3,4-二氢-2H-吡喃-5-甲醛 | 25090-33-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯酯类
• 中文名称: 3,4-二氢-2H-吡喃-5-甲醛
• 英文名称: 5,6-dihydro-4H-pyran-3-carbaldehyde
• 英文别名: 3,4-dihydro-2H-pyran-5-carbaldehyde；5-formyl-3,4-dihydro-2H-pyran
• CAS: 25090-33-9
• 化学式: C₆H₈O₂
• mdl: MFCD00085019
• 分子量: 112.128
• InChiKey: WWZVSCJTMPYTLY-UHFFFAOYSA-N

物化性质

• 沸点：
  84°C 21mm

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2932999099
• 安全说明：
  S26,S36/37/39
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  保存在惰性气体中，温度范围为2-8°C。

SDS

Name:	3 4-Ddihydro-2H-pyran-5-carbaldehyde 97% Material Safety Data Sheet
Synonym:	2,3-Dihydropyran-5-carboxaldehyd
CAS:	25090-33-9

Section 1 - Chemical Product MSDS Name:3 4-Ddihydro-2H-pyran-5-carbaldehyde 97% Material Safety Data Sheet
Synonym:2,3-Dihydropyran-5-carboxaldehyd

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
25090-33-9	3,4-Dihydro-2H-pyran-5-carbaldehyde	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
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:
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.
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:
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.

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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# 25090-33-9: 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: C6H8O2
Molecular Weight: 112

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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, reducing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 25090-33-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,4-Dihydro-2H-pyran-5-carbaldehyde - 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: 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# 25090-33-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 25090-33-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 25090-33-9 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：

  3,4-二氢-2H-吡喃-5-甲醛 在 甲醇 、 sodium tetrahydroborate 作用下， 生成 3,4-Dihydro-5-hydroxymethyl-2H-pyran
  参考文献：
  名称：

  取代的 5,6-二氢-2H-吡喃衍生物的 Knoevenagel-环化级联反应

  摘要：

  当邻甲酰芳胺或含有 5,6-二氢-2 H-吡喃衍生物的醚与活性亚甲基试剂反应时，会发生 Knoevenagel-IMHDA 和 Knoevenagel-[1,5]-氢化物移位-环化多米诺反应。IMHDA 产品的螺杂三环骨架代表了一种新的支架，其中两个具有低微摩尔 IC 50值的抗增殖活性。

  DOI：

  10.1002/ejoc.202101277
• 作为产物：
  描述：

  3-二乙氧基甲基-2-乙氧基四氢喃 在 磷酸 作用下， 反应 6.0h， 以92%的产率得到3,4-二氢-2H-吡喃-5-甲醛
  参考文献：
  名称：

  Muehmel, G.; Hanke, R.; Breitmaier, E., Synthesis, 1982, # 8, p. 673 - 677

  摘要：

  DOI：

文献信息

• PYRAZOLO[1,5a]PYRIMIDINE DERIVATIVES AS IRAK4 MODULATORS
  申请人：Arora Nidhi

  公开号：US20120015962A1

  公开（公告）日：2012-01-19

  Compounds of the formula I or II: wherein X, m, Ar, R 1 and R 2 are as defined herein. The subject compounds are useful for treatment of IRAK-mediated conditions.

  式I或II的化合物： 其中X，m，Ar，R1和R2如本文所定义。所述化合物对于治疗IRAK介导的疾病是有用的。
• A novel entry to xanthones by an intramolecular Diels-Alder reaction involving 2-(1,2-dichlorovinyloxy) aryl dienones
  作者：Katerina Otrubova、Anne E. Fitzgerald、Neelakandha S. Mani

  DOI：10.1016/j.tet.2018.08.007

  日期：2018.9

  of synthetic methods are described in the literature for the preparation of xanthones—a prominent class of tricyclic molecules that occur widely in nature. Majority of these reported methods involve linking the two aromatic rings and forming the central pyrone ring using a variety of classical and non-classical cyclization strategies. In a conceptually different approach, we describe here a new xanthone

