(E,E)-1,5-di-(2-furyl)pent-1,4-dien-3-one | 886-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (E,E)-1,5-di-(2-furyl)pent-1,4-dien-3-one
• 英文别名: (1E,4E)-1,5-di(furan-2-yl)penta-1,4-dien-3-one；difurfurylideneacetone；(1E,4E)-1,5-bis(furan-2-yl)penta-1,4-dien-3-one
• CAS: 886-77-1
• 化学式: C₁₃H₁₀O₃
• 分子量: 214.221
• InChiKey: XOOFLVNFEPIPIW-KQQUZDAGSA-N

物化性质

• 熔点：
  51-55 °C
• 沸点：
  314.35°C (rough estimate)
• 密度：
  1.1956 (rough estimate)
• 物理描述：
  Liquid
• 稳定性/保质期：
  <p class="MsoNormal">这是一个段落。</p>

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2932190090
• 储存条件：
  密封保存，应储存在阴凉干燥的库房中。

SDS

Name:	1 5-Bis-(2-Furanyl)-1 4-Pentadien-3-One 98% Material Safety Data Sheet
Synonym:	1,3-Difurfurylideneacetone; DIFA
CAS:	886-77-1

Section 1 - Chemical Product MSDS Name:1 5-Bis-(2-Furanyl)-1 4-Pentadien-3-One 98% Material Safety Data Sheet
Synonym:1,3-Difurfurylideneacetone; DIFA

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
886-77-1	1,5-Bis-(2-Furanyl)-1,4-Pentadien-3-On	98%	212-955-2

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

---

Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

---

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.

---

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.

---

Section 7 - HANDLING and STORAGE
Handling:
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. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

---

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# 886-77-1: Russia: 10 mg/m3 TWA 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 50 - 53 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: Soluble.
Specific Gravity/Density:
Molecular Formula: C13H10O3
Molecular Weight: 214.0682

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 886-77-1: RZ2476660 LD50/LC50:
Not available.
Carcinogenicity:
1,5-Bis-(2-Furanyl)-1,4-Pentadien-3-One - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 886-77-1: No information available.
Canada
CAS# 886-77-1 is listed on Canada's NDSL List.
CAS# 886-77-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 886-77-1 is listed on the TSCA inventory.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

烯烃弹性体和二元、三元乙丙胶过氧化物硫化的共交联剂和助硫化剂。在三元乙丙胶中可代替硫磺，减少硫化胶加工时的臭味。制成的胶料具有高交联度、高定伸应力、高模量、无气味、快速硫化、优异耐热性能的特点，并能提高抗焦烧性。

用途简介

暂无内容。

用途

烯烃弹性体和二元、三元乙丙胶过氧化物硫化的共交联剂和助硫化剂。在三元乙丙胶中可代替硫磺，减少硫化胶加工时的臭味。制成的胶料具有高交联度、高定伸应力、高模量、无气味、快速硫化、优异耐热性能的特点，并能提高抗焦烧性。

反应信息

• 作为反应物：
  描述：

  (E,E)-1,5-di-(2-furyl)pent-1,4-dien-3-one 在 盐酸 作用下， 生成 4,7,10-trioxo-tridecanedioic acid
  参考文献：
  名称：

  关于呋喃化合物的开环反应。二、由二糠基丙酮合成γ, ζ, ι-三酮基乙酸

  摘要：

  γ,ζ,ι-triketobrasylic acid 是一种新的三酮二羧酸，是通过开环从二糠基丙酮中获得的。在二糠基环己酮、二糠基-甲基-乙基酮和糠基二乙酮中没有发生类似的开环，它们在糠基和羰基之间的碳原子处具有支链。似乎支链的存在阻碍了开环反应。

  DOI：

  10.1246/bcsj.26.317
• 作为产物：
  描述：

  (E)-4-(furan-2-yl)but-3-en-2-one 在 sodium hydroxide 、 丙酮 作用下， 生成 (E,E)-1,5-di-(2-furyl)pent-1,4-dien-3-one
  参考文献：
  名称：

