N,N-双(2-羟基苯)乙烯二胺 | 18653-98-0

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 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: N,N-双(2-羟基苯)乙烯二胺
• 中文别名: N，N′-双（2-羟基苄基）乙二胺；N,N'-双(2-羟基苯)乙烯二胺
• 英文名称: N,N'-bis(2-hydroxybenzyl)ethylenediamine
• 英文别名: 2,2′-((ethane-1,2-diylbis(azanediyl))bis(methylene)diphenol)；2-[[2-[(2-hydroxyphenyl)methylamino]ethylamino]methyl]phenol
• CAS: 18653-98-0
• 化学式: C₁₆H₂₀N₂O₂
• mdl: MFCD00058922
• 分子量: 272.347
• InChiKey: MLFXJCXPSODAIS-UHFFFAOYSA-N

物化性质

• 熔点：
  118-120°C
• 沸点：
  462.3±35.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.5
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362+P364,P403+P233,P405,P501
• 危险性描述：
  H303,H315,H319,H335
• 储存条件：
  存储条件：2-8°C，避光保存，干燥环境，并需密封。

SDS

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Section 1: Product Identification
Chemical Name: N,N'-Bis(2-hydroxybenzyl)ethylenediamine, min. 98% H4 SALEN
CAS Registry Number: 18653-98-0
Formula: C16H20N2O2
EINECS Number: none
Chemical Family: organic amine
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title Compound 18653-98-0 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: No particular hazard associated with this material.
Primary Routes of Exposure: Ingestion, inhalation
Eye Contact: May cause slight to mild irritation of the eyes.
Skin Contact: May cause slight to mild irritation of the skin.
Inhalation: May be irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No specific information is available on the physiological effects of ingestion.
Acute Health Affects: May be 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
If this material is involved in a fire, fire fighters should be equipped with a NIOSH 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.
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 or sodium carbonate and swept up.

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SECTION 7: Handling and Storage
Handling and Storage: Store in a tightly sealed container. Keep away from heat and 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: Material may form a fine dust. 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: Material may form a fine dust. 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: off-white xtl.
Molecular Weight: 272.35
Melting Point: 118-120°
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: none
Solubility in Water: slightly soluble

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SECTION 10: Stability and Reactivity
Stability: air and moisture stable solid
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: Oxidizing agents
Decomposition Products: carbon dioxide, carbon monoxide, nitrogen oxides, 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): Not reportable under SARA Title 313
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N-双(2-羟基苯)乙烯二胺 在 sodium hydroxide 、 8-羟基喹啉 、 双氧水 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 N,N'-二(2-羟基苄基)乙二胺-N,N'-二乙酸
  参考文献：
  名称：

  Martell, Arthur E.; Motekaitis, Ramunas J.; Clarke, Eric T., Canadian Journal of Chemistry, 1986, vol. 64, p. 449 - 456

  摘要：

  DOI：
• 作为产物：
  描述：

  Phenol, 2,2'-[1,2-ethanediylbis(nitrilomethylidyne)]bis-, (E,E)- 在 甲醇 、 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到N,N-双(2-羟基苯)乙烯二胺
  参考文献：
  名称：

  芳香族羟基醛和二胺反应衍生的席夫碱和还原席夫碱的钒（IV和V）配合物：合成、表征和溶液研究

  摘要：

  已经从2当量的反应制备了几种sal 2 en型还原席夫碱。水杨醛（或衍生物）与乙二胺的反应，然后用 NaBH 4 还原，随后进行表征。水溶性配体 (SO 3 -sal) 2 en 和 R(SO 3 -sal) 2 en (SO 3 -sal = 水杨醛-5-磺酸盐) 已经通过 pH 电位和 1 H NMR 光谱和质子化常数进行了研究R(SO 2 -sal) 2 en 已确定。席夫碱比相应的还原席夫碱更容易水解。H 2 (o-van) 2 en 和 KH(o-van) 2 en (o-van = o-香草醛) 的晶体结构已通过 X 射线衍射确定。钒 (IV) 配合物已制备并通过磁测量和红外、紫外/可见光和 EPR 光谱表征。颜色，现在获得的还原希夫碱的新钒 (IV) 配合物的磁化率和红外光谱表明化合物的低聚/聚合结构，而相应的 VIV O-希夫碱配合物是单体。(VIVO] 2 + 和(VVO

  DOI：

  10.1002/ejic.200400481

文献信息

• SYNTHESIS OF HONOKIOL
  申请人：Colgate-Palmolive Company

  公开号：US20170113989A1

  公开（公告）日：2017-04-27

  Disclosed herein are improved methods for the synthesis of honokiol, as well as methods for the synthesis of 3,3′-di-tert-butyl-5,5′-dimethyl-[1,1′-biphenyl]-2,4′-diol, 3′,5-dimethyl-[1,1′-biphenyl]-2,4′-diol, and 2,4′-dimethoxy-3′,5-dimethyl-1,1′-biphenyl, 3,3′,5,5′-tetra-tert-butyl-[1,1′-biphenyl]-2,4′-diol, and certain tetrasubstituted bisphenols, and uses therefor.

