[2-(双环己基膦基)乙基]三甲基三甲基氯化铵 | 181864-78-8

• 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 - 有机氮化合物
• 中文名称: [2-(双环己基膦基)乙基]三甲基三甲基氯化铵
• 中文别名: [2-(双环己基磷)乙基]三甲基氯化铵
• 英文名称: [2-(dicyclohexylphosphino)ethyl]trimethylammonium chloride
• 英文别名: 2-dicyclohexylphosphanylethyl(trimethyl)azanium;chloride
• CAS: 181864-78-8
• 化学式: C₁₇H₃₅NP*Cl
• 分子量: 319.898
• InChiKey: ADRQXJKZPSRURO-UHFFFAOYSA-M

物化性质

• 熔点：
  223 °C (dec.)(lit.)
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.84
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• 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：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2931900090
• 储存条件：
  存放于阴凉干燥处即可。

SDS

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Section 1: Product Identification
Chemical Name: [2-(Dicyclohexylphosphino)ethyl]trimethylammonium chloride, min. 95%
CAS Registry Number: 181864-78-8
Formula: (C6H11)2PCH2CH2N(CH3)3+Cl-
EINECS Number: none
Chemical Family: organophosphine ligand
Synonym: [2-(Dicyclohexylphosphano)ethyl]trimethylammonium chloride

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 181864-78-8 100% 10mg/m3 (as NH4Cl) no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract. May be harmful if swallowed.
Primary Routes of Exposure: Inhalation, skin, eyes
Eye Contact: Causes mild to moderate 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. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract. May be harmful if swallowed.
Chronic Health Affects: No information 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.

---

SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: no data
Explosion Limits: no data
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
Small spills can be mixed with vermiculite or sodium carbonate or other non flammable adsorbent and swept
Spill and Leak Procedures:
up.

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SECTION 7: Handling and Storage
Handling and Storage: 'Store the material in a cool, dry place in a tightly sealed container. Handle under a dry atmosphere.

---

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: 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: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

---

SECTION 9: Physical and Chemical Properties
Color and Form: white pwdr
Molecular Weight: 391.97
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: none
Solubility in Water: soluble

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SECTION 10: Stability and Reactivity
Stability: hygroscopic
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: strong oxidizing agents and halogens
Decomposition Products: carbon monoxide, carbon dioxide, phosphorous pentoxide, nitrogen oxides, organic fumes

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

---

SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to federal, state, and local 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

• 作为反应物：
  描述：

  [2-(双环己基膦基)乙基]三甲基三甲基氯化铵 在 氧气 作用下， 生成
  参考文献：
  名称：

  硫嘌呤/UVA 诱导的单线态氧产生的量化。

  摘要：

  检查了硫嘌呤类药物产生单线态氧 ((1)O(2)) 与 UVA 光的能力。目标化合物是三种硫嘌呤前药，硫唑嘌呤 (Aza)、6-巯基嘌呤 (6-MP) 和 6-硫鸟嘌呤 (6-TG)，以及它们的 S-甲基化衍生物 6-甲基巯基嘌呤 (me6-MP) 和 6-甲基硫鸟嘌呤(me6-TG)。我们的研究结果表明，这些硫嘌呤在 UVA 照射下是有效的 (1)O(2) 敏化剂，但随着时间的推移，通过硫原子在氧气和UVA 灯。(1)O(2) 生产的初始量子产率被确定为在水溶液中的 0.30-0.6 范围内。在 S 处用硝基咪唑或甲基取代氢原子降低了光敏 (1)O(2) 产生的功效，如 Aza 所见，me6-MP 和 me6-TG。(1) O(2) 诱导的 8-oxo-7,8-dihydro-2'-dexyguanosine (8-oxodGuo) 形成通过 6-甲基硫嘌呤/UVA 处理的小牛胸腺 DNA

  DOI：

  10.1016/j.jphotochem.2011.09.001
• 作为试剂：
  描述：

  allyl 2,2-diphenylacetate 在 [2-(双环己基膦基)乙基]三甲基三甲基氯化铵 、 苯硅烷 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以100%的产率得到2,2-二苯基乙酸
  参考文献：
  名称：

  Synthesis of l-Octaarginine through Microencapsulated Palladium-Catalyzed Allyl Ester Deprotection

  摘要：

  Octaarginine has been described as a molecular transporter. We report a useful synthesis of orthogonally protected L-octaarginine by using a method based on a microencapsulated palladium catalyst. Known palladium-based methods for allyl ester deprotection have been modified to facilitate purification of the unprotected intermediates. This improvement in the purification step has also been tested with a variety of allyl alpha-amino esters and allyl alpha,beta-unsaturated esters.

