4-氯乙酰乙酸正辛酯 | 41051-21-2

• 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-氯乙酰乙酸正辛酯
• 英文名称: octyl 4-chloro-3-oxobutanoate
• 英文别名: Octyl-4-chloroacetoacetate
• CAS: 41051-21-2
• 化学式: C₁₂H₂₁ClO₃
• mdl: MFCD00067523
• 分子量: 248.75
• InChiKey: QVBGSRKQOYZMLR-UHFFFAOYSA-N

物化性质

• 沸点：
  114-119 °C
• 密度：
  1.06
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 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：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2918300090

SDS

Name:	n-Octyl 4-chloroacetoacetate tech. 85% Material Safety Data Sheet
Synonym:	Octyl 4-chloro-3-oxobutanoat
CAS:	41051-21-2

Section 1 - Chemical Product MSDS Name:n-Octyl 4-chloroacetoacetate tech. 85% Material Safety Data Sheet
Synonym:Octyl 4-chloro-3-oxobutanoat

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
41051-21-2	N-Octyl 4-chloroacetoacetate, tech. 85	85%	unlisted

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.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause 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:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. Get medical aid if cough or other symptoms appear.
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.
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.
Exposure Limits CAS# 41051-21-2: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear a chemical apron.
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: clear yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 114 - 119 deg C @ 760.00mm Hg
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: 1.0600g/cm3
Molecular Formula: C12H21ClO3
Molecular Weight: 248.74

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 41051-21-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-Octyl 4-chloroacetoacetate, tech. 85% - 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 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 41051-21-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 41051-21-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 41051-21-2 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：

  4-氯乙酰乙酸正辛酯 在 baker's yeast 作用下， 生成 octyl (R)-γ-chloro-β-hydroxybutyrate
  参考文献：
  名称：

  Stereochemical control of yeast reductions. 1. Asymmetric synthesis of L-carnitine

  摘要：

  DOI：

  10.1021/ja00356a041
• 作为产物：
  描述：

  辛醇 、 4-氯乙酰乙酸乙酯 在 titanium(IV) isopropylate 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以77%的产率得到4-氯乙酰乙酸正辛酯
  参考文献：
  名称：

  光学活性1,3-二元醇的合成与反应

  摘要：

  在'顺式' -1,3-二醇3，4和5与C 7，C 6，和C 5链，分别选自甲基氢-3-羟基戊二酸合成（2 ;方案1和2）。后者可在（R）-和（S）-配置中使用。（3 R）-4-氯-3-羟基丁酸辛酯（17）是制备5的另一种原料（流程3）。由5衍生的环氧化物20在一锅法反应中，是一种通用的合成子，可选择性地与大量亲核试剂反应（方案4）。

  DOI：

  10.1002/hlca.19880710106

文献信息

• A highly efficient designer cell for enantioselective reduction of ketones
  作者：Gautam Srivastava、Mohan Pal、Suneet Kaur、Ravinder S. Jolly

  DOI：10.1039/c4cy01017e

  日期：——

  dehydrogenase (gdh) on the cell surface has been constructed and its enzyme activities are compared with those of the corresponding cell, cyto-crs-gdh, coexpressing crs and gdh in cytosol. For various ketones, surf-crs-gdh exhibited 48- to 265-fold higher crs activity per unit protein compared to cyto-crs-gdh.

  构建了在细胞表面上共表达羰基还原酶（crs）和葡萄糖脱氢酶（gdh）的设计细胞surf-crs-gdh，并将其酶活性与共表达crs的相应细胞cyto-crs-gdh的酶活性进行了比较和gdh在细胞质中。对于各种酮，surf-crs-gdh与细胞-crs-gdh相比，每单位蛋白质的crs活性高48-265倍。
• Process for preparing L-carnitine and chemical intermediates employed
  申请人：Sigma-Tau Industrie Pharmaceutiche Riunite S.p.A.

  公开号：US04710468A1

  公开（公告）日：1987-12-01

  A process for preparing L-carnitine which comprises exposing .gamma.-substituted acetoacetic acid esters or amides to the fermentative enzymatic action of a microorganism which elaborates L-.beta.-hydroxyacyl CoA dehydrogenase [EC 1.1.1.35] , recovering the resulting, optically active corresponding .gamma.-substituted-.beta.-hydroxybutyric acid derivative and converting said derivative to L-carnitine. An improvement in the process is also disclosed which comprises reacting a 4-chloro-3(R)-hydroxybutyrate with sodium iodide or bromide to produce the corresponding 4-iodo- or 4-bromo-3(R)-hydroxybutyrate, converting the 4-iodo- or 4-bromo-3(R)-hydroxybutyrate to the trimethylamino-3(R)-hydroxybutyrate salt, then converting the trimethylamino-3(R)-hydroxybutyrate salt into L-carnitine. Novel chemical intermediates prepared in the processes are also disclosed.

