2-叔丁氧基四氢呋喃 | 1927-59-9

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 中文名称: 2-叔丁氧基四氢呋喃
• 英文名称: 2-tert-butoxytetrahydrofuran
• 英文别名: 2-[(2-methylpropan-2-yl)oxy]oxolane；2-t-butyloxytetrahydrofuran；2-t-butoxytetrahydrofuran
• CAS: 1927-59-9
• 化学式: C₈H₁₆O₂
• mdl: MFCD00022470
• 分子量: 144.214
• InChiKey: YUIHSLYOPKDRCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  120-125 °C
• 密度：
  0.91
• 闪点：
  49 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S37/39
• 危险类别码：
  R10,R36/37/38
• 海关编码：
  2932190090

SDS

Name:	2-Butoxytetrahydrofuran 99% Material Safety Data Sheet
Synonym:	2-Butoxytetrahydrofuran, all isomers
CAS:	1927-59-9

Section 1 - Chemical Product MSDS Name:2-Butoxytetrahydrofuran 99% Material Safety Data Sheet
Synonym:2-Butoxytetrahydrofuran, all isomers

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1927-59-9	2-Butoxytetrahydrofuran	99	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes and respiratory system.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes 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: 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.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Water may be ineffective.
Material is lighter than water and a fire may be spread by the use of water. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

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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. Remove all sources of ignition. 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. Keep away from heat and flame. Avoid breathing vapor or mist.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Containers should be dated when opened and tested periodically for the presence of peroxides. Should crystals form in a peroxidizable liquid, peroxidation may have occurred and the product should be considered extremely dangerous. In this instance, the container should only be opened remotely by professionals. All peroxidizable substances should be stored away from heat and light and be protected from ignition sources.

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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# 1927-59-9: CAS# 62987-01-3: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
Odor: benzene-like
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: .9100 g/ml
Molecular Formula: C8H16O2
Molecular Weight: 144.21

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions. Substances with similar functional groups form explosive peroxides.
Conditions to Avoid:
Light, ignition sources, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1927-59-9 unlisted.
CAS# 62987-01-3 unlisted.
LD50/LC50:
Not available.
Not available.
Carcinogenicity:
2-tert-Butoxytetrahydrofuran - Not listed by ACGIH, IARC, or NTP.
2-Butoxytetrahydrofuran - 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
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: XI
Risk Phrases:
R 36/37 Irritating to eyes and respiratory system.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 1927-59-9: No information available.
CAS# 62987-01-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1927-59-9 is not listed on Canada's Ingredient Disclosure List.
CAS# 62987-01-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1927-59-9 is not listed on the TSCA inventory.
It is for research and development use only.
CAS# 62987-01-3 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：

  2-叔丁氧基四氢呋喃 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以100%的产率得到叔丁醇
  参考文献：
  名称：

  Cerium(IV)-Mediated Synthesis of Tetrahydrofuranyl Ethers

  摘要：

  四氢呋喃与醇在三乙基铵硝酸铈的存在下反应，提供了一种方便且通用的羟基保护方法。伯醇、仲醇和叔醇的四氢呋喃基醚都以良好的收率获得。

  DOI：

  10.1055/s-1987-27903
• 作为产物：
  描述：

  四氢呋喃 、 过氧化苯甲酸叔丁酯 在 copper(I) bromide 作用下， 生成 2-叔丁氧基四氢呋喃
  参考文献：
  名称：

  Kharrat, A.; Gardrat, C.; Maillard, B., Canadian Journal of Chemistry, 1984, vol. 62, p. 2385 - 2390

  摘要：

  DOI：

文献信息

• Cyanotrimethylsilane as a versatile reagent for introducing cyanide functionality
  作者：Kiitiro Utimoto、Yukio Wakabayashi、Takafumi Horiie、Masaharu Inoue、Yuho Shishiyama、Michio Obayashi、Hitosi Nozaki

  DOI：10.1016/s0040-4020(01)88595-1

  日期：1983.1

  Cyanotrimethylsilane adds to some ⇌,β-unsaturated ketones in conjugate manner under the catalytic action of Lewis acids such as triethylaluminium, aluminium chloride, and SnCl2. Hydrolysis of the products gives β-cyano ketones which are identical to the hydrocyanated products of the starting enones. The title silicon reagent reacts with acetals and orthoesters under the catalytic action of SnCI2 or BF3-OEt2

