5-甲基-2-呋喃甲醇 | 3857-25-8

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 5-甲基-2-呋喃甲醇
• 中文别名: 5-甲基呋喃-1-甲醇；5-甲糠醇；(5-甲基-2-呋喃基)甲醇
• 英文名称: 2-hydroxymethyl-5-methylfuran
• 英文别名: 5-methylfurfuryl alcohol；5-methyl-2-furanmethanol；(5-methylfuran-2-yl)methanol；(5-methyl-2-furyl)methanol；MFA
• CAS: 3857-25-8
• 化学式: C₆H₈O₂
• 分子量: 112.128
• InChiKey: VOZFDEJGHQWZHU-UHFFFAOYSA-N

物化性质

• 沸点：
  80°C 15mm
• 密度：
  1.0769
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
• LogP：
  0.66
• 物理描述：
  Colourless to pale yellow liquid; Sweet caramel-like aroma
• 折光率：
  1.484-1.490
• 保留指数：
  958;966;953
• 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)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22
• 危险品运输编号：
  UN 2810
• 海关编码：
  2932190090
• 安全说明：
  S36/37
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  密封储存，应存放在阴凉、干燥的仓库中。

SDS

Name:	5-Methyl-2-furanmethanol 97% Material Safety Data Sheet
Synonym:	None Known
CAS:	3857-25-8

Section 1 - Chemical Product MSDS Name:5-Methyl-2-furanmethanol 97% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3857-25-8	5-Methyl-2-furanmethanol	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
The toxicological properties of this substance have not been fully investigated.
Inhalation:
Harmful if inhaled. 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: 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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. 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# 3857-25-8: 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: Liquid
Color: colorless to yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 80 deg C @ 15 mmHg
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: Insoluble.
Specific Gravity/Density: 1.0769
Molecular Formula: C6H8O2
Molecular Weight: 112.0548

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
None reported.
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# 3857-25-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Methyl-2-furanmethanol - 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: TOXIC LIQUID, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 3857-25-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3857-25-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3857-25-8 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

制备方法与用途

制备方法

1. 烟草: FC, 40。

合成制备方法

1. 烟草: FC, 40。

用途简介

（此处为空，暂无内容）

反应信息

• 作为反应物：
  描述：

  5-甲基-2-呋喃甲醇 在 氢气 作用下， 生成 2.5-二甲基四氢呋喃
  参考文献：
  名称：

  Pd催化原位多米诺法直接从碳水化合物中轻量定量生产2,5-二甲基呋喃

  摘要：

  已开发出一种原位多米诺法，该方法可高效地将各种己糖直接和温和地转化为生物燃料2,5-二甲基呋喃，几乎可以定量收率，而无需在120°C的正丁醇中分离出不稳定的中间体。聚甲基氢硅氧烷和疏水性Pd / C分别作为氢供体和双官能催化剂。在级联反应中，氘化标记和动力学研究证实了氢化硅烷化过程有利于糖的脱水，并且专门作用于将原位形成的中间体（包括呋喃醇和醛）经DMF脱氧成DMF 。醇类溶剂促进的氢化物转移过程。该催化体系比参与H 2的对应体系更具选择性，并且可以在催化剂负载量仅为0.04 mol％的情况下按比例放大，从而以85％的可比产率得到DMF。此外，Pd（0）被证明是脱氧的活性物质，非均相催化剂具有良好的可回收性，几乎没有元素浸出。

  DOI：

  10.1039/c7gc00580f
• 作为产物：
  描述：

  5-(溴甲基)呋喃-2-甲醛 在 platinum on carbon 、 氢气 作用下， 以 1,2-二氯乙烷 为溶剂， 50.0 ℃ 、1.1 MPa 条件下， 反应 5.0h， 以53.3%的产率得到5-甲基-2-呋喃甲醇
  参考文献：
  名称：

  钯催化生物质衍生的卤化糠醛的氢化†

  摘要：

  非常需要由木质纤维素生物质形成有价值的产物，尤其是候选燃料。据报道，与当前现有的木质纤维素转化方法相比，木质纤维素衍生的卤化糠醛形成非常有效。但是，卤代糠醛是平台化学品，而不是最终用途化学品，当然不是燃料。因此，期望将卤代糠醛转化为燃料，燃料添加剂或其他有价值的化合物的方法。在这项工作中，我们介绍了在碳载钯催化剂上氢化卤代糠醛的方法。与其他催化剂相比，钯催化剂在由卤化糠醛形成5-甲基糠醛（MF）中表现出更好的性能。反应产物使用GC-MS，FT-IR和NMR进行鉴定，并使用GC分析对其进行了定量。用SEM，BET和pH计表征催化剂。考察了催化剂性能和反应参数在MF制备中的作用，以及它们对MF收率和选择性的影响。另外，还检查了催化剂在后续循环中的回收和再利用，以及在卤代糠醛加氢中作为副产物形成的盐酸或氢溴酸的回收。

  DOI：

  10.1039/c6ra21472j

文献信息

• A two-phase system for the clean and high yield synthesis of furylmethane derivatives over –SO₃H functionalized ionic liquids
  作者：S. H. Shinde、C. V. Rode

  DOI：10.1039/c7gc01654a

  日期：——

  respective ionic liquids. Among the several preapered ionic liquids, strong acidic imidazolium based butylsulfonic acid (6) showed the best activity with a maximum of 84% yield of condensation product. This strategy offers significantly high yield production of condensation products of furan and furfural as compared to the traditional mineral acid route. The activity and stability of the -SO3H functionalized