  Maxim; Copuzeanu, Buletinul Societatii de Chimie din Romania, 1934, vol. 16, p. 117,118

  摘要：

  DOI：

文献信息

• Mechanistically Inspired Route toward Hexahydro-2<i>H</i>-chromenes via Consecutive [4 + 2] Cycloadditions
  作者：Kumar Dilip Ashtekar、Xinliang Ding、Edmond Toma、Wei Sheng、Hadi Gholami、Christopher Rahn、Paul Reed、Babak Borhan

  DOI：10.1021/acs.orglett.6b01742

  日期：2016.8.19

  Utilizing two robust C–C bond-forming reactions, the Baylis–Hillman reaction and the Diels–Alder reaction, we report a highly enantio-, regio-, and diastereoselective synthesis of hexahydro-2H-chromenes via two sequential [4 + 2] cycloadditions. These tandem and formal cycloadditions have also been performed as a “one-pot” sequence to access the corresponding heterocycles constituting up to five contiguous

  利用两个健壮的C-C键形成反应中，的Baylis-Hillman反应和狄尔斯-阿尔德反应，我们报告六氢- 2的高度对映选择性，区域选择性和立体选择性合成ħ通过两个连续的[4 + 2 -chromenes ]环加成。这些串联和形式环加成反应也已作为“一锅”序列进行，以优异的收率和立体选择性进入构成多达五个连续立体中心的相应杂环。
• A Broad‐Spectrum Synthesis of Tetravinylethylenes
  作者：Kelsey L. Horvath、Christopher G. Newton、Kimberley A. Roper、Jas S. Ward、Michael S. Sherburn

  DOI：10.1002/chem.201900550

  日期：2019.3.15

  compounds of the tetravinylethylene (TVE) family is reported. Ramirez‐type dibromo‐olefination of readily accessible penta‐1,4‐dien‐3‐ones generates 3,3‐dibromo[3]dendralenes, which undergo twofold Negishi, Suzuki–Miyaura or Mizoroki–Heck reactions with a wide variety of olefinic coupling partners. This route delivers a broad range of unsymmetrically substituted tetravinylethylenes with up to three

  报道了四乙烯基乙烯（TVE）家族化合物的第一个一般合成。容易获得的五-1,4-二烯-3-酮的拉米雷斯型二溴烯烃化反应生成3,3-二溴[3]树枝状烯，它们经历了两次Negishi，Suzuki-Miyaura或Mizoroki-Heck反应，并带有多种烯烃耦合伙伴。该途径提供了范围广泛的不对称取代的四乙烯基乙烯，其具有多达三个不同的烯基取代基连接至中央C = C键。该方法的广泛范围通过制备第一个更高阶的通过共轭/交叉共轭杂化化合物形成的低级烯烃。显示不对称取代的TVE经历了具有高位点选择性和非对映选择性的多米诺骨化电环化反应，
• Potent and Selective Inhibitors of<i>Trypanosoma cruzi</i>Triosephosphate Isomerase with Concomitant Inhibition of Cruzipain: Inhibition of Parasite Growth through Multitarget Activity
  作者：Elena Aguilera、Javier Varela、Estefanía Birriel、Elva Serna、Susana Torres、Gloria Yaluff、Ninfa Vera de Bilbao、Beatriz Aguirre-López、Nallely Cabrera、Selma Díaz Mazariegos、Marieta Tuena de Gómez-Puyou、Armando Gómez-Puyou、Ruy Pérez-Montfort、Lucia Minini、Alicia Merlino、Hugo Cerecetto、Mercedes González、Guzmán Alvarez

  DOI：10.1002/cmdc.201500385

  日期：2016.6.20

  Triosephosphate isomerase (TIM) is an essential Trypanosoma cruzi enzyme and one of the few validated drug targets for Chagas disease. The known inhibitors of this enzyme behave poorly or have low activity in the parasite. In this work, we used symmetrical diarylideneketones derived from structures with trypanosomicidal activity. We obtained an enzymatic inhibitor with an IC50 value of 86 nm without