  一种制备L-肉碱的方法，包括将.gamma.-取代乙酰乙酸酯或酰胺暴露于微生物的发酵酶作用下，该微生物制造L-.beta.-羟基酰基辅酶A脱氢酶[EC 1.1.1.35]，回收所得的光学活性对应的.gamma.-取代-.beta.-羟基丁酸衍生物，并将该衍生物转化为L-肉碱。还公开了一种改进方法，包括将4-氯-3(R)-羟基丁酸与碘化钠或溴化钠反应，以产生相应的4-碘或4-溴-3(R)-羟基丁酸盐，将4-碘或4-溴-3(R)-羟基丁酸盐转化为三甲基氨基-3(R)-羟基丁酸盐，然后将三甲基氨基-3(R)-羟基丁酸盐转化为L-肉碱。还公开了在该过程中制备的新型化学中间体。
• Novel carbonyl reductase, gene thereof and use of the same
  申请人：Kizaki Noriyuki

  公开号：US20060046289A1

  公开（公告）日：2006-03-02

  The present invention provides a novel polypeptide forming (R)-2-chloro-1-(3′-chlorophenyl)ethanol, a polynucleotide coding for said polypeptide, and use of the same. The present invention relates to a polypeptide having the following physical and chemical properties (1) to (4): (1) activity: acting on 2-chloro-1-(3′-chlorophenyl)ethanone with NADPH or NADH as a coenzyme, to form (R)-2-chloro-1-(31-chlorophenyl)ethanol; (2) optimum pH for activity: 5.0 to 6.0; (3) optimum temperature for activity: 40° C. to 50° C.; (4) molecular weight: about 40,000 as determined by gel filtration analysis, about 30,000 as determined by SDS polyacrylamide gel electrophoresis analysis. The present invention also relates to a polypeptide comprising the amino acid sequence shown under SEQ ID NO:1 in the sequence listing, a polynucleotide coding for said polypeptide, and a transformant producing said polypeptide at high levels.

  本发明提供了一种新型多肽，可形成(R)-2-氯-1-(3'-氯苯基)乙醇，编码该多肽的多核苷酸，以及其用途。本发明涉及具有以下物理和化学性质(1)至(4)的多肽：(1)活性：利用NADPH或NADH作为辅酶，对2-氯-1-(3'-氯苯基)乙酮进行作用，形成(R)-2-氯-1-(3'-氯苯基)乙醇；(2)最适pH值：5.0至6.0；(3)最适活性温度：40℃至50℃；(4)分子量：通过凝胶过滤分析确定约为40,000，通过SDS聚丙烯酰胺凝胶电泳分析确定约为30,000。本发明还涉及包含序列列表中SEQ ID NO:1所示氨基酸序列的多肽，编码该多肽的多核苷酸，以及产生高水平该多肽的转化菌。
• Novel carbonyl reductase, gene thereof and method of using the same
  申请人：Kizaki Noriyuki

  公开号：US20060035357A1

  公开（公告）日：2006-02-16

  The present invention provides a novel polypeptide efficiently forming (R)-N-benzyl-3-pyrrolidinol, a polynucleotide coding for said polypeptide, and use of the same. The present invention relates to a polypeptide having the following physical and chemical properties (1) to (4): (1) activity: acting on N-benzyl-3-pyrrolidinone with NADH or NADPH as a coenzyme, to form (R)-N-benzyl-3-pyrrolidinol; (2) optimum pH for activity: 5.5 to 6.0; (3) optimum temperature for activity: 50° C. to 55° C.; (4) molecular weight: about 55,000 as determined by gel filtration analysis, about 28,000 as determined by SDS polyacrylamide gel electrophoresis analysis. The present invention also relates to a polypeptide comprising the amino acid sequence shown under SEQ ID NO:1 in the sequence listing, a polynucleotide coding for said polypeptide, and a transformant producing said polypeptide at high levels.

  本发明提供了一种高效形成（R）-N-苄基-3-吡咯醇的新型多肽、编码该多肽的多核苷酸以及其用途。本发明涉及一种具有以下物理和化学性质（1）至（4）的多肽：（1）活性：利用NADH或NADPH作为辅酶对N-苄基-3-吡咯酮进行作用，形成（R）-N-苄基-3-吡咯醇；（2）最适活性pH：5.5至6.0；（3）最适活性温度：50°C至55°C；（4）分子量：通过凝胶过滤分析确定为约55,000，通过SDS聚丙烯酰胺凝胶电泳分析确定为约28,000。本发明还涉及一种包含序列列表中SEQ ID NO：1所示氨基酸序列的多肽、编码该多肽的多核苷酸以及产生高水平该多肽的转化体。
• Process for preparing a compound for use in the production of L-carnitine
  申请人：——

  公开号：US04642290A1

  公开（公告）日：1987-02-10

  A process for preparing L-carnitine which comprises exposing .gamma.-substituted acetoacetic acid esters or amides to the fermentative enzymatic action of a microorganism which elaborates oxido-reductase enzymes, recovering the resulting, optically active, corresponding .gamma.-substituted-.beta.-hydroxybutyric acid derivative and converting said derivative to L-carnitine.

  一种制备左旋肉碱的方法，包括将γ-取代的乙酰乙酸酯或酰胺暴露于微生物的发酵酶作用下，该微生物分泌氧化还原酶酶，回收所得的光学活性的相应γ-取代的β-羟基丁酸衍生物，并将该衍生物转化为左旋肉碱。