures:
and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit toxic organic fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Spill and Leak Procedures: Small spills can be mixed with vermiculite, sodium carbonate or other suitable adsorbent, and swept up.

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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 and
Handling and Storage:
direct sunlight.

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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: If possible, handle the 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: If possible, handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: colorless oil
Molecular Weight: 362.48
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: none
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air sensitive liquid
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: prolonged contact with air
Incompatibility: oxidizing agents, halogens
Decomposition Products: carbon dioxide, carbon monoxide, phosphorus pentoxide, and organic fumes.

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
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): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory.
SARA (Title 313): Title compound not listed.
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为产物：
  描述：

  (3R,6R)-3,6-辛二醇 在 ruthenium trichloride 、 sodium periodate 、 氯化亚砜 作用下， 生成 (+)-1,2-双((2S,5S)-2,5-二乙基磷)苯
  参考文献：
  名称：

  C2-symmetric bis(phospholanes) and their use in highly enantioselective hydrogenation reactions

  摘要：

  DOI：

  10.1021/ja00022a047
• 作为试剂：
  描述：

  辛烯 、 1-(naphthalen-1-yl)isoquinoline 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 (+)-1,2-双((2S,5S)-2,5-二乙基磷)苯 、 四(3,5-二(三氟甲基)苯基)硼酸钠 作用下， 以 1,4-二氧六环 为溶剂， 以43%的产率得到
  参考文献：
  名称：

  铱催化未活化烯烃与杂联芳基的不对称氢芳基化：同时构建轴向和中心手性

  摘要：

  同时控制中心手性和轴向手性的例子很少，因为它更具挑战性。在此，我们报道了未活化烯烃与杂联芳基的铱催化不对称氢芳基化，以同时构建轴向和中心手性。该反应显示了广泛的底物范围，并得到了令人满意的结果。对照实验的结果表明，FerroLANE配体促进反应沿着特定的改良Chalk-Harrod机制进行。

  DOI：

  10.1021/acs.orglett.4c02282

文献信息

• RHODIUM CATALYST AND METHOD FOR PRODUCING AMINE COMPOUND
  申请人：TAKEDA PHARMACEUTICAL COMPANY LIMITED

  公开号：US20150051416A1

  公开（公告）日：2015-02-19

  [Problem] Provision of a superior rhodium catalyst and a production method of amine compound. [Solving Means] A rhodium complex coordinated with a compound represented by the formula

  提供一种优质的铑催化剂和胺化合物的生产方法。采用与公式表示的化合物配位的铑络合物。
• PROCESSES FOR MAKING MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20210246117A1

  公开（公告）日：2021-08-12

  The disclosure provides processes for preparing a compound of Formula (I).

  该披露提供了制备化合物式（I）的过程。
• METHOD FOR THE HOMOGENEOUS CATALYTIC REDUCTIVE AMINATION OF CARBONYL COMPOUNDS
  申请人：BASF SE

  公开号：US20180186725A1

  公开（公告）日：2018-07-05

  The present invention relates to a method for the reductive amination of a carbonyl compound, comprising one or more carbonyl groups amenable to reductive amination, forming the corresponding primary amine, characterized in that the reaction is carried out in the presence of a homogeneously dissolved catalyst complex K, comprising at least one metal atom from Group 8, 9 or 10 of the periodic table, bearing a bidentate phosphane ligand, a carbonyl ligand, a neutral ligand and a hydride ligand, and also an acid as co-catalyst.

  本发明涉及一种用于还原胺化羰基化合物的方法，包括一个或多个适宜进行还原胺化的羰基团，形成相应的一级胺，其特征在于在存在均匀溶解的催化剂复合物K的条件下进行反应，所述复合物K包括来自周期表第8、9或10族的至少一个金属原子，带有双膦配体、羰基配体、中性配体和氢化物配体，以及作为辅助催化剂的酸。
• [EN] PROCESSES FOR PREPARING PYRROLIDINE COMPOUNDS<br/>[FR] PROCÉDÉS DE PRÉPARATION DE COMPOSÉS DE PYRROLIDINE
  申请人：VERTEX PHARMA

  公开号：WO2019028228A1

  公开（公告）日：2019-02-07

  Processes for preparing 5,5-dimethyl-3-methylenepyrrolidin-2-one, (S)-3,5,5-trimethylpyrrolidine-2-one, (R)-3,5,5-trimethylpyrrolidine-2-one, (S)-2,4,4-trimethylpyrrolidine, and (R)-2,4,4-trimethylpyrrolidine, and their salt forms are disclosed.

  公开了制备5,5-二甲基-3-亚甲基吡咯烷-2-酮，(S)-3,5,5-三甲基吡咯烷-2-酮，(R)-3,5,5-三甲基吡咯烷-2-酮，(S)-2,4,4-三甲基吡咯烷和(R)-2,4,4-三甲基吡咯烷以及它们的盐形式的工艺流程。
• METHOD FOR SYNTHESIZING OPTICALLY ACTIVE CARBONYL COMPOUNDS
  申请人：Schmidt-Leithoff Joachim

  公开号：US20100152494A1

  公开（公告）日：2010-06-17

  The present invention relates to a process for preparing optically active carbonyl compounds by asymmetrically hydrogenating α,β-unsaturated carbonyl compounds in the presence of optically active transition metal catalysts which are soluble in the reaction mixture and have at least one carbon monoxide ligand, the optically active catalyst which has at least one carbon monoxide ligand and is to be used in each case being prepared by pretreating a catalyst precursor with a gas mixture comprising carbon monoxide and hydrogen and the asymmetric hydrogenation being performed in the presence of carbon monoxide supplied additionally to the reaction mixture.

  本发明涉及一种制备光学活性羰基化合物的方法，该方法通过在光学活性过渡金属催化剂的存在下，对α，β-不饱和羰基化合物进行不对称氢化反应来实现。所述催化剂在反应混合物中可溶，且具有至少一个一氧化碳配体。每种要使用的具有至少一个一氧化碳配体的光学活性催化剂均通过使用含有一氧化碳和氢气的气体混合物对催化剂前体进行预处理而制备，并在反应混合物中额外供应一氧化碳的存在下进行不对称氢化反应。