1,2-环氧-2-甲基丁烷 | 30095-63-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 1,2-环氧-2-甲基丁烷
• 中文别名: 1,2-环氧基-2-甲基丁烷
• 英文名称: 2-ethyl-2-methyloxirane
• 英文别名: rac-1,2-epoxy-2-methylbutane；2-methyl-1,2-epoxybutane；1,2-Epoxy-2-methyl-butan
• CAS: 30095-63-7
• 化学式: C₅H₁₀O
• mdl: MFCD00046998
• 分子量: 86.1338
• InChiKey: QZXUQPKFNQQQAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  79 °C (740 mmHg)
• 密度：
  0.825
• 闪点：
  -12 °C
• 保留指数：
  633;634;634;633.3;633.7;634;646
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S16,S26,S36/37/39
• 危险类别码：
  R36/37/38,R11
• 海关编码：
  2910900090
• 储存条件：
  存放在阴凉干燥处即可。

SDS

Name:	1 2-Epoxy-2-methylbutane Material Safety Data Sheet
Synonym:	2-Ethyl-2-methyloxirane-alpha-Methyl-alpha-ethylethylene oxide
CAS:	30095-63-7

Section 1 - Chemical Product MSDS Name:1 2-Epoxy-2-methylbutane Material Safety Data Sheet
Synonym:2-Ethyl-2-methyloxirane-alpha-Methyl-alpha-ethylethylene oxide

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
30095-63-7	1,2-Epoxy-2-methylbutane	98	250-046-2

Hazard Symbols: XI F
Risk Phrases: 11 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Irritating to eyes, respiratory system and skin.Moisture sensitive.Highly flammable.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
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. Ingestion of large amounts may cause CNS depression.
Inhalation:
Causes respiratory tract irritation. Aspiration may lead to pulmonary edema. May be harmful if inhaled. Vapors may cause dizziness or suffocation. May cause burning sensation in the chest.
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. 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. Vapors may form an explosive mixture with air.
Vapors can travel to a source of ignition and flash back. 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. Flammable liquid and vapor. Will be easily ignited by heat, sparks or flame.
Containers may explode if exposed to fire. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Water may spread fire. Use carbon dioxide or dry chemical. DO NOT USE WATER! Do NOT get water inside containers.

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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. Use a spark-proof tool. Provide ventilation. Do not get water inside containers. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Avoid ingestion and inhalation.
Use with adequate ventilation. Wash clothing before reuse. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep from contact with moist air and steam.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container. Flammables-area. Store protected from moisture.

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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 general or local explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 30095-63-7: 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: Clear liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 79.5 deg C @ 740mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: -12 deg C ( 10.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C5H10O
Molecular Weight: 86.13

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Moisture sensitive.
Conditions to Avoid:
Ignition sources, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
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# 30095-63-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,2-Epoxy-2-methylbutane - 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: FLAMMABLE LIQUID, N.O.S.*
Hazard Class: 3
UN Number: 1993
Packing Group: II
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing Group: II
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI F
Risk Phrases:
R 11 Highly flammable.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 30095-63-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 30095-63-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 30095-63-7 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：

  1,2-环氧-2-甲基丁烷 在 chromium(VI) oxide 作用下， 生成 4-甲基-3-己酮
  参考文献：
  名称：

  Fourneau; Tiffeneau, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1907, vol. 145, p. 437

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基-丁烯 在 tert-butylperoxyl radical 作用下， 以 gas 为溶剂， 生成 1,2-环氧-2-甲基丁烷
  参考文献：
  名称：

  气相中氧化自由基的反应。第15部分。叔丁基过氧自由基与烯烃的反应

  摘要：

  研究了反式-2,2'-偶氮异丁烷与某些脂肪族烯烃混合物的光氧化反应，其反应温度为313至393K。叔丁基过氧自由基与乙烯，2-甲基丙烯，2-甲基丁-1的反应速率常数-烯，2-甲基丁-2-烯和2,3-二甲基丁-2-烯已在393 K下确定。已确定了反应（22）的阿累尼乌斯参数，用于2-甲基丁，但[图解省略] +（CH 3）3 CO 2 ·→[省略图示] +（CH 3）3 CO·（22）2-烯和2,3-二甲基丁-2-烯。它们是8.16±0.38和8.58±0.61的log（A 22 / dm 3 mol –1 S –1）和E22 / kJ mol –1分别为56.6±2.4和48.7±4.1。将在这项工作中获得的数据与从氢过氧基，甲基过氧基和异丙基过氧自由基系列获得的数据进行比较，并与烯烃与过乙酰基之间的加成反应获得的速率数据进行比较。

  DOI：

  10.1039/p29840001869

文献信息

• [EN] SYSTEMS AND METHODS FOR REGIOSELECTIVE CARBONYLATION OF 2,2-DISUBSTITUTED EPOXIDES<br/>[FR] SYSTÈMES ET PROCÉDÉS DE CARBONYLATION RÉGIOSÉLECTIVE D'ÉPOXYDES 2,2-DISUBSTITUÉS
  申请人：UNIV CORNELL

  公开号：WO2020102816A1

  公开（公告）日：2020-05-22

  Provided are methods of carbonylating cyclic substrates to produce carbonyl ated cyclic products. The cyclic substrates may be 2, 2-di substituted epoxides and the cyclic products may be β,β-di substituted lactones. The method may be carried out by forming and pressurizing a reaction mixture of the cyclic substrate, a solvent, carbon monoxide, and a [LA+][CO(CO)4-] catalyst, where [LA+] is a Lewis acid capable of coordinating to the cyclic substrate. The method may proceed with a regioselectivity of 90:10 or greater. The resulting carbonylated cyclic products may be converted to ketone aldol products that retain the stereochemistry and enantiomeric ratio of the carbonyl ated cyclic products.