  磷酸丙糖异构酶（TIM）是一种必不可少的克鲁斯锥虫酶，也是查加斯病的少数经过验证的药物靶标之一。该酶的已知抑制剂在寄生虫中表现较差或具有较低的活性。在这项工作中，我们使用了具有锥虫杀螨活性的对称二芳基酮。我们获得了一种酶抑制剂，IC 50值为86 n m对哺乳动物酶无抑制作用。这些分子还影响了抗寄生虫的另一种必需蛋白水解酶Cruzipain。这种双重活性对于避免抗药性问题很重要。在体外研究了该化合物对付该寄生虫的表鞭鞭毛形式，并评估了其对哺乳动物细胞的非特异性毒性。作为概念证明，还对三种最佳衍生物进行了体内分析。这些衍生物中的一些表现出比参考药物更高的体外锥虫杀伤活性，并且可以有效地保护感染的小鼠。另外，这些分子可以通过简单且经济的绿色合成途径获得，这是未来被忽视疾病药物研发中的重要特征。
• Methylene-Linked Bis-NHC Half-Sandwich Ruthenium Complexes: Binding of Small Molecules and Catalysis toward Ketone Transfer Hydrogenation
  作者：José Manuel Botubol-Ares、Safa Cordón-Ouahhabi、Zakaria Moutaoukil、Isidro G. Collado、Manuel Jiménez-Tenorio、M. Carmen Puerta、Pedro Valerga

  DOI：10.1021/acs.organomet.1c00045

  日期：2021.3.22

  isolation of the nitrosyl derivative [Cp*Ru(NO)(L)][BPh4]2 (5), which was structurally characterized. The allenylidene complex [Cp*Ru═C═C═CPh2(L)][BPh4] (10) was also obtained, and it was prepared by reaction of 2 with HC≡CC(OH)Ph2 and NaBPh4 in MeOH at 60 °C. Complexes 3, 4, and 6 are efficient catalyst precursors for the transfer hydrogenation of a broad range of ketones. The dihydrogen complex 6 has

  络合物[Cp * RuCl（COD）]与L H 2 Cl 2（L =双（3-甲基咪唑-2-亚基））和LiBu n在四氢呋喃中于65°C反应，制得双卡宾衍生物[Cp * RuCl （L）]（2）。与此NaBPh化合物反应4下二氮在MeOH，得到不稳定的一氧化二桥连络合物[的Cp *茹（大号）} 2（μ-N 2）] [BPH 4 ] 2（4）。4中的二氮配体很容易被一系列供体分子取代，形成相应的阳离子络合物[Cp * Ru（X）（L）] [BPh 4 ]（X ＝ MeCN 3，H 2 6，C 2 H 4 8a，CH 2 CHCOOMe 8b，CHPh 9）。尝试从MeNO 2 / EtOH溶液中重结晶4导致亚硝酰基衍生物[Cp * Ru（NO）（L）] [BPh 4 ] 2（5）的分离。所述allenylidene复杂的[Cp *Ru═C═C═CPh 2（大号）] [BPH 4 ]（10）也
• Eco-Friendly Mono-1,4-Hydrocyanation of Diarenyl Ketones Using Potassium Hexacyanoferrate(II) as a Cyanide Source
  作者：Xiao-Ning Hu、Chen-Hui Liu、Zheng Li

  DOI：10.3184/174751915x14197812950625

  日期：2015.1

  A selective mono-1,4-hydrocyanation of 10 diarenyl ketones using potassium hexacyanoferrate(II) as an eco-friendly cyanide source, potassium hydroxide as a catalyst, and benzoyl chloride as a promoter has been achieved. This protocol has the advantages of a non-toxic cyanide source, a heavy metal-free catalyst, selectivity, very good yields and a simple work-up procedure.

  以六氰基高铁酸钾(II)为环保氰化物源，氢氧化钾为催化剂，苯甲酰氯为促进剂，实现了10个二烯基酮的选择性单1,4-氢氰化反应。该协议具有无毒氰化物源、不含重金属的催化剂、选择性、非常好的收率和简单的后处理程序的优点。