4-氯-3-氧代丁酸异丙酯 | 41051-20-1

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 4-氯-3-氧代丁酸异丙酯
• 英文名称: 4-chloroacetoacetic acid isopropyl ester
• 英文别名: 4-chloro-3-oxo-butyric acid isopropyl ester；isopropyl 2-(2-chloroacetyl)acetate；isopropyl (2-chloroaceto)acetate；isopropyl 4-chloroacetoacetate；2-propyl 4-chloro-3-oxo-butanoic acid ester；α-chloroacetoacetic acid isopropyl ester；propan-2-yl 4-chloro-3-oxobutanoate
• CAS: 41051-20-1
• 化学式: C₇H₁₁ClO₃
• mdl: MFCD00052189
• 分子量: 178.616
• InChiKey: GSNGPDOWIOPXDR-UHFFFAOYSA-N

物化性质

• 沸点：
  65 °C
• 密度：
  1.152

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 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：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/38

SDS

Name:	Isopropyl 4-chloro-3-oxobutanoate tech Material Safety Data Sheet
Synonym:	Isopropyl 4-chloroacetoacetat
CAS:	41051-20-1

Section 1 - Chemical Product MSDS Name:Isopropyl 4-chloro-3-oxobutanoate tech Material Safety Data Sheet
Synonym:Isopropyl 4-chloroacetoacetat

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
41051-20-1	Isopropyl 4-chloro-3-oxobutanoate		unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
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. 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.
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 cool, dry place. Store in a tightly closed container.

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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# 41051-20-1: 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 - pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 65 deg C @25mmHg
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: 1.152
Molecular Formula: C7H11ClO3
Molecular Weight: 179

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, bases.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 41051-20-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Isopropyl 4-chloro-3-oxobutanoate - 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: TOXIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
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# 41051-20-1: No information available.
Canada
CAS# 41051-20-1 is listed on Canada's NDSL List.
CAS# 41051-20-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 41051-20-1 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氯-3-氧代丁酸异丙酯 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 i-propyl 4-chloro-3-hydroxybutyrate
  参考文献：
  名称：

  One-Way Biohydrogen Transfer for Oxidation of sec-Alcohols

  摘要：

  Quasi-irreversible oxidation of sec4cohols was achieved via biocatalytic hydrogen transfer reactions using alcohol dehydrogenases employing selected ketones as hydrogen acceptors, which can only be reduced but not oxidized. Thus, only 1 equiv of oxidant was required instead of a large excess. For the oxidation of both isomers of methylcarbinols a single nonstereoselective short-chain dehydrogenase/reductase from Sphingobium yanoikuyae was identified and overexpressed in E. coli.

  DOI：

  10.1021/ol800549f
• 作为产物：
  描述：

  5-(2-chloro-1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 以 异丙醇 为溶剂， 反应 3.0h， 以27%的产率得到4-氯-3-氧代丁酸异丙酯
  参考文献：
  名称：

  [EN] 2-AMINO-1,3,4-THIADIAZINE AND 2-AMINO-1,3,4-OXADIAZINE BASED ANTIFUNGAL AGENTS
  [FR] AGENTS ANTIFONGIQUES À BASE DE 2-AMINO-1,3,4-THIADIAZINE ET DE 2-AMINO-1,3,4-OXADIAZINE

  摘要：

  该发明提供了一种化合物，其为式(I)的二氮杂环化合物或其互变异构体，或其药学上可接受的盐，用作抗真菌剂：(I)其中X、N'、C'、A和E如本文所定义。该发明还提供了一种如本文所定义的式(I)的化合物。

  公开号：

  WO2017009651A1

文献信息

• Biocatalytic deuterium- and hydrogen-transfer using over-expressed ADH-‘A’: enhanced stereoselectivity and²H-labeled chiral alcohols
  作者：Klaus Edegger、Christian C. Gruber、Tina M. Poessl、Sabine R. Wallner、Iván Lavandera、Kurt Faber、Frank Niehaus、Juergen Eck、Reinhold Oehrlein、Andreas Hafner、Wolfgang Kroutil

  DOI：10.1039/b602487d

  日期：——

  Employing the over-expressed highly organic solvent tolerant alcohol dehydrogenase ADH-‘A’ from Rhodococcus ruber DSM 44541, versatile building blocks, which were not accessible by the wild type catalyst, were obtained in > 99% e.e.; furthermore, employing d8-2-propanol as deuterium source, stereoselective biocatalytic deuterium transfer was made feasible to furnish enantiopure deuterium labeled sec-alcohols on a preparative scale employing a single enzyme.

