L-乳酸丙酯 | 53651-69-7

• 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 - 羧酸及其衍生物
• 中文名称: L-乳酸丙酯
• 中文别名: (S)-(-)-乳酸丙酯
• 英文名称: n-propyl (S)-2-hydroxypropionate
• 英文别名: (S)-(-)-n-propyl lactate；(S)-n-propyl lactate；(S)-propyl lactate；n-propyl L-lactate；propyl lactate；(S)-(-)-propyl lactate；propyl (2S)-2-hydroxypropanoate
• CAS: 53651-69-7
• 化学式: C₆H₁₂O₃
• mdl: MFCD06658964
• 分子量: 132.159
• InChiKey: ILVGAIQLOCKNQA-YFKPBYRVSA-N

物化性质

• 熔点：
  -14 °C
• 沸点：
  170 °C
• 密度：
  1
• 闪点：
  69 °C
• LogP：
  0.82 at 20℃
• 表面张力：
  69mN/m at 1g/L and 20℃
• 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)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S39
• 危险类别码：
  R66
• 海关编码：
  2918110000
• 储存条件：
  存储于阴凉干燥处。

SDS

Name:	Propyl (S)-(-)-lactate Material Safety Data Sheet
Synonym:
CAS:	53651-69-7

Section 1 - Chemical Product MSDS Name:Propyl (S)-(-)-lactate Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
53651-69-7	Propyl (S)-(-)-lactate		unlisted

Hazard Symbols: XI
Risk Phrases: 37 41 66

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to respiratory system. Risk of serious damage to eyes.
Repeated exposure may cause skin dryness or cracking.
Potential Health Effects
Eye:
Risk of serious damage to eyes.
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:
Causes respiratory tract irritation. May be harmful if inhaled.
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.
Keep under a nitrogen blanket.

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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# 53651-69-7: 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
Odor: Not available.
pH: Not available.
Vapor Pressure: 1.1mbar @20 deg C
Viscosity: 3.3 mPa.s @20 deg C
Boiling Point: 170 deg C
Freezing/Melting Point: -14 deg C
Autoignition Temperature: 390 deg C ( 734.00 deg F)
Flash Point: 69 deg C ( 156.20 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: >170 deg C
Solubility in water: completely miscible
Specific Gravity/Density: 1.000
Molecular Formula: C6H12O3
Molecular Weight: 132.16

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, acids, bases, water.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 53651-69-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Propyl (S)-(-)-lactate - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Log Pow: 0.51

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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 37 Irritating to respiratory system.
R 41 Risk of serious damage to eyes.
R 66 Repeated exposure may cause skin dryness or
cracking.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 39 Wear eye/face protection.
WGK (Water Danger/Protection)
CAS# 53651-69-7: No information available.
Canada
CAS# 53651-69-7 is listed on Canada's NDSL List.
CAS# 53651-69-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 53651-69-7 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

合成制备方法

由类似于糖的碳水化合物发酵生产的L(+)乳酸和正丙醇酯化而成。

用途

是一种优质的环保型高沸点溶剂，应用于油墨、涂料、香料和精细化学品的合成。

反应信息

• 作为反应物：
  描述：

  L-乳酸丙酯 在 Amberlyst-36 水 作用下， 反应 1.0h， 生成 L-乳酸
  参考文献：
  名称：

  RECOVERY METHOD OF HIGHLY PURE LACTIC ACID AND ALKYL LACTATE

  摘要：

  提供一种高纯度烷基乳酸和乳酸的回收方法，包括步骤1，生产包括乳酸或乳酸铵的源液；步骤2，脱水步骤1的源液产物；步骤3，通过顺序添加和搅拌醇和酸溶液到脱水后的源液产生液体混合物；步骤4，从步骤3的液体混合物中分离和去除铵盐沉淀；步骤5，通过酯化反应从无铵盐液体混合物中生产烷基乳酸；步骤6，通过蒸馏从步骤5的混合物中分离醇和烷基乳酸。

  公开号：

  US20120142945A1
• 作为产物：
  描述：

  丙酮酸丙酯 在 Rh catalyst 1-naphthylphenylsilane 作用下， 生成 L-乳酸丙酯
  参考文献：
  名称：

  带有手性膦配体的铑（I）配合物催化的硅氢化反应使α-酮酯不对称还原

  摘要：

  DOI：

  10.1016/s0040-4039(01)82586-7

文献信息

• The asymmetric hydrogenation of α-keto esters catalyzed by rhodium(I) complexes with chiral diphosphine ligands. On the catalytic cycles and the mechanism of asymmetric induction
  作者：Iwao Ojima、Tetsuo Kogure