  DOI：

  10.1055/s-0034-1378379

文献信息

• Concise syntheses of tridentate PNE ligands and their coordination chemistry with palladium(ii) : a solution- and solid-state study
  作者：Carly E. Anderson、David C. Apperley、Andrei S. Batsanov、Philip W. Dyer、Judith A. K. Howard

  DOI：10.1039/b605995c

  日期：——

  l2 (9). Reaction of 1 with PdCl(Me)(COD) results in the formation of the kappa2-PN dichloride complex [PdCl(Me)(1-kappa(2)-PN)] (11). Attempts to prepare [Pd(Me)(MeCN)(-kappa2-PN)][PF6] (12) through reaction of 11 with NaPF6 in MeCN led to decomposition. Treatment of PdMe2(TMEDA) with 1 at low temperature initially affords [PdMe2(1-kappa2-NN)], which isomerises to afford [PdMe(2)(1-kappa(2)-PN)] (13);

  描述了一种通过碱催化的迈克尔加成法高产率合成双官能化膦Ph2P（CH2）2NC4H8E，E = NMe（1），O（2），S（3）}的直接方法。功能化的叔膦1-3与PdCl 2（MeCN）2的反应提供了其中配体以三齿形式结合的配合物，即[PdCl（kappa3-PNE）] Cl（6a，8）为主要产物。配体与PdCl2（MeCN）2反应后，在晶体学上也鉴定到了kappa2-PN配位模式，从而在大约20分钟内获得了[PdCl2（-kappa2-PN）]（6b）。产率5％。6a溶液的电导率研究与离子制剂一致，但是6a溶液的溶解性差，因此以相似的方式进行了研究。通过15N和31P NMR光谱分析固态的[PdCl2（1）]（6）和[PdCl2（3）]（8）大量样品，这与PNE配体的排他性三齿结合相一致。X射线晶体学研究探讨了通过用过量的MgSO4处理甲醇溶液制备的不寻常盐[PdCl（-kappa3-PNN）]
• ORGANOPALLADIUM COMPOUNDS AS POLYMERIZATION CATALYSTS
  申请人：PROMERUS, LLC

  公开号：US20160046657A1

  公开（公告）日：2016-02-18

  A series of bicycloalkene-palladium compounds having utility as addition polymerization catalysts are disclosed. Also disclosed are the methods of making these compounds.

  公开了一系列具有作为加成聚合催化剂的用途的双环烯基钯化合物。还公开了制备这些化合物的方法。
• [EN] NEW SYNTHETIC METHODS USING NATIVE CHEMICAL LIGATION IN FLOW<br/>[FR] NOUVEAUX PROCÉDÉS SYNTHÉTIQUES UTILISANT UNE LIGATURE CHIMIQUE NATIVE EN FLUX
  申请人：UNIV SYDNEY

  公开号：WO2019222805A1

  公开（公告）日：2019-11-28

  The disclosure relates to the synthesis of amide containing compounds in flow. In particular, the disclosure relates to the synthesis of polypeptides via native chemical ligation in flow. The disclosure also relates to selective desulfurization or deselenization of amide containing compounds comprising a thiol, disulfide, selenol or diselenide functional group respectively, particularly polypeptides.

  该披露涉及在流动中合成含酰胺化合物。特别地，该披露涉及通过原生化学连接在流动中合成多肽。该披露还涉及选择性脱硫或脱硒酰胺含有巯基，二硫键，硒醇或二硒键官能团的化合物，特别是多肽。
• [EN] METHOD FOR PRODUCING AMIDINE DERIVATIVES<br/>[FR] PROCÉDÉ DE PRODUCTION DE DÉRIVÉS D'AMIDINE
  申请人：BIOCRYST PHARM INC

  公开号：WO2016029216A2

  公开（公告）日：2016-02-25

  The invention provides methods and intermediates useful in the synthesis of a compound of formula (I): or a pharmaceutically acceptable salt, solvate, ester or prodrug thereof; wherein the variables are as defined herein.

  本发明提供了用于合成式(I)化合物的方法和中间体，或其药学上可接受的盐、溶剂和前药酯；其中变量如本文所定义。
• Polymerized cycloolefins using transition metal catalyst and end products thereof
  申请人：——

  公开号：US20030181607A1

  公开（公告）日：2003-09-25

  Methods for the addition polymerization of cycloolefins using a cationic Group 10 metal complex and a weakly coordinating anion of the formula: [(R′) z M(L′) x (L″) y ] b [WCA] d wherein [(R′) z M(L′) x (L″) y ] is a cation complex where M represents a Group 10 transition metal; R′ represents an anionic hydrocarbyl containing ligand; L′ represents a Group 15 neutral electron donor ligand; L″ represents a labile neutral electron donor ligand; x is 1 or 2; and y is 0, 1, 2, or 3; and z is 0 or 1, wherein the sum of x, y, and z is 4; and [WCA] represents a weakly coordinating counteranion complex; and b and d are numbers representing the number of times the cation complex and weakly coordinating counteranion complex are taken to balance the electronic charge on the overall catalyst complex.

  使用阳离子第10族金属配合物和公式为[(R′)zM(L′)x(L″)y]b[WCA]d的弱配位阴离子的方法进行环烯烃的加成聚合，其中[(R′)zM(L′)x(L″)y]是一个阳离子配合物，M代表第10族过渡金属；R′代表含阴离子的碳氢基配体；L′代表第15族中性电子给体配体；L″代表不稳定的中性电子给体配体；x为1或2；y为0、1、2或3；z为0或1，其中x、y和z的总和为4；[WCA]代表弱配位对阴离子配合物；b和d是表示需要多少次阳离子配合物和弱配位对阴离子配合物来平衡整个催化剂配合物的电荷的数字。