1-tert-butyl-4-methyl-1-aza-1,3-butadiene | 6943-47-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-tert-butyl-4-methyl-1-aza-1,3-butadiene
• 英文别名: N-tert-butylcrotonaldimine；But-2-enylidene-tert-butyl-amine；N-tert-butylbut-2-en-1-imine
• CAS: 6943-47-1
• 化学式: C₈H₁₅N
• 分子量: 125.214
• InChiKey: ORPGAOYOWYKKCL-UHFFFAOYSA-N

物化性质

• 沸点：
  222.71°C (rough estimate)
• 密度：
  0.8458 (rough estimate)
• 稳定性/保质期：
  避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2921199090
• 储存条件：
  密封储存，应存放在阴凉、干燥的仓库中。

SDS

Name:	N-TERT-BUTYLCROTONALDIMINE Material Safety Data Sheet
Synonym:
CAS:	6943-47-1

Section 1 - Chemical Product MSDS Name:N-TERT-BUTYLCROTONALDIMINE Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6943-47-1	N-TERT-BUTYLCROTONALDIMINE		unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Keep refrigerated. (Store below 4C/39F.)

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 6943-47-1: Personal Protective Equipment Eyes: Not available.
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: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 125.21

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6943-47-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-TERT-BUTYLCROTONALDIMINE - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 6943-47-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6943-47-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6943-47-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-4-methyl-1-aza-1,3-butadiene 在 cesium fluoride 、 lithium diisopropyl amide 作用下， 反应 22.5h， 生成 (2E,4E)-N-tert-butyl-5-phenylpenta-2,4-dien-1-imine
  参考文献：
  名称：

  使用γ-三甲基甲硅烷基巴豆醛二胺对巴豆醛进行独家的γ-区域官能化。在共轭二烯一锅合成中的应用

  摘要：

  氟化铯介导的γ-三甲基甲硅烷基N-叔丁基巴豆醛二胺9与多种醛的反应在室温下于DMSO中进行，并提供独家的γ-区域官能化产物。如此获得的δ-甲硅烷氧基亚胺11加热（室温至100℃），在叔丁基亚胺官能团非常温和的水解之后，以良好的产率和优异的（E，E）选择性而产生了共轭二烯14。

  DOI：

  10.1016/0040-4020(96)00165-2
• 作为产物：
  描述：

  N-叔丁基乙基亚胺 在 重氮乙酸乙酯 作用下， 生成 1-tert-butyl-4-methyl-1-aza-1,3-butadiene
  参考文献：
  名称：

  Baret,P. et al., Bulletin de la Societe Chimique de France, 1972, p. 2493 - 2501

  摘要：

  DOI：

文献信息

• [EN] BORONIC ACID DERIVATIVES AND THERAPEUTIC USES THEREOF<br/>[FR] DÉRIVÉS D'ACIDE BORONIQUE ET LEURS UTILISATIONS THÉRAPEUTIQUES
  申请人：REMPEX PHARMACEUTICALS INC

  公开号：WO2016003929A1

  公开（公告）日：2016-01-07

  Disclosed herein are antimicrobial compounds compositions, pharmaceutical compositions, the use and preparation thereof. Some embodiments relate to boronic acid derivatives and their use as therapeutic agents.

  本文揭示了抗微生物化合物组合物、药物组合物及其使用和制备。一些实施例涉及硼酸衍生物及其作为治疗剂的使用。
• Promoting Frustrated Lewis Pairs for Heterogeneous Chemoselective Hydrogenation via the Tailored Pore Environment within Metal–Organic Frameworks
  作者：Zheng Niu、Weijie Zhang、Pui Ching Lan、Briana Aguila、Shengqian Ma

  DOI：10.1002/anie.201903763

  日期：2019.5.27

  heterogeneous systems, has not yet been achieved. Herein, we demonstrate that, via tailoring the pore environment within metal–organic frameworks (MOFs), FLPs not only can be stabilized but also can develop interesting performance in the chemoselective hydrogenation of α,β‐unsaturated organic compounds, which cannot be achieved with FLPs in a homogeneous system. Using hydrogen gas under moderate pressure

  沮丧的路易斯对（FLP）最近已作为催化氢化的高效无金属催化剂而得到发展，但尚未实现其在化学选择氢化中的性能，特别是在非均相系统中的性能。在此，我们证明，通过调整金属有机骨架（MOF）中的孔环境，FLP不仅可以稳定，而且在α，β-不饱和有机化合物的化学选择性加氢中也可以开发出有趣的性能，而这是无法实现的。均质系统中的FLP。在中等压力下使用氢气，固定在MOF上的FLP具有开放的金属位点和孔壁上的羟基，可以用作高效的非均相催化剂，以选择性地还原α中的亚胺键，
• Synthesis, Spectroscopy, Structure, and Reactivity of Azapentadienyl-Rhodium-Phosphine and Azapentadienyl-Iridium-Phosphine Complexes1
  作者：John R. Bleeke、Wipark Anutrasakda、Nigam P. Rath

