1-(2-糠酰)-1,3-丁二酮 | 25790-35-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-糠酰)-1,3-丁二酮
• 中文别名: 1-(2-呋喃基)-1,3-丁二酮
• 英文名称: 1-(2-furyl)-1,3-butanedione
• 英文别名: 1-(furan-2-yl)butane-1,3-dione；furfural acetone；1-(furan-2-yl)-1,3-dioxobutane
• CAS: 25790-35-6
• 化学式: C₈H₈O₃
• 分子量: 152.15
• InChiKey: GPYKJDYMMUIUFG-UHFFFAOYSA-N

物化性质

• 沸点：
  98 °C (5 mmHg)
• 密度：
  1.1677 (rough estimate)
• 闪点：
  84-86°C/1mm
• LogP：
  1.430 (est)
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解。避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• TSCA：
  Yes
• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38
• 海关编码：
  2932190090
• 储存条件：
  将贮藏器密封后，放入一个紧密的容器中，并储存在阴凉、干燥的地方。

SDS

Name:	1-(2-Furyl)-1 3-butanedione Material Safety Data Sheet
Synonym:	None
CAS:	25790-35-6

Section 1 - Chemical Product MSDS Name:1-(2-Furyl)-1 3-butanedione Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
25790-35-6	1,3-butanedione, 1-(2-furanyl)-	100.0	247-265-0

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.
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. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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 immediately.
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:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
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:
Antidote: None reported.

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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 appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 25790-35-6: 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: None available.
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 98 deg C @ 5.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H8O3
Molecular Weight: 152.15

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 25790-35-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,3-butanedione, 1-(2-furanyl)- - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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

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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.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 25790-35-6: No information available.
Canada
CAS# 25790-35-6 is listed on Canada's DSL List.
CAS# 25790-35-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 25790-35-6 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：

  1-(2-糠酰)-1,3-丁二酮 在 盐酸 、 sodium hydride 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 3.33h， 生成 ethyl 6-(2-furyl)-4H-oxopyran-2-carboxylate
  参考文献：
  名称：

  Shahrisa; Hemmati, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 3, p. 190 - 197

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(2-furyl)-3-hydroxybutan-1-one 在 2-碘酰苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 反应 5.0h， 以42%的产率得到1-(2-糠酰)-1,3-丁二酮
  参考文献：
  名称：

  呋喃基β-二酮基杂配铱(III)配合物的合成及其光致发光性能研究

  摘要：

  合成并表征了四种含有呋喃部分的铱配合物。呋喃单元的定位对配合物的光学性质有很大影响。开发的合成方法为将低聚呋喃化合物引入用于 OLED 应用的 IrIII 杂配配合物铺平了道路。

  DOI：

  10.1002/zaac.201500293

文献信息

• A General Proline‐Catalyzed Synthesis of 4,5‐Disubstituted <i>N</i> ‐Sulfonyl‐1,2,3‐Triazoles from 1,3‐Dicarbonyl Compounds and Sulfonyl Azide
  作者：Shanmugam Rajasekar、Pazhamalai Anbarasan

  DOI：10.1002/asia.201901015

  日期：2019.12.13

  An efficient proline-catalyzed synthesis of 4,5-disubstituted-N-sulfonyl-1,2,3-triazoles has been accomplished from 1,3-dicarbonyl compounds and sulfonyl azides. The developed reaction is suitable for various symmetrical and unsymmetrical 1,3-dicarbonyl compounds, tolerates various functional groups and affords 4,5-disubstituted-N-sulfonyl-1,2,3-triazoles in good yield with excellent regioselectivity

