4-羟基环己酮乙二醇缩醛 | 22428-87-1

• 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 - 有机氧化合物
• 中文名称: 4-羟基环己酮乙二醇缩醛
• 中文别名: 1,4-二噁螺[4.5]-8-癸醇；1,4-二氧螺环[4,5]癸烷-8-醇；4-羟基环己酮乙二醇缩醛, 9+%；4-羟基环己酮乙二醇缩醛, 90+%
• 英文名称: 4,4-ethylenedioxycyclohexan-1-ol
• 英文别名: 1,4-dioxaspiro[4.5]decan-8-ol；1,4-dioxaspiro[4.5]decane-8-ol
• CAS: 22428-87-1
• 化学式: C₈H₁₄O₃
• mdl: MFCD00067003
• 分子量: 158.197
• InChiKey: HKQTYQDNCKMNHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  103-104 °C(Press: 0.55 Torr)
• 密度：
  1.17±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  避免接触强氧化剂

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 海关编码：
  2932999099
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  约4℃

SDS

Name:	1 4-Dioxaspiro[4.5]decan-8-ol 98+% Material Safety Data Sheet
Synonym:	None known
CAS:	22428-87-1

Section 1 - Chemical Product MSDS Name:1 4-Dioxaspiro[4.5]decan-8-ol 98+% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
22428-87-1	1,4-Dioxaspiro[4.5]decan-8-ol	98+	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
No information found.

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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. 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:

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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. 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 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:
Avoid runoff into storm sewers and ditches which lead to waterways.
Clean up spills immediately, observing precautions in the Protective Equipment section. Absorb spill using an absorbent, non-combustible material such as earth, sand, or vermiculite. Do not use combustible materials such as sawdust. 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. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 22428-87-1: Personal Protective Equipment Eyes: Wear chemical splash goggles.
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: Viscous liquid
Color: clear colorless
Odor: alcohol-like
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
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: C8H14O3
Molecular Weight: 158.18

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, excess heat.
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# 22428-87-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,4-Dioxaspiro[4.5]decan-8-ol - 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: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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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# 22428-87-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 22428-87-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 22428-87-1 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

制备方法与用途

简介

4-羟基环己酮乙二醇缩醛又称为1,4-二氧杂螺[4.5]癸烷-8-醇，可用作有机合成中间体。该化合物可由1,4-二氧杂螺[4,5]癸烷-8-酮还原得到。

制备

将带有温度计的250ml三口瓶中加入1,4-二氧杂螺环[4.5]癸烷-8-酮（10g，64.03mmol，等当量）、甲醇（80ml），搅拌直至完全溶解。在冰水浴下分两次缓慢加入硼氢化钠（共1.21g，0.032mol，50%过量）。加毕，移除冰水浴并继续搅拌0.5小时。通过薄层层析（TLC）检测（展开剂：DCM:MeOH = 100:1，显色剂：2,4-二硝基苯肼），反应完全。随后加入40ml水，并在减压下蒸除甲醇。使用乙酸乙酯进行萃取（50+50+25+25ml），合并有机相并用无水硫酸镁干燥，抽滤后减压蒸馏得到10.02g无色液体，收率98.9%。

反应信息

• 作为反应物：
  描述：

  4-羟基环己酮乙二醇缩醛 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 1,4-环己二酮
  参考文献：
  名称：

  4-Amino-cyclohexanols, their pharmaceutical compositions and methods of

  摘要：

  新型4-氨基环己醇被配制成药物组合物，用于需要镇痛治疗的哺乳动物。

  公开号：

  US04366172A1
• 作为产物：
  描述：

  1,4-dioxaspiro[4.5]decan-8-yl acetate 在 diethylzinc 、 lithium chloride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 14.0h， 以98%的产率得到4-羟基环己酮乙二醇缩醛
  参考文献：
  名称：

  轻度条件下高效高效的锌选择性化学催化的锌氢化硅烷化

  摘要：

  使用二乙基锌作为催化剂，已开发出一种温和而高效的催化氢化硅烷化方案，可用于室温酯的还原。该方法操作简单，显示出较高的官能团耐受性，并且可以轻松获得各种不同醇的高收率。

  DOI：

  10.1002/chem.201406176
• 作为试剂：
  描述：

  硼氢化钠 、 甲醇 、 1,4-环己二酮单乙二醇缩酮 在 甲醇 、 乙酸乙酯 、 magnesium sulfate 、 4-羟基环己酮乙二醇缩醛 作用下， 以 水 为溶剂， 以to give 1,4-dioxaspiro[4.5]decan-8-ol (compound 35-1), which的产率得到4-羟基环己酮乙二醇缩醛
  参考文献：
  名称：

  PYRIMIDINES AS SODIUM CHANNEL BLOCKERS

  摘要：

  本公开提供式（I）的取代嘧啶化合物，以及其药学上可接受的盐、前药和溶剂化物，其中A1、X、A2、W1、W2、E、Z和R4的定义如规范中所述。本公开还涉及使用式（I）的化合物治疗对钠通道阻滞响应的疾病。本公开的化合物特别适用于治疗疼痛。

  公开号：

  US20140303139A1

文献信息

• [EN] ACC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE L'ACC ET UTILISATIONS ASSOCIÉES
  申请人：GILEAD APOLLO LLC

  公开号：WO2017075056A1

  公开（公告）日：2017-05-04

  The present invention provides compounds I and II useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.