  DOI：10.1021/om400765h

  日期：2013.11.11

  We report the synthesis, spectroscopy, structure, and reactivity of (1,2,3-η3)-(5-tert-butylazapentadienyl)Rh(PMe3)x (1, x = 2; 4, x = 3) and (1,2,3-η3)-(5-tert-butylazapentadienyl)Ir(PEt3)x (7, x = 2; 12, x = 3), which are produced by reacting [(cyclooctene)2M(μ-Cl)]2 with the appropriate amount of phosphine, followed by potassium tert-butylazapentadienide. Each of these compounds reacts with 1 equivalent

  我们报告的合成，光谱学，结构，和反应性的（1,2,3-η 3） - （5-叔-butylazapentadienyl）的Rh（PME 3）X（1，X = 2; 4，X = 3）和（1,2,3-η 3） - （5-叔-butylazapentadienyl）IR（PET 3）X（7，X = 2; 12，X = 3），其由[（环辛烯）反应，2 M（ μ-Cl）] 2加入适量的磷化氢，然后再加入叔叔钾-丁基氮杂戊二烯。这些化合物中的每一种都与1当量的三氟甲磺酸反应生成单质子化产物。铑化合物1和4在氮气下反应分别生成2和5。铱化合物7下进行反应，在金属中心，从而产生一个铱-氢化产物，8，其中，所述配体azapentadienyl坐标在一个不寻常η 3，η 1 -时尚，而化合物12在氮气反应以产生13。单质子化产物已经用另外的酸处理，并且在每种情况下已经确定了亲电加成的第二位点。铑化合物2和5都在金
• Convenient Synthesis of <i>N</i>-Benzyl-1,4-dihydropyridines, Cyclohexenones, and Bicyclo[3.3.1]nonan-3-one Derivatives from 1-Aza-1,3-butadienes
  作者：Jon K. F. Geirsson、Jonina F. Johannesdottir

  DOI：10.1021/jo960942f

  日期：1996.1.1

  Readily available 1-aza-1,3-butadienes (enimines) react with methyl acetoacetate and acetylacetone in the presence of catalytic amounts of lithium iodide to form in high yields unsymmetrically substituted 1,4-dihydropyridines or cyclohexenones. The reaction pathway depends on the structure of the enimine used. This divergence was not observed when the enimines were reacted with dimethyl 1,3-acetonedicarboxylate

  在催化量的碘化锂存在下，易于获得的1-氮杂-1,3-丁二烯（亚胺）与乙酰乙酸甲酯和乙酰丙酮反应，以高收率形成不对称取代的1,4-二氢吡啶或环己酮。反应途径取决于所用亚胺的结构。当亚胺与1，3-丙酮二羧酸二甲酯反应以明显的立体选择性反应以优异的产率提供双环[3.3.1]壬烷-3-酮衍生物时，未观察到这种差异。
• Reactions of Enimines with [Cp*RuCl]₄:  Half-Open Ruthenocene and Related Species Incorporating Heteroatoms
  作者：J. Alfredo Gutierrez、Ma. Elena Navarro Clemente、M. Angeles Paz-Sandoval、Atta M. Arif、Richard D. Ernst

  DOI：10.1021/om980875a

  日期：1999.3.1

  germanium, and tin derivatives with [Cp*RuCl]4 have been investigated and found to lead to a variety of products, depending on the nature of the enimine and the reaction conditions. In general, mixtures of products were obtained comprised of Cp*Ru(η5-azadienyl), Cp*Ru(η3-azadienyl)Cl2, and Cp*Ru(η4-amino-1,3-diene)Cl complexes. Significant differences in both product preferences and overall yields were observed

  根据亚胺的性质和反应条件，已经研究了亚胺和多种硅，锗和锡衍生物与[Cp * RuCl] 4的反应，并导致产生多种产物。一般情况下，产物的混合物，得到包含的Cp *茹（η的5 -azadienyl）中，Cp *茹（η 3 -azadienyl）氯2，1和Cp *茹（η 4 -氨基环己-1,3-二烯）氯配合物。硅，锗和锡试剂之间观察到在这两种产品偏好和总产率显著差异，最后通常有利于η 5个络合物。溶剂的选择也发挥了重要作用，在η 5相对于苯，四氢呋喃配合物在THF中略有不利。试图转换一个η 4 -aminodiene复杂中，Cp *茹[η 4 -CH 3 CHCHC（CH 3）CHNH（叔丁基）〕，一个η 5 -azadienyl通过与银反应复杂+在K的存在2 CO 3导致的物质的混合物，其中包括期望的η 5复杂以及一个不寻常的Cp *茹（η 3-二亚胺基）Cl物种，它来自于氮中心和内部甲基的