  我们在这里报告了一种新的有效的独特的两相反应系统，用于从糠醛和呋喃中高产率生产三（糠基）甲烷。该策略包括酸性水相（水+ -SO3H官能化的IL）和呋喃相，它们显着抑制了聚合物的形成，从而提高了三（呋喃基）甲烷的收率。呋喃既用作反应物又用作萃取溶剂，以回收缩合产物。为了进行比较，制备了不同的-SO3H官能化离子液体，并评估了它们在呋喃和糠醛缩合中的性能。发现具有烷基链接头的离子液体比咪唑鎓连接的N-磺酸更有效和酸性。除此之外，咪唑/三乙胺/吡啶和-SO3H之间的碳链长度增加，增加了相应离子液体的催化活性。在几种预离子化的液体中，强酸性咪唑基丁基磺酸（6）表现出最佳的活性，缩合产物的收率最高为84％。与传统的无机酸路线相比，该策略可显着提高呋喃和糠醛缩合产物的收率。-SO3H功能化的IL的活性和稳定性通过其成功的七个循环而得到证实，而没有丧失活性。然后，成功地扩展了这一新策略，使呋喃衍生物（例
• [EN] MCT4 INHIBITORS FOR TREATING DISEASE<br/>[FR] INHIBITEURS DE MCT4 POUR LE TRAITEMENT DE MALADIES
  申请人：VETTORE LLC

  公开号：WO2016201426A1

  公开（公告）日：2016-12-15

  Disclosed herein are compounds and compositions useful in the treatment of MCT4 mediated diseases, such as proliferative and inflammatory diseases, having the structure of Formula I: Methods of inhibition MCT4 activity in a human or animal subject are also provided.

  本文披露了一种在治疗MCT4介导的疾病中有用的化合物和组合物，如增殖性和炎症性疾病，其具有Formula I的结构：还提供了在人类或动物主体中抑制MCT4活性的方法。
• Cyclopentadienyliron dicarbonyl dimer: A simple tool for the hydrosilylation of aldehydes and ketones under air
  作者：Thais Cordeiro Jung、Gilles Argouarch、Pierre van de Weghe

  DOI：10.1016/j.catcom.2016.01.033

  日期：2016.3

  The readily available iron complex [CpFe(CO)2]2 (1) exhibits good catalytic activity in the hydrosilylation of aldehydes and ketones in the presence of diethoxymethylsilane. The procedure described is air-tolerant and applicable to a wide range of substrates.

  容易获得的铁络合物[CpFe（CO）2 ] 2（1）在二乙氧基甲基硅烷的存在下，在醛和酮的氢化硅烷化中表现出良好的催化活性。所描述的过程是耐空气的，并且适用于各种基材。
• Ammonia borane enabled upgrading of biomass derivatives at room temperature
  作者：Wenfeng Zhao、Sebastian Meier、Song Yang、Anders Riisager

  DOI：10.1039/d0gc02372h

  日期：——

  Simplifying biomass conversion to valuable products with high efficiency is pivotal for the sustainable development of society. Herein, an efficient catalyst-free system using ammonia borane (AB) as the hydrogen donor is described, which enables controllable reaction selectivity towards four value-added products in excellent yield (82–100%) under very mild conditions. In particular, the system is uniquely

  高效地将生物质转化为有价值的产品对于社会的可持续发展至关重要。本文描述了一种有效的无催化剂系统，该系统使用氨硼烷（AB）作为氢供体，在非常温和的条件下，该系统能够以优异的收率（82-100％）对四种增值产品进行可控的反应选择性。特别是，该系统在室温下生产γ-戊内酯（GVL）具有独特的效率。原位结合NMR和计算研究阐明了AB在甲醇中的氢转移机理，从水中的乙酰丙酸酯形成GVL的新途径，以及在同一系统中还原和还原胺化之间的竞争机理。此外，采用一锅，两步策略将碳水化合物以高收率直接转化为GVL。通过在室温下在甲醇中使用这种无催化剂的策略，可以在30分钟的短时间内制备出范围相当广的产品。
• Palladium-metalated porous organic polymers as recyclable catalysts for chemoselective decarbonylation of aldehydes
  作者：Wen-Hao Li、Cun-Yao Li、Yan Li、Hai-Tao Tang、Heng-Shan Wang、Ying-Ming Pan、Yun-Jie Ding

  DOI：10.1039/c8cc03109f

  日期：——

  A novel palladium nanoparticle (NP)-metalated porous organic ligand (Pd NPs/POL-xantphos) has been prepared for the chemoselective decarbonylation of aldehydes. This heterogenous catalyst not only has excellent catalytic activity and chemoselectivity, but also holds high activity after 10 runs of reuse. The effective usage of this method is demonstrated through the synthesis of biofuels such as furfuryl

  一种新型的钯纳米粒子（NP）金属化的多孔有机配体（Pd NPs / POL-xantphos）已制备用于醛的化学选择性脱羰。这种多相催化剂不仅具有出色的催化活性和化学选择性，而且在重复使用10次后仍具有很高的活性。这种方法的有效使用通过合成生物燃料（例如糠醇（FFA））得到证明，该生物燃料是通过生物素衍生的5-羟基-甲基糠醛（HMF）的高化学选择性脱羰，TON达到1540。更重要的是，9-芴酮通过使用这种非均相催化剂使2-溴苯甲醛脱羰可以一步完成。

表征谱图