  文献中描述了多种用于制备氧杂蒽酮的合成方法，所述杂合酮是自然界中广泛存在的一类重要的三环分子。这些报道的方法大多数涉及使用各种经典和非经典环化策略连接两个芳环并形成中心吡喃环。在概念上不同的方法中，我们在这里描述了一种新的x吨酮合成方法，其中吡喃酮和第二芳环均通过涉及2-（1,2-二氯乙烯基氧基）芳基二烯酮的分子内环加成反应在一个步骤中锻造而成。
• 縮合複素環化合物の製造方法
  申请人：日本農薬株式会社

  公开号：JP2020172469A

  公开（公告）日：2020-10-22

  【課題】農薬として有用な縮合複素環化合物の新規で工業的に有利な製造方法の提供。【解決手段】５位にシクロプロピル基を有するピリジン誘導体の合成とそれに続く反応による、式（１）で表される化合物の高収率かつ安価な製造方法。（ｎ及びｍは、０〜２の整数）【選択図】なし

  提供一种新的工业上有利的制备方法，用于合成具有环丙基的吡啶衍生物，并通过随后的反应制备式（1）所示化合物的高收率和低成本制备方法。（n和m为0〜2的整数）【选择图】无
• REACTIVE CYANINE COMPOUNDS
  申请人：Corona Cesear

  公开号：US20110053162A1

  公开（公告）日：2011-03-03

  The invention provides compounds and compositions of Formulas I-VII, and methods of using the compounds. The compounds can be used to prepare dye conjugates that are uniformly and substantially more fluorescent on proteins, nucleic acids or other biopolymers, than conjugates labeled with structurally similar known carbocyanine dyes. In addition to having more intense fluorescence emission than structurally similar dyes at virtually identical wavelengths, and decreased artifacts in their absorption spectra upon conjugation to biopolymers, the compounds can have greater photostability and/or higher absorbance (extinction coefficients) at the wavelength(s) of peak absorbance than such structurally similar dyes.

  该发明提供了公式I-VII的化合物和组合物，以及使用这些化合物的方法。这些化合物可用于制备染料共轭物，其在蛋白质、核酸或其他生物聚合物上比使用结构类似已知碳氰染料标记的共轭物具有更均匀和明显更荧光。除了在几乎相同波长下比结构类似染料具有更强的荧光发射外，并且在与生物聚合物结合时吸收光谱中的伪迹减少，这些化合物在吸收峰波长处可能具有更高的光稳定性和/或更高的吸光度（消光系数）比这些结构类似的染料。
• The chemistry of coumarin derivatives, part 2. Reaction of 4-hydroxycoumarin with ?,?-unsaturated aldehydes
  作者：Giovanni Appendino、Giancarlo Cravotto、Silvia Tagliapietra、Gian Mario Nano、Giovanni Palmisano

  DOI：10.1002/hlca.19900730709

  日期：1990.10.31

  4-Hydroxycoumarin (= 4-hydroxy-2H-1-benzopyran-2-one) reacts with enals to give 1,2- or 1,4-addition products, depending on the nature and relative location of the substituents on the olefinic double bond (Scheme 2). The resulting adducts further react intra- or intermolecularly, affording dimeric coumarins or pyranocoumarins in the case of 1,2-addition and acetalic pyranocoumarins in the case of 1,4-addition. With

  4-羟基香豆素（= 4-羟基-2 H -1-苯并吡喃-2-酮）与烯醛反应生成1，2-或1,4-加成产物，具体取决于烯基上取代基的性质和相对位置双键（方案2）。所得的加合物进一步在分子内或分子间反应，在1，2-加成的情况下提供二聚香豆素或吡喃香豆素，在1，4-加成的情况下提供乙缩醛吡喃香豆素。带有在C（β）处带有烷基的烯醛，仅形成2 H-吡喃并[3,2- c ]香豆素，该反应代表了轻松而直接地进入最近描述的此类具有生物活性的天然产物的类别。