  提供了一种将环状底物羰基化以产生羰基化环状产物的方法。环状底物可以是2,2-二取代环氧化物，环状产物可以是β,β-二取代内酯。该方法可以通过形成并加压环状底物、溶剂、一氧化碳和[LA+][CO(CO)4-]催化剂的反应混合物来进行，其中[LA+]是能够与环状底物配位的路易斯酸。该方法可能以90:10或更高的区域选择性进行。所得的羰基化环状产物可以转化为保留羰基化环状产物的立体化学和对映比的酮醇产物。
• Reactivity and kinetic–mechanistic studies of regioselective reactions of rhodium porphyrins with unactivated olefins in water that form β-hydroxyalkyl complexes and conversion to ketones and epoxides
  作者：Jiadi Zhang、Bradford B. Wayland、Lin Yun、Shan Li、Xuefeng Fu

  DOI：10.1039/b912219b

  日期：——

  β-hydroxyalkyl rhodium porphyrin complexes which are formed by reactions of terminal alkenes with tetra(p-sulfonatophenyl)porphyrin rhodium(III) complex. The β-hydroxyalkyl rhodium porphyrin complexes in water undergo β-C–H elimination to produce ketones in aqueous pH 9.0 solutions and O–H deprotonation in KOH/DMSO solutions resulting in the rapid and quantitative intramolecular nucleophilic displacement to form

  本文报道了β-羟烷基铑卟啉配合物的中间作用，将未活化的烯烃选择性氧化为酮和环氧化物，这是由末端烯烃与 四（对-磺基苯基）卟啉铑（III）复杂的。β-羟烷基铑卟啉配合物水 在pH 9.0的水溶液中进行β-C–H消除以生成酮，并在pH值为9.0的条件下将O–H去质子化 酸值/二甲基亚砜 溶液导致分子内亲核分子迅速，定量地置换形成1,2-环氧烷烃。
• Reactions of oxygenated radicals in the gas phase. Part 7. Reactions of methylperoxyl radicals and alkenes
  作者：David A. Osborne、David J. Waddington

  DOI：10.1039/p29800000925

  日期：——

  The reactions of methylperoxyl radicals with alkenes have been studied between 373 and 403 K. The peroxyl radicals were generated by the oxidation of di-t-butyl peroxide. Arrhenius parameters for reaction (18) have been CH3O2·+CC→ [graphic omitted] + CH3O·(18) determined for 2-methylbut-1-ene, 2-methylbut-2-ene, and 2,3-dimethylbut-2-ene. They are log(A18/dm3 mol–1 s–1)= 8.60 ± 0.72,8.16 ± 0.49, and

  甲基过氧自由基与烯烃的反应已在373至403 K之间进行了研究。过氧自由基是由过氧化二叔丁基氧化而产生的。反应（18）的阿累尼乌斯参数为CH 3 O 2 ·+ C C → [省略的图形] + CH 3 O·（18）对于2-甲基丁-1-烯，2-甲基丁-2-烯和2确定，3-二甲基丁-2-烯。它们是log（A 18 / dm 3 mol –1 s –1）= 8.60±0.72,8.16±0.49和8.14±0.32，E 18 = 52.8± 5.4、42.4 ±3.6和36.4±2.8 kJ mol –1， 分别。
• Regioselective Carbonylation of 2,2-Disubstituted Epoxides: An Alternative Route to Ketone-Based Aldol Products
  作者：Aran K. Hubbell、Anne M. LaPointe、Jessica R. Lamb、Geoffrey W. Coates

  DOI：10.1021/jacs.8b12286

  日期：2019.2.13

  report the regioselective carbonylation of 2,2-disubstituted epoxides to β,β-disubstituted β-lactones. Mechanistic studies revealed epoxide ring-opening as the turnover limiting step, an insight that facilitated the development of improved reaction conditions using weakly donating, ethereal solvents. A wide range of epoxides can be carbonylated to β-lactones, which are subsequently ring-opened to produce

  我们报告了 2,2-二取代环氧化物到 β,β-二取代 β-内酯的区域选择性羰基化。机理研究表明，环氧化物开环是周转限制步骤，这一见解有助于使用弱供体的醚溶剂开发改进的反应条件。广泛的环氧化物可以羰基化为 β-内酯，随后开环产生基于酮的醛醇加合物，为 Mukaiyama 醛醇反应提供替代方案。对映纯的环氧化物被证明经过羰基化/开环过程并保留立体化学以形成对映纯的 β-羟基酯。
• Biocatalytic and Structural Properties of a Highly Engineered Halohydrin Dehalogenase
  作者：Marcus Schallmey、Robert J. Floor、Bernhard Hauer、Michael Breuer、Peter A. Jekel、Hein J. Wijma、Bauke W. Dijkstra、Dick B. Janssen

  DOI：10.1002/cbic.201300005

  日期：2013.5.10

  Synergistic mutations: A halohydrin dehalogenase with 37 mutations and improved catalytic properties for statin side chain synthesis has been biochemically characterized. Crystal structures with different ligands in the active site give insight into the way in which individual mutations contribute to enhanced stability and faster cyanolysis of epoxides and illustrate the importance of synergistic mutations

  协同突变：具有生化特性的卤化氢脱卤酶具有37个突变，并具有改善的他汀类侧链合成的催化性能。活性位点中具有不同配体的晶体结构使人们洞悉单个突变有助于增强环氧化物的稳定性和更快地氰基分解的方式，并说明了协同突变在定向进化中的重要性。

表征谱图