N,N-乙烯基双苯酰胺 | 644-33-7

• 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-乙烯基双苯酰胺
• 中文别名: N,N-乙烯双苯甲酰胺；N,N'-二苯甲酰基-1,2-乙二胺
• 英文名称: N,N'-ethanediyl-bis-benzamide
• 英文别名: N,N'-(ethane-1,2-diyl)dibenzamide；N,N'-ethylenedibenzamide；N,N'-Dibenzoyl-aethylendiamin；Benzamide, N,N'-1,2-ethanediylbis-；N-(2-benzamidoethyl)benzamide
• CAS: 644-33-7
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: NWGGAHDZCNJXJA-UHFFFAOYSA-N

物化性质

• 熔点：
  240-244 °C
• 溶解度：
  >40.2 [ug/mL]
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 安全说明：
  S24/25
• 储存条件：
  密封保存，应储存在阴凉干燥的仓库中。

SDS

Name:	N N -Ethylenebisbenzamide Material Safety Data Sheet
Synonym:	None Known
CAS:	644-33-7

Section 1 - Chemical Product MSDS Name:N N -Ethylenebisbenzamide Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
644-33-7	N,N'-Ethylenebisbenzamide	98	211-414-8

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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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 water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 644-33-7: 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 prevent skin exposure.
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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 242 - 244 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: Insoluble.
Specific Gravity/Density:
Molecular Formula: C16H16N2O2
Molecular Weight: 268.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 644-33-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N,N'-Ethylenebisbenzamide - Not listed by ACGIH, IARC, or NTP.

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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: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 644-33-7: No information available.
Canada
CAS# 644-33-7 is listed on Canada's NDSL List.
CAS# 644-33-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 644-33-7 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N-乙烯基双苯酰胺 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以51%的产率得到N,N'-二苄基乙二胺
  参考文献：
  名称：

  Synthesis of chiral and C2-symmetric iron(II) and cobalt(II) complexes bearing a new tetradentate amine ligand system

  摘要：

  A synthesis for the new tetrapodal ligands [N,N'-dimethyl-N,N'-di(quinoline-2-methyl)]-1,2-ethylene diamine (L(1)) (3a) and [N,N'-di-benzyl-N,N'-di(quinoline-2-methyl)]-1,2 diamine (L(2)) (3b) and for the related octahedral complexes (L(1,2))FeCl2 (6a and 6b) and (L(1,2))CoCl2 (7a and 7b) is given. The solid state structures of 3b and 6a have been determined. Three different modes are possible for a tetradentate coordination of L(1,2) to FeCl2 or CoCl2. In 6a the ligand adopts a single chiral geometry around the Cl-Fe-Cl plane.

  DOI：

  10.1016/0022-328x(95)00119-b
• 作为产物：
  描述：

  N-氯甲基-苯甲酰胺 在 铜 、 苯 作用下， 生成 N,N-乙烯基双苯酰胺
  参考文献：
  名称：

  Teramura et al., Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1954, vol. 57, p. 405

  摘要：

  DOI：

文献信息

• N-type calcium channel blockers
  申请人：Pajouhesh Hassan

  公开号：US20050165065A1

  公开（公告）日：2005-07-28

  The invention relates to novel 3-amino pyrrolidine derivatives, as well as methods for modulating calcium channel activity and for treating conditions associated with calcium channel function. In particular, the compounds generally contain at least one benzhydril moiety, and are useful in treating conditions which benefit from blocking calcium ion channels.

  这项发明涉及新型3-氨基吡咯烷衍生物，以及调节钙通道活性和治疗与钙通道功能相关疾病的方法。具体来说，这些化合物通常至少含有一个苯基甲酰基团，可用于治疗受益于阻断钙离子通道的疾病。
• Synthesis and Application of a Microgel-Supported Acylating Reagent by Coupled Ring-Opening Metathesis Polymerization and Activators Re-Generated by Electron Transfer for Atom Transfer Radical Polymerization
  作者：Hong Li、Zi-Bo Pang、Zhi-Feng Jiao、Fei Lin

  DOI：10.1021/cc900162w

  日期：2010.3.8

  microgel-supported acylating reagent (MGAR) was prepared by combining ring-opening metathesis polymerization (ROMP) and Activators Re-Generated by Electron Transfer for Atom Transfer Radical Polymerization (ARGET ATRP): (1) synthesis of an ATRP macroinitiator 3 by living ROMP of oxanorbornene-based activated ester 1, derived from N-hydroxysuccinimide, using the Grubbs initiator RuCl2(PCy3)2(=CHPh) and (Z)-but-2-ene-1