  DOI：10.1016/s0022-328x(00)90008-1

  日期：1980.8

  ketopantoyl lactone catalyzed by rhodium complexes with (—) DIOP and BPPM were carried out under a variety of conditions. It was found that i) the Schrock-Osborn mechanism was not operative in these reactions at all since no acceleration of the reaction rate by the addition of water (1%) was observed, ii) there was a clear difference between cationic and neutral (in situ) rhodium catalysts in their

  在多种条件下，用（-）DIOP和BPPM的铑配合物催化丙酮酸正丙酯和酮潘通酰基内酯的不对称氢化。发现i）Schrock-Osborn机理在这些反应中根本不起作用，因为未观察到加水（1％）加速反应速率，ii）阳离子和中性之间有明显的区别（铑催化剂的对映选择性，以及iii）对不对称诱导的程度和方向有显着的溶剂作用。在这些结果的基础上讨论了可能的机制。
• Enantioselective hydrogenation of pyruvates over polymer-stabilized and supported platinum nanoclusters
  作者：Xiaobin Zuo、Hanfan Liu、Dawei Guo、Xiaozhen Yang

  DOI：10.1016/s0040-4020(99)00415-9

  日期：1999.6

  cinchonidine-modified enantioselective hydrogenation of pyruvates has been studied over polyvinylpyrrolidone-stabilized platinum (PVP-Pt) and the corresponding alumina-supported platinum (Al2O3-Pt) clusters. It is shown that the catalysts with particle size less than 2.0 nm demonstrate > 90% enantioselectivity in favor of (R)-lactates. The solvent effect is similar to that over the conventional supported platinum catalyst

  已经在聚乙烯吡咯烷酮稳定的铂（PVP-Pt）和相应的氧化铝负载的铂（Al 2 O 3 -Pt）簇上研究了丙酮酸的辛可尼定修饰的对映选择性氢化。结果表明，粒径小于2.0 nm的催化剂表现出> 90％的对映选择性，有利于（R）-乳酸。除四氢呋喃外，其溶剂作用与常规负载铂催化剂相似。这些胶体和负载簇稳定，即使在室温下在空气中放置18个月也没有明显的活性和对映选择性损失。铂表面改性剂-反应物相互作用的分子力学计算表明，可以在小簇上获得良好的对映选择性。
• Highly Effective Catalytic Asymmetric Hydrogenations of α-Keto Esters and an α-Keto Acetal with New Neutral Chiral Pyrrolidinebisphosphine-Rhodium Complexes
  作者：Hisashi Takahashi、Toshiaki Morimoto、Kazuo Achiwa

  DOI：10.1246/cl.1987.855

  日期：1987.5.5

  Synthesis of new chiral pyrrolidinebisphosphine–rhodium complexes and their application to the asymmetric hydrogenations of α-keto esters and an α-keto acetal are described. Among them, MCCPM-Rh gave the highest optical yield (87%) of the α-hydroxy ester and MCPM-Rh gave the 75% optical yield of the α-hydroxy acetal at the substrate to catalyst ratio (1000:1).

  描述了新的手性吡咯烷双膦-铑配合物的合成及其在 α-酮酯和 α-酮缩醛的不对称氢化中的应用。其中，MCPM-Rh 的 α-羟基酯的光学产率最高（87%），MCPM-Rh 的 α-羟基缩醛的光学产率在底物与催化剂的比例（1000:1）下为 75%。
• [EN] FRUITY ODORANT<br/>[FR] ODORISANT FRUITÉ
  申请人：FIRMENICH & CIE

  公开号：WO2009147565A1

  公开（公告）日：2009-12-10

  The present invention concerns the use as perfuming ingredient (of the fruity type) of a compound of formula (I)in the form of any one of its stereoisomers or of a mixture thereof, and wherein R1 represents a C1-3 alkyl or alkenyl group, R2 represents a methyl or ethyl group, R3 represents a C1-4 alkyl or alkenyl group, and said compound (I) has from 8 to 12 carbon atoms.

  本发明涉及使用式(I)中的化合物作为水果香型香料成分，该化合物可以是其任意一个立体异构体或混合物的形式，其中R1代表C1-3烷基或烯基，R2代表甲基或乙基，R3代表C1-4烷基或烯基，所述化合物(I)具有8至12个碳原子。
• Dispersible herbicidal compositions and methods of use
  申请人：AMVAC CHEMICAL CORPORATION

  公开号：US10575518B2

  公开（公告）日：2020-03-03

  Herbicidal dispersible concentrates include an herbicide and substantially water miscible amide-based solvents. Such concentrates may be diluted in water and used in methods to control weeds.

  除草剂可分散浓缩物包括除草剂和基本上可与水混溶的酰胺基溶剂。这种浓缩物可用水稀释，并用于控制杂草的方法中。