3-乙基-3-甲基戊二酸酐 | 6970-57-6

• 物质功能分类: 化学试剂 - 有机试剂 - 脂肪酸
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 3-乙基-3-甲基戊二酸酐
• 英文名称: 3-ethyl-3-methylglutaric anhydride
• 英文别名: 3-ethyl-3-methyl-pentanedioic acid anhydride；3-ethyl-3-methyl-glutaric acid-anhydride；3-Aethyl-3-methyl-glutarsaeure-anhydrid；4-ethyldihydro-4-methyl-2H-pyran-2,6(3H)-dione；4-ethyl-4-methyl-dihydro-pyran-2,6-dione；4-ethyl-4-methyloxane-2,6-dione
• CAS: 6970-57-6
• 化学式: C₈H₁₂O₃
• mdl: MFCD00006685
• 分子量: 156.181
• InChiKey: VSVZSLYJGKSCBI-UHFFFAOYSA-N

物化性质

• 沸点：
  185 °C20 mm Hg(lit.)
• 密度：
  1.058 g/mL at 25 °C(lit.)
• 闪点：
  203 °F

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25,S26,S37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2917190090

SDS

Name:	3-Ethyl-3-methylglutaric anhydride 97% Material Safety Data Sheet
Synonym:	None
CAS:	6970-57-6

Section 1 - Chemical Product MSDS Name:3-Ethyl-3-methylglutaric anhydride 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6970-57-6	3-ethyl-3-methylglutaric anhydride	97	230-194-4

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.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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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. Do NOT use mouth-to-mouth resuscitation.
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.
Extinguishing Media:
Do NOT get water inside containers. Use water spray, dry chemical, carbon dioxide, or appropriate 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. Provide ventilation. Do not get water inside containers.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use with adequate ventilation. Do not allow contact with water. Keep from contact with moist air and steam.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. 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 ventilation to keep airborne concentrations low.
Exposure Limits CAS# 6970-57-6: 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:
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: after melting, clear colorless
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 185 deg C @ 20.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: 95 deg C ( 203.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: May decompose.
Specific Gravity/Density: 1.0580g/cm3
Molecular Formula: C8H12O3
Molecular Weight: 156.18

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions. May decompose on exposure to moist air or water.
Conditions to Avoid:
Incompatible materials, moisture, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents, acids, bases, moisture, water.
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# 6970-57-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-ethyl-3-methylglutaric anhydride - 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 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 6970-57-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6970-57-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6970-57-6 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-乙基-3-甲基戊二酸酐 在 氨 作用下， 生成 贝美格
  参考文献：
  名称：

  Benica; Wilson, Journal of the American Pharmaceutical Association (1912), 1950, vol. 39, p. 451,453

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙基-3-甲基戊二酸 以 乙酸酐 为溶剂， 反应 3.5h， 生成 3-乙基-3-甲基戊二酸酐
  参考文献：
  名称：

  Dioxocyclohexane carboxylic acid phenyl amide derivatives for modulating voltage-gated potassium channels and pharmaceutical compositions containing the same

  摘要：

  二氧环己烷羧酸苯胺衍生物，其通式为(I)的化合物或其互变异构体或其药学上可接受的盐，以及含有这些化合物的药物组合物被提供：这些二氧环己烷羧酸苯胺衍生物可用于治疗与一个或多个Kv1.1电压门控钾通道异常调节相关的多种病症。

  公开号：

  US20060014826A1

文献信息

• N-acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020055631A1

  公开（公告）日：2002-05-09

  N-Benzoyl arylsulfonamides having the formula 1 are BCL-Xl inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-Xl inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-Xl抑制剂，有助于促进细胞凋亡。还公开了BCL-Xl抑制组合物和在哺乳动物中促进细胞凋亡的方法。
• N-Acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020086887A1

  公开（公告）日：2002-07-04

  N-Benzoyl arylsulfonamides having the formula 1 Are BCL-X1 inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-X1 inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-X1抑制剂，有助于促进细胞凋亡。还公开了BCL-X1抑制组合物和在哺乳动物中促进细胞凋亡的方法。
• Anti-AIDS Agents. 34. Synthesis and Structure−Activity Relationships of Betulin Derivatives as Anti-HIV Agents
  作者：I-Chen Sun、Hui-Kang Wang、Yoshiki Kashiwada、Jing-Kang Shen、L. Mark Cosentino、Chin-Ho Chen、Li-Ming Yang、Kuo-Hsiung Lee