  本文披露了改进的本品合成方法，以及合成3,3′-二叔丁基-5,5′-二甲基-[1,1′-联苯]-2,4′-二酚、3′,5-二甲基-[1,1′-联苯]-2,4′-二酚和2,4′-二甲氧基-3′,5-二甲基-1,1′-联苯、3,3′,5,5′-四叔丁基-[1,1′-联苯]-2,4′-二酚以及某些四取代双酚，及其用途。
• Pd-Tetrahydrosalan-Type Complexes as Catalysts for Sonogashira Couplings in Water: Efficient Greening of the Procedure
  作者：Krisztina Voronova、Levente Homolya、Antal Udvardy、Attila C. Bényei、Ferenc Joó

  DOI：10.1002/cssc.201402147

  日期：2014.8

  diphenylacetylenes can be isolated in 76–98 % yield. The aqueous catalyst solution can be recycled four times with decreasing activity; however, yields between 93 and 98 % can still be achieved with extended reaction times. Several water‐insoluble products can be isolated in excellent yield by simple filtration and purification by washing with water; this method is used, for the first time, for this type

  合成了新的磺化四氢salen型配体及其水溶性钯（II）配合物。钯（II）配合物催化各种芳基卤化物（包括氯代芳烃）与末端炔烃的Sonogashira偶联（23个实例），在温和条件下（80°C，空气，无Cu I助催化剂）在有机水溶液中具有良好至优异的转化率混合物和周转频率高达2790 h -1。在优化的反应条件下，以最小化环境污染，可以分离出76.98％的二苯乙炔。催化剂水溶液可以降低活性地循环使用四次。但是，延长反应时间仍可实现93％至98％的收率。通过简单的过滤和水洗纯化，可以分离出几种不溶于水的产物，收率很高。这种方法首次用于这种CC耦合过程。
• [EN] FBXO3 INHIBITORS<br/>[FR] INHIBITEURS DE FBXO-3
  申请人：UNIV PITTSBURGH

  公开号：WO2013184202A1

  公开（公告）日：2013-12-12

  The present application discloses benzathine and related compounds and their use as FBXO-3 inhibitors.

  本申请公开了苯扎托品及相关化合物及其作为FBXO-3抑制剂的应用。
• Zirconium Borohydride - a Versatile Reducing Agent for the Reduction of Electrophilic and Nucleophilic Substrates
  作者：S. Narasimhan、R. Balakumar

  DOI：10.1080/00397910008087061

  日期：2000.12

  Abstract Zirconium borohydride, a potential reducing agent, reduces acids, esters, imines to the corresponding alcohols and secondary amines in good yield at room temperature within two hours. This facile reducing property was taken advantage off in the synthesis of pheromones and some novel chiral precursors for asymmetric synthesis.

  摘要 硼氢化锆是一种潜在的还原剂，可在室温下两小时内以良好的收率将酸、酯、亚胺还原为相应的醇和仲胺。在信息素和一些用于不对称合成的新型手性前体的合成中利用了这种简便的还原特性。
• Tetradentate (N2O2) Chelate Complexes of the Group 13 Elements Having a Ligand-Metal Stoichiometry of 1:2
  作者：DA Atwood、JA Jegier、MP Remington、D Rutherford

  DOI：10.1071/ch9961333

  日期：——

  In this paper are reported Acen and Salean complexes of the Group 13 elements in a ligand-to-metal stoichiometry of 1:2. These are unconventional by comparison to previously reported examples (with these ligands ) which are predominantly of a 1:1 and 1:3 stoichiometry. The Acen complex, Acen (BPh2)2 (1) (where AcenH2 is N,N'- bis (2-hydroxy(methyl) benzylidene ) ethylenediamine ('common' name)) was isolated as a minor side-product in the synthesis of [ AcenAl ( MeOH )2] BPh4. In a different type of reaction the monomeric SaleanHAl (Al(NMe2)3) (2) (where SaleanH4 is N,N'-bis(2-hydroxybenzy1) ethylenediamine ('common' name)) is isolated. Crystal data for (1): triclinic, Pī , a 9.701(3), b 11.116(1), c 11.393(2) Ǻ, α 62.84(1), β 78.99(1), γ 79.94(1)°, V 1067.6(4), Z 21 with 1032 reflections with F > 6.0σ(F), R = 0.0725. Crystal data for (2): orthorhombic, P 212121, a 12.432(3), b 12.574(2), c 20.024(4) Ǻ, V 3130.3(11), Z 4, with 855 reflections with F > 5.0σ(F), R=0.1044.

  本文报告了配体与金属配比为 1:2 的第 13 族元素的 Acen 和 Salean 复合物。与之前报道的主要为 1:1 和 1:3 配位比的例子（使用这些配体）相比，这些配合物是非常规的。Acen 复合物 Acen (BPh2)2 (1) （其中 AcenH2 是 N,N'-双（2-羟基（甲基）亚苄基）乙二胺（"通用 "名称））是在合成 [ AcenAl ( MeOH )2] BPh4 的过程中作为次要副产品分离出来的。在另一种反应中，分离出了单体 SaleanHAl (Al(NMe2)3) (2)（其中 SaleanH4 是 N,N'-双（2-羟基苄基）乙二胺（"通用 "名称））。(1) 的晶体数据：三棱，Pī ，a 9.701(3)，b 11.116(1)，c 11.393(2) Ǻ，α 62.84(1)，β 78.99(1)，γ 79.94(1)°，V 1067.6(4)，Z 21，1032 次反射，F > 6.0σ(F)，R = 0.0725。(2)的晶体数据：正交，P 212121，a 12.432(3)，b 12.574(2)，c 20.024(4)Ǻ，V 3130.3(11)，Z 4，具有 855 个 F >5.0σ(F)反射，R=0.1044。