  一种新的微凝胶支持的酰化试剂（MGAR）的制备是通过组合开环易位聚合（ROMP），并通过电子转移进行原子转移自由基聚合（ARGET ATRP）活化剂重新生成：（1）一个ATRP大分子引发剂的合成3通过使用Grubbs引发剂RuCl 2（PCy 3）2（= CHPh）和（Z）-but-2-ene-1,4-diyl bis（2）从N-羟基琥珀酰亚胺衍生的基于氧杂降冰片烯的活化酯1的活性ROMP -溴丙酸酯（BDBP）作为终止剂；（2）使用制备的大分子引发剂3，CuCl 2通过ARGET ATRP苯乙烯（S）和二乙烯基苯（DVB ）合成MGAR 4。/ Me 6 TREN（三[2-（二甲基氨基）乙基]胺）催化剂体系，Sn（Oct）2 [锡（II）2-乙基己酸]还原剂。合成的微凝胶4在温和条件下（25°C，13.5-14 h）对伯胺和仲胺（n- BuNH 2，Et 2 NH，吗啉等）表现出优异的酰
• Preparation of (Z)-1-fluoro-1-alkenyl carboxylates, carbonates and carbamates through chromium mediated transformation of dibromofluoromethylcarbinyl esters and the reactivity as double acyl group donors
  作者：Akio Saito、Manabu Tojo、Hikaru Yanai、Fukiko Wada、Muga Nakagawa、Midori Okada、Azusa Sato、Rieko Okatani、Takeo Taguchi

  DOI：10.1016/j.jfluchem.2011.07.022

  日期：2012.1

  CrCl2/Mn-mediated transformation of various dibromofluoromethylcarbinyl esters including carboxylates, carbonates and carbamates provided 1-fluoro-1-alkenyl esters via [2,3]-sigmatropic rearrangement of ester group. Reaction proceeded by using CrCl2/Mn system under mild conditions (in THF at room temperature) to give 1-fluoro-1-alkenyl esters in good yield with an excellent Z selective manner. 1-Fluoro-1-alkenyl

  CrCl 2 / Mn介导的各种二溴氟甲基羰基酯（包括羧酸酯，碳酸酯和氨基甲酸酯）的转化通过酯基的[2,3]-σ重排提供了1-氟-1-烯基酯。通过在温和的条件下（在室温下于THF中）使用CrCl 2 / Mn体系进行反应，以良好的收率和优异的Z选择性方式得到1-氟-1-烯基酯。如此获得的1-氟-1-烯基酯在与亲核试剂如胺，硫醇，醇以及双官能亲核试剂如乙二胺衍生物的反应中用作双酰基供体。
• Mild and Useful Method for N-Acylation of Amines
  作者：Kandarpa Phukan、Mausumi Ganguly、Nirada Devi

  DOI：10.1080/00397910802663428

  日期：2009.7.7

  quantitative N-acylation of primary and secondary amines (aliphatic and aromatic) in a very short time with an equimolar amount of acetyl chloride and benzoyl chloride under solvent-free conditions at room temperature. This catalytic acylation of amines offers an additional useful method for the acetylation using acetyl chloride instead of acetic anhydride and other acetylating agents. This method is also

  摘要 发现碘在室温无溶剂条件下与等摩尔量的乙酰氯和苯甲酰氯在很短的时间内促进伯胺和仲胺（脂肪族和芳香族）的定量 N-酰化。胺的这种催化酰化为使用乙酰氯代替乙酸酐和其他乙酰化剂的乙酰化提供了另一种有用的方法。该方法也可用于杂环的 N-酰化。温和的反应条件、高选择性、效率和良好的收率是该程序的一些主要优点。
• An Unusual Presentation of Tarsal Tunnel Syndrome Caused by an Inflatable Ice Hockey Skate
  作者：B.V. Watson、H. Algahtani、R.J. Broome、J.D. Brown

  DOI：10.1017/s0317167100002274

  日期：2002.11

  Tarsal tunnel syndrome is a rare form of entrapment neuropathy. In athletes, it is usually the result of repetitive activity, local injury or a space-occupying lesion. Rarely, athletic footwear has been described as the primary cause of this syndrome.

  A 37-year-old male recreational hockey player was examined clinically and electrophysiologically because of spreading numbness in the toes of his left foot while playing hockey and wearing inflatable ice hockey skates designed to promote a better fit.

  Clinical and electrophysiological studies revealed evidence of left medial and lateral plantar nerve involvement. Reduced amplitudes of mixed and motor plantar nerve responses with fibrillation potentials and positive sharp waves and no evidence of conduction block suggest that the primary pathology was axonal loss. Follow-up examination showed significant clinical and electrophysiological improvement after the patient stopped wearing his inflatable ice hockey skates.

  We report an unusual case of tarsal tunnel syndrome caused by an inflatable ice hockey skate. The patient improved clinically and electrophysiologically when he stopped wearing the boot.

  背景：跗骨隧道综合征是一种罕见的局限性神经病。在运动员中，它通常是重复性活动、局部损伤或空间占位性病变的结果。方法：对一名 37 岁的男性休闲曲棍球运动员进行了临床和电生理学检查，原因是他在打曲棍球时左脚脚趾麻木，而他穿的充气冰上曲棍球冰鞋是为了更好地贴合脚部。混合性和运动性足底神经反应的振幅减小，并伴有颤动电位和正尖波，没有传导阻滞的证据，这表明主要病理变化是轴索缺失。随访检查显示，患者在停止穿着充气冰球冰鞋后，临床和电生理状况均有明显改善。结论：我们报告了一例因冰上曲棍球充气冰鞋引起的不寻常的跗骨隧道综合征，患者在停穿该冰鞋后，临床症状和电生理症状均有所改善。

表征谱图