  利用来自红球菌DSM 44541的高度有机溶剂耐受性乙醇脱氢酶ADH-“A”进行过量表达，获得了通过野生型催化剂无法获得的多种高效构件，其对映体纯度超过99%；此外，采用d8-2-丙醇作为氘源，实现了利用单一酶在制备规模上进行立体选择性生物催化氘转移，从而制备了手性纯氘标记的二级醇。
• POLYCYCLIC PYRAZOLINONE DERIVATIVE AND HERBICIDE COMPRISING SAME AS EFFECTIVE COMPONENT THEREOF
  申请人：SAGAMI CHEMICAL RESEARCH INSTITUTE

  公开号：US20160024110A1

  公开（公告）日：2016-01-28

  Provided are a polycyclic pyrazolinone derivative indicated by general formula (1) (in the formula, R 1 , X 1 , X 2 , X 3 , and Y indicate the definitions provided in the Specification) and a herbicide comprising same as effective component thereof.

  提供了一个由通式（1）表示的多环吡唑酮衍生物（在该式中，R1、X1、X2、X3和Y表示规范中提供的定义），以及包含其作为有效成分的除草剂。
• Enzymatic Reduction of Ketones in “Micro-aqueous” Media Catalyzed by ADH-A from <i>Rhodococcus </i><i>ruber</i>
  作者：Gonzalo de Gonzalo、Iván Lavandera、Kurt Faber、Wolfgang Kroutil

  DOI：10.1021/ol070679c

  日期：2007.5.1

  micro-aqueous organic systems (99% v v-1) were successfully employed for the biocatalytic reduction of ketones catalyzed by alcohol dehydrogenase ADH-A from Rhodococcus ruber via hydrogen transfer. A clear correlation between the log P of the organic solvent and the enzyme activity--the higher, the better--was found. The use of organic solvents allowed highly stereoselective enzymatic carbonyl reductions at substrate

  单相和双相水性有机溶剂系统（50％v v-1）以及微水有机系统（99％v v-1）已成功用于乙醇脱氢酶ADH-A催化从乙醇中还原酮的生物催化还原。红球菌通过氢转移。发现有机溶剂的log P与酶活性之间存在明显的相关性-越高越好。使用有机溶剂可在接近2.0 M的底物浓度下实现高度立体选择性的酶羰基还原反应。
• Asymmetric anti-Prelog reduction of ketones catalysed by Paracoccus pantotrophus and Comamonas sp. cells via hydrogen transfer
  作者：Iván Lavandera、Brigitte Höller、Alexander Kern、Ursula Ellmer、Anton Glieder、Stefaan de Wildeman、Wolfgang Kroutil

  DOI：10.1016/j.tetasy.2008.08.005

  日期：2008.8

  A broad range of ketones including methyl-aryl-, methyl-alkyl-, cyclic and sterically hindered ketones were reduced to the corresponding anti-Prelog alcohols with moderate to excellent stereoselectivities by employing lyophilised cells of Paracoccus pantotrophus DSM 11072 and Comamonas sp. DSM 15091 via hydrogen transfer. The reduction equivalents were provided using 2-propanol as a hydride donor.

  使用泛酸副球菌DSM 11072和Comamonas sp。的冻干细胞，将包括甲基-芳基-，甲基-烷基-，环状和空间位阻的酮在内的多种酮还原为相应的具有适度至优异立体选择性的抗Prelog醇。DSM 15091通过氢转移。使用2-丙醇作为氢化物供体提供还原当量。例如，苯乙酮被还原为相应的（R）-对映体，其ee> 99％。
• An Algorithm for the Deconvolution of Mass Spectrosopic Patterns in Isotope Labeling Studies. Evaluation for the Hydrogen−Deuterium Exchange Reaction in Ketones
  作者：Christian C. Gruber、Gustav Oberdorfer、Constance V. Voss、Jennifer M. Kremsner、C. Oliver Kappe、Wolfgang Kroutil

  DOI：10.1021/jo070831o

  日期：2007.7.1

  180 °C within 40−200 min. Compared to reflux conditions, the microwave-assisted protocol led to a reduction of the required reaction time from 75−94 h to 40−200 min. The α-labeled deuterium ketones were reduced by biocatalytic hydrogen transfer to the corresponding enantiopure chiral alcohols and the deconvolution algorithm validated by regression analysis of a mixture of labeled and unlabeled ketones/alcohols

  描述和评估了一种易于使用的计算机化算法，用于根据质谱数据确定每种标记物质的数量，这些物质的掺入同位素标记物的数量不同。使用该算法，在时间、温度和标记程度方面优化了通过氢-氘交换与氧化氘交换各种 α 标记的氘酮的微波辅助合成。对于热稳定的酮，α-质子的交换是在 180 °C 下在 40-200 分钟内实现的。与回流条件相比，微波辅助方案将所需的反应时间从 75-94 小时减少到 40-200 分钟。