  DOI：10.1021/jm980391g

  日期：1998.11.1

  followed by 3',3'-tetramethylene glutaryl derivatives (10 > 9 > 11 > 12, 18 > 17 > 19 > 20). The most potent compound, 10, has two 3',3'-dimethylglutaryl groups and displays significant anti-HIV potency with an EC50 value of 0.000 66 microM and a TI of 21 515. Results for compounds (22 and 23) without a C-3 acyl group confirmed the importance of the C-3 acyl group to the anti-HIV effect. With 3',3'-tetramethylene

  琥珀酰和3'-取代的戊二酰桦木酚衍生物比二氢白桦木衍生物具有更强的抗HIV活性和更高的治疗指数（TI）值，比率为1.2：1至15：1（参见7和15、9、17、10和10）和18、11和19，以及12和20）。对于各种3'-取代的戊二酰化合物，从强抑制到弱抑制的抗HIV效应顺序为3'，3'-二甲基，3'-甲基，3'-乙基-3'-甲基，然后是3 '，3'-四亚甲基戊二酰芳基衍生物（10> 9> 11> 12、18> 17> 19> 20）。最有效的化合物10具有两个3'，3'-二甲基戊二烯基，并显示出显着的抗HIV效能，EC50值为0.000 66 microM，TI为21515。没有C-3酰基的化合物（22和23）的结果证实了C-3酰基对抗HIV作用的重要性。使用3'，3'-四亚甲基戊二酰戊二烯衍生物，三酰基29显示出比二酰基12更强的抑制作用；相反，3'，3'-二甲基戊二烯基化合物显示相反的结果。3-酮化合物（35和36）和2
• Anti-AIDS Agents. 30. Anti-HIV Activity of Oleanolic Acid, Pomolic Acid, and Structurally Related Triterpenoids
  作者：Yoshiki Kashiwada、Hui-Kang Wang、Tsuneatsu Nagao、Susumu Kitanaka、Ichiro Yasuda、Toshihiro Fujioka、Takashi Yamagishi、L. Mark Cosentino、Mutsuo Kozuka、Hikaru Okabe、Yasumasa Ikeshiro、Chang-Qi Hu、Eric Yeh、Kuo-Hsiung Lee

  DOI：10.1021/np9800710

  日期：1998.9.1

  with an IC50 value of 21.8 microg/mL [therapeutic index (T. I.) 12.8]. Pomolic acid, isolated from R. woodsii and H. capitata, was also identified as an anti-HIV agent (EC50 1.4 microg/mL, T. I. 16.6). Although ursolic acid did show anti-HIV activity (EC50 2.0 microg/mL), it was slightly toxic (IC50 6.5 microg/mL, T. I. 3.3). A new triterpene (11) was also isolated from the CHCl3-soluble fraction of

  齐墩果酸（1）已从多种植物中鉴定为抗HIV成分，包括蔷薇木（叶子），甘蓝Prosopis glandulosa（叶子和嫩枝），杜鹃花（整个植物），蒲桃（叶子），Hyptis capitata（整个植物） ）和Ternstromia Gymnanthera（空中部分）。它抑制EC-1值为1.7 microg / mL的急性感染H9细胞中的HIV-1复制，并抑制IC50值为21.8 microg / mL的H9细胞生长[治疗指数（TI）12.8]。分离自伍兹木和人参中的波摩尔酸也被鉴定为抗HIV药物（EC50为1.4 microg / mL，TI 16.6）。尽管熊果酸确实显示出抗HIV活性（EC50为2.0微克/毫升），但毒性微弱（IC50为6.5微克/毫升，TI 3.3）。还从伍德氏木。的CHCl3可溶级分中分离出了新的三萜（11），尽管它没有显示抗HIV活性。通过光谱检查确定11的结构为
• Highly diastereoselective desymmetrisation of cyclic meso-anhydrides and derivatisation for use in natural product synthesis
  作者：Amanda C. Evans、Deborah A. Longbottom、Masato Matsuoka、John E. Davies、Richard Turner、Vilius Franckevičius、Steven V. Ley

  DOI：10.1039/b813494d

  日期：——

  A new and efficient desymmetrisation of succinic and glutaric cyclic meso-anhydrides is described, providing excellent yields and diastereoselectivities in most cases. Derivatisation of the desymmetrised products is demonstrated by their conversion into mono-protected 1,4-diols. General synthetic utility of the method is established by its application towards a key fragment in the total synthesis of the immunosuppressant antitumour natural product, rapamycin.

  本文描述了琥珀酸和谷氨酸环状内消旋酐的一种新的高效去对称化方法，在大多数情况下提供了优异的产率和非对映选择性。通过将去对称化产物转化为单保护的1,4-二醇，展示了它们的衍生化能力。通过该方法在免疫抑制抗肿瘤天然产物雷帕霉素的全合成中关键片段的应用，证明了其普遍的合成实用性。

表征谱图