  由1，3-二羰基化合物和磺酰基叠氮化物已经完成了有效的脯氨酸催化的4，5-二取代的-N-磺酰基-1,2,3-三唑的合成。所开发的反应适用于各种对称和不对称的1,3-二羰基化合物，耐受各种官能团，并以良好的产率和优异的区域选择性提供了4,5-二取代-N-磺酰基-1,2,3-三唑。铑催化的4，5-二取代-N-磺酰基-1,2,3-三唑的脱氮官能化进一步证明了它们在有机合成中的效用。
• [EN] DISUBSTITUTED OCTAHY-DROPYRROLO [3,4-C] PYRROLES AS OREXIN RECEPTOR MODULATORS<br/>[FR] OCTAHYDROPYRROLO [3,4-C] PYRROLES DISUBSTITUÉS UTILISÉS COMME MODULATEURS DU RÉCEPTEUR DE L'OREXINE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2012145581A1

  公开（公告）日：2012-10-26

  Disubstituted octahydropyrrolo[3,4-c]pyrrole compounds are described, which are useful as orexin receptor modulators. Such compounds may be useful in pharmaceutical compositions and methods for the treatment of diseased states, disorders, and conditions mediated by orexin activity, such as insomnia.

  描述了二取代的八氢吡咯[3,4-c]吡咯化合物，这些化合物可用作促进睡眠素受体的调节剂。这些化合物可能在药物组合物和治疗由促进睡眠素活性介导的疾病状态、紊乱和病况的方法中有用，比如失眠。
• Ruthenium-Catalyzed Regioselective Reactions of Nitriles and 1,3-Dicarbonyl Compounds with Terminal Alkynes¹
  作者：Shun-Ichi Murahashi、Takeshi Naota、Yoshinori Nakano

  DOI：10.1055/s-0029-1218373

  日期：2009.12

  RuH 2 (PPh 3 ) 4 -catalyzed reaction of nitriles with terminal alkynes proceeds highly efficiently under neutral conditions to give the corresponding Michael adducts. Furthermore, 1,3-dicarbonyl compounds react with terminal alkynes at the α-position to afford the exo-methylene compounds with high regioselectivity under neutral conditions. The regioselectivity depends upon the change of substrates

  RuH 2 (PPh 3 ) 4 催化的腈与末端炔烃的反应在中性条件下高效进行，得到相应的迈克尔加合物。此外，1,3-二羰基化合物在α-位与末端炔烃反应，在中性条件下提供具有高区域选择性的外亚甲基化合物。区域选择性取决于底物的变化。提出了精确的机制。
• I ₂ ‐Promoted [3+2] Cyclization of 1,3‐Diketones with Potassium Thiocyanate: a Route to Thiazol‐2(3 <i>H</i> )‐One Derivatives
  作者：Zhenyu An、Yafeng Liu、Pengbo Zhao、Rulong Yan

  DOI：10.1002/adsc.202100228

  日期：2021.7

  An I2-promoted strategy has been developed for the synthesis of thiazol-2(3H)-one derivatives from 1,3-diketones with potassium thiocyanate. This [3+2] cyclization reaction involves C−S and C−N bond formation and exhibits good functional group tolerance. A series of thiazol-2(3H)-one derivatives are obtained in moderate to good yields.

  已开发出一种 I 2促进策略，用于从 1,3-二酮与硫氰酸钾合成 thiazol-2(3 H )-one 衍生物。这种 [3+2] 环化反应涉及 C-S 和 CN 键的形成，并表现出良好的官能团耐受性。以中等至良好的产率获得了一系列 thiazol-2(3 H )-one 衍生物。
• Pd-catalyzed amidation of 1,3-diketones with CO and azides <i>via</i> a nitrene intermediate
  作者：Zheng-Yang Gu、Jie Chen、Ji-Bao Xia

  DOI：10.1039/d0cc04565a

  日期：——

  carbon monoxide and organic azides. This reaction provides a step-economic approach to produce β-ketoamides from readily available compounds under mild ligand-, oxidant-, and base-free conditions. The mechanistic studies showed that the reaction occurred through an in situ generated isocyanate intermediate.

  使用一氧化碳和有机叠氮化物已开发出有效的钯催化1,3-二酮酰胺化反应。该反应提供了一种分步经济的方法，可在温和的无配体，无氧化剂和无碱条件下从易于获得的化合物生产β-酮酰胺。机理研究表明，该反应通过原位生成的异氰酸酯中间体发生。