DL-1-(2,5-二甲氧基-2,5-二氢呋喃-2-基)乙醇 | 33647-67-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: DL-1-(2,5-二甲氧基-2,5-二氢呋喃-2-基)乙醇
• 英文名称: 1-(2,5-dimethoxy-2,5-dihydrofuran-2-yl)ethanol from 2-Acetylfuran
• 英文别名: 1-(2,5-dihydro-2,5-dimethoxyfuran-2-yl)ethanol；1-(2,5-dihydro-2,5-dimethoxy-2-furyl)ethanol；1-(2,5-dimethoxy-2,5-dihydro-furan-2-yl)-ethanol；1-(2,5-dimethoxy-2,5-dihydro-[2]furyl)-ethanol；1-(2,5-Dimethoxy-2,5-dihydro-[2]furyl)-aethanol；1-(2,5-Dimethoxy-2,5-dihydrofuran-2-yl)ethanol；1-(2,5-dimethoxy-2H-furan-5-yl)ethanol
• CAS: 33647-67-5
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: OHXZDCYIALCSNL-UHFFFAOYSA-N

物化性质

• 沸点：
  64-68 °C (1 mmHg)
• 密度：
  1.1699 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2932190090

SDS

Name:	(1S)-1-(2 5-Dimethoxy-2 5-dihydrofuran-2-yl)ethanol 98% Material Safety Data Sheet
Synonym:	(1S)-2,5-Dihydro-2,5-dimethoxy-alpha-methyl-2-furanmethanol.
CAS:	33647-67-5

Section 1 - Chemical Product MSDS Name:(1S)-1-(2 5-Dimethoxy-2 5-dihydrofuran-2-yl)ethanol 98% Material Safety Data Sheet
Synonym:(1S)-2,5-Dihydro-2,5-dimethoxy-alpha-methyl-2-furanmethanol.

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
33647-67-5	(1S)-1-(2,5-Dimethoxy-2,5-dihydrofuran	98	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 be harmful if absorbed through the skin.
Ingestion:
May be harmful if swallowed.
Inhalation:
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.
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 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 tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 33647-67-5: CAS# 236408-20-1: 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: 72 - 76 deg C @ 1.5 mm Hg
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: C8H14O4
Molecular Weight: 174.20

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Not available.
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# 33647-67-5 unlisted.
CAS# 236408-20-1 unlisted.
LD50/LC50:
Not available.
Not available.
Carcinogenicity:
DL-1-(2,5-Dimethoxy-2,5-dihydrofuran-2-yl)ethanol - Not listed by ACGIH, IARC, or NTP.
(1S)-1-(2,5-Dimethoxy-2,5-dihydrofuran-2-yl)ethanol - 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# 33647-67-5: No information available.
CAS# 236408-20-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 33647-67-5 is not listed on Canada's Ingredient Disclosure List.
CAS# 236408-20-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 33647-67-5 is not listed on the TSCA inventory.
It is for research and development use only.
CAS# 236408-20-1 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：

  DL-1-(2,5-二甲氧基-2,5-二氢呋喃-2-基)乙醇 反应 2.0h， 以26%的产率得到2-乙酰基呋喃
  参考文献：
  名称：

  Smigielski; Kaminska; Gora, Polish Journal of Chemistry, 2003, vol. 77, # 3, p. 369 - 371

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-1-(2-呋喃基)乙醇 以95%的产率得到
  参考文献：
  名称：

  TORII S.; TANAKA H.; ANODA T.; SIMIZU Y., CHEM. LETT. 1976, NO 5, 495-498

  摘要：

  DOI：

文献信息

• RUTHENIUM HYDRIDE-CATALYZED DOUBLE BOND MIGRATION OF 2,5-DIMETHOXY-2,5-DIHYDROFURANS. A NEW PROCESS FOR THE PREPARATION OF γ-KETOESTERS
  作者：Kenji Hirai、Hiroharu Suzuki、Hiroshi Kashiwagi、Yoshihiko Moro-Oka、Tsuneo Ikawa

  DOI：10.1246/cl.1982.23

  日期：1982.1.5

  γ-Ketoesters are obtained in excellent yields by means of double bond migration of 2,5-dimethoxy-2,5-dihydrofurans mediated by a ruthenium hydride complex, HRuCl(PPh3)3(C6H5CH3) or HRuCl(CO)(PPh3)3′ and subsequent hydrolysis in acidic media.