  氰基三甲基硅烷在路易斯酸（如三乙基铝，氯化铝和SnCl 2）的催化作用下以共轭方式加成一些⇌，β-不饱和酮。产物的水解产生与起始烯酮的氢氰化产物相同的β-氰基酮。标题硅试剂在SnCl 2或BF 3 -OEt 2的催化作用下与乙缩醛和原酸酯反应，得到2-烷氧基-和2,2-二烷氧基烷基-腈。将反应应用于O-保护的β-D-呋喃呋喃糖酶，以优异的产率选择性地产生β-d-呋喃呋喃糖基氰化物。
• PPAR active compounds
  申请人：Lin Jack

  公开号：US20080249137A1

  公开（公告）日：2008-10-09

  Compounds are described that are active on at least one of PPARα, PPARδ, and PPARγ, which are useful for therapeutic and/or prophylactic methods involving modulation of at least one of PPARα, PPARδ, and PPARγ.

  描述了对至少PPARα、PPARδ和PPARγ中的一个活性的化合物，这些化合物对涉及至少PPARα、PPARδ和PPARγ中的一个的治疗和/或预防方法是有用的。
• Anticoccidials. V. Synthesis and anticoccidial activity of 2(1H)-pyrazinone 4-oxide derivatives.
  作者：MITSUHIKO MANO、TAKUJI SEO、TOSHINORI HATTORI、TATSUHIKO KANEKO、KINICHI IMAI

  DOI：10.1248/cpb.28.2734

  日期：——

  A series of 1-, 3-, 5- and 6-substituted 2(1H)-pyrazinone 4-oxides were synthesized and tested for anticoccidial activity. Of the compounds tested, 1-(β-D-ribofuranosyl)-(22), 1-(2, 3, 5-tri-O-benzoyl-β-D-ribofuranosyl)-(21) and 1-(2, 3, 5-tri-O-acetyl-β-D-ribofuranosyl)-2(1H)-pyrazinone 4-oxides (24) showed high activity.

  合成了一系列1-、3-、5-和6取代的2(1H)-吡咯啉酮4-氧化物，并测试其抗球虫活性。在测试的化合物中，1-(β-D-核糖苷)-(22)、1-(2, 3, 5-三-O-苯甲酰-β-D-核糖苷)-(21)和1-(2, 3, 5-三-O-乙酰-β-D-核糖苷)-2(1H)-吡咯啉酮4-氧化物(24)显示出较高的活性。
• Catalytic oxidation of homoallylalcohols to α-alkoxytetrahydrofurans by a Pd-Nitro complex and molecular oxygen
  作者：Tom M. Meulemans、Niklaas H. Kiers、Ben L. Feringa、Piet W.N.M.van Leeuwen

  DOI：10.1016/0040-4039(94)85079-8

  日期：1994.1

  Various homoallylalcohols were highly regioselective oxidized with molecular oxygen at the terminal carbon to afford cyclic acetals (α-alkoxytetrahydrofurans) using PdNO2Cl(CH3CN)2 as a catalyst in the presence of CuCl2 and t-butanol or isopropanol.

  在CuCl 2和叔丁醇或异丙醇的存在下，使用PdNO 2 Cl（CH 3 CN）2作为催化剂，将各种均烯丙基醇在末端碳上用分子氧高度区域选择性氧化，得到环状缩醛（α-烷氧基四氢呋喃）。
• Deplacements homolytiques intramoleculaires. 12-decomposition induite de peroxydes ethyleniques : influence de la longueur de la chaine
  作者：M.J. Bourgeois、B. Maillard、E. Montaudon

  DOI：10.1016/s0040-4020(01)82080-9

  日期：1986.1

  Products analyses of the thermolyses of the peroxides CH2=CH-(CH2)n OOtBu, , (n= 1-5) showed that an induced decomposition of occured for n=l,2,3,4. Free radical additions of THF, carbon tetrachloride, bromotrichloromethane to have been performed at lower temperature ; they allowed, through the isolation of an adduct peroxide, at least in one case for each peroxide, to prove that a two-steps mechanism

  过氧化物CH 2＝ CH-（CH 2）n OOtBu ，（n ＝ 1-5）的热解的产物分析表明，在n ＝1、2、3、4时发生了诱导的分解。THF，四氯化碳，溴三氯甲烷的自由基加成已在较低温度下进行；他们通过分离过氧化物加合物，至少在每种情况下对一种过氧化物进行了分离，证明了两步机理（自由基Z·加到双键上，分子内均质置换）参与了诱导的三价氧的分解。。可以估计这些S H i反应的速率常数的数量级。