  本发明提供了化合物I和II，这些化合物可用作乙酰辅酶A羧化酶（ACC）的抑制剂，以及它们的组合物和使用方法。
• [EN] METHODS OF TREATMENT OF AMYLOIDOSIS USING ASPARTYL-PROTEASE INIHIBITORS<br/>[FR] PROCEDES DE TRAITEMENT D'AMYLOIDOSE UTILISANT DES INHIBITEURS DE PROTEASE ASPARTYLE
  申请人：ELAN PHARM INC

  公开号：WO2005070407A1

  公开（公告）日：2005-08-04

  The invention relates to acetyl 2-hydroxy-1,3-diaminospirocyclohexanes and derivatives thereof that are useful in treating diseases, disorders, and conditions associated with amyloidosis. Amyloidosis refers to a collection of diseases, disorders, and conditions associated with abnormal deposition of A-beta protein.

  这项发明涉及乙酰2-羟基-1,3-二氨基螺环己烷及其衍生物，可用于治疗与淀粉样变性相关的疾病、疾病和症状。淀粉样变性是指与A-beta蛋白异常沉积相关的一系列疾病、疾病和症状。
• [EN] MERTK DEGRADERS AND USES THEREOF<br/>[FR] AGENTS DE DÉGRADATION DE MERTK ET LEURS UTILISATIONS
  申请人：KYMERA THERAPEUTICS INC

  公开号：WO2020010210A1

  公开（公告）日：2020-01-09

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用相同的方法。
• An air and moisture tolerant iminotrihydroquinoline-ruthenium(<scp>ii</scp>) catalyst for the transfer hydrogenation of ketones
  作者：Jiaoyan Li、Yingmiao Ma、Zheng Wang、Qingbin Liu、Gregory A. Solan、Yanping Ma、Wen-Hua Sun

  DOI：10.1039/c8dt01919c

  日期：——

  with RuCl2(PPh3)3 at room temperature affords the ruthenium(II) chelate (8-NH2-C9H10N)RuCl2(PPh3)2 (E), in which the two triphenylphosphine ligands are disposed mutually cis. By contrast, when the reaction is performed at reflux ligand oxidation/dehydrogenation occurs along with cis–trans reorganization of the triphenylphosphines to form the 8-imino-5,6,7-trihydroquinoline-ruthenium(II) complex, (8

  8-氨基-5,6,7,8-四氢喹啉在室温下与RuCl 2（PPh 3）3反应得到钌（II）螯合物（8-NH 2 -C 9 H 10 N）RuCl 2（PPh 3）2（E），其中两个三苯基膦配体相互顺式排列。相反，当反应在回流条件下进行时，配体会发生氧化/脱氢以及三苯基膦的顺式-反式重组，形成8-亚氨基-5,6,7-三氢喹啉-钌（II）络合物，（8-NH C9 H 9 N）RuCl 2（PPh 3） 2（ F）。通过单独加热E溶液至回流，也可以高收率获得配合物F。它们的分子结构比较突出了F中的二齿亚胺配体比E中的含胺对应物优越的结合性能。两种络合物在多种烷基-，芳基-和环烷基的酮的转移氢化中非常有效，从而提供其相应的仲醇，其负载量低至0.1 mol％。明显地， F即使在与空气接触的反应釜中，即使是台式质量的2-丙醇也可以提供出色的转化率，而E的催化效率会因空气的存在而降低，但只能在惰性条件下有效地操作。
• [EN] THERAPEUTIC COMPOUNDS AND COMPOSITIONS<br/>[FR] COMPOSÉS ET COMPOSITIONS THÉRAPEUTIQUES
  申请人：AGIOS PHARMACEUTICALS INC

  公开号：WO2014139325A1

  公开（公告）日：2014-09-18

  Compounds of general formula (I) and compositions comprising compounds of general formula (I) that modulate pyruvate kinase are described herein. Also described herein are methods of using the compounds that modulate pyruvate kinase in the treatment of diseases.

  本文描述了一般式（I）化合物和包含调节丙酮酸激酶的一般式（I）化合物的组合物。本文还描述了利用调节丙酮酸激酶的这些化合物治疗疾病的方法。