  γ-酮酯通过以铑氢化合物 HRuCl(PPh3)3(C6H5CH3) 或 HRuCl(CO)(PPh3)3 为催化剂的 2,5-二甲氧基-2,5-二氢呋喃的双键迁移反应获得，随后在酸性介质中水解，产率极高。
• Development of a Novel Environmentally Friendly Electrolytic System by Using Recyclable Solid-Supported Bases for In Situ Generation of a Supporting Electrolyte from Methanol as a Solvent: Application for Anodic Methoxylation of Organic Compounds
  作者：Toshiki Tajima、Toshio Fuchigami

  DOI：10.1002/chem.200500340

  日期：2005.10.21

  friendly electrolytic system using recyclable solid-supported bases for in situ generation of a supporting electrolyte from methanol as a solvent. It was found that solid-supported bases are electrochemically inactive at an electrode surface. It was also found that solid-supported bases dissociate methanol into methoxide anions and protons. Therefore, in the presence of solid-supported bases, it was

  我们已经成功开发了一种新型的环保电解系统，该系统使用可回收的固体负载型碱，用于以甲醇为溶剂原位生成支持电解质。已发现固体负载的碱在电极表面上是电化学惰性的。还发现固体负载的碱将甲醇分解成甲醇根阴离子和质子。因此，在存在固体负载的碱的情况下，已经明确了甲醇既是溶剂又是原位生成的支持电解质。用固体负载的碱对各种化合物进行阳极甲氧基化，以提供良好至极佳收率的相应甲氧基化产物，只有少数例外。甲氧基化产物和固体负载的碱仅通过过滤即可轻松分离，只需浓缩滤液就可以很容易地分离出所需的纯甲氧基化产物。分离并回收的固体负载的碱可循环使用几次。
• Electroorganic Synthesis of 2,5-Dialkoxydihydrofurans and Pyridazines on Solid Phase Using Polymer Beads as Supports
  作者：Rolf Breinbauer、Sukanya Nad

  DOI：10.1055/s-2005-918493

  日期：——

  by the use of a redox mediator which shuttles electrons from the electrode to the polymer bound substrate molecules. This approach of indirect electroorganic synthesis was successfully applied for the 2,5-dialkoxylation of furans on solid phase. The oxidation products can be hydroly/ed and through condensation with hydrazine hydrate substituted pyridazines are produced in 50-65% overall yield.

  迄今为止，有机电合成在固相有机合成 (SPOS) 中的应用尚不成熟。通常，超过 99.9% 的固定在聚合物载体上的底物分子埋在珠子的内部，因此无法与电极等异质试剂直接接触。这种电化学反应的内在障碍可以通过使用氧化还原介体来克服，该介体将电子从电极穿梭到聚合物结合的底物分子。这种间接有机电合成方法成功地应用于固相呋喃的 2,5-二烷氧基化。氧化产物可以被水解/并通过与水合肼缩合以50-65％的总产率产生取代哒嗪。
• Nedenskov et al., Acta Chemica Scandinavica (1947), 1955, vol. 9, p. 17,20
  作者：Nedenskov et al.

  DOI：——

  日期：——
• Sammes, Peter G.; Thetford, Dean, Journal of the Chemical Society. Perkin transactions I, 1988, p. 111 - 124
  作者：Sammes, Peter G.、Thetford, Dean

  DOI：——

  日期：——