4-丁基-2-氧杂卓酮 | 5579-78-2

• 物质功能分类: 香精与香料 - 合成香料 - 羧酸及酯类香料
• 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: 4-丁基-2-氧杂卓酮
• 中文别名: ε-癸内酯；6-癸内酯；EPSILON-癸内酯
• 英文名称: 6-decanolide
• 英文别名: ε-decalactone；7-Butyloxepan-2-one
• CAS: 5579-78-2
• 化学式: C₁₀H₁₈O₂
• mdl: MFCD00209538
• 分子量: 170.252
• InChiKey: YKVIWISPFDZYOW-UHFFFAOYSA-N

物化性质

• 沸点：
  117 °C3 mm Hg(lit.)
• 密度：
  0.976 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• LogP：
  2.45
• 物理描述：
  colourless to pale yellow liquid
• 折光率：
  1.458-1.463
• 稳定性/保质期：
  • 常温常压下稳定。
  • 存在于主流烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  2

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
: ε-Decalactone
Product name
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 5579-78-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xi Irritant R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Synonyms : 7-Butyl-2-oxepanone
Formula : C10H18O2
Molecular Weight : 170,25 g/mol
CAS-No. : 5579-78-2
EC-No. : 226-963-9
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
7-Butyloxepan-2-one
CAS-No. 5579-78-2 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
EC-No. 226-963-9 SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
7-Butyloxepan-2-one
CAS-No. 5579-78-2 Xi, R36/37/38 <= 100 %
EC-No. 226-963-9
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Normal measures for preventive fire protection.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Recommended storage temperature: 2 - 8 °C
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: liquid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and 117 °C at 4 hPa - lit.
boiling range
g) Flash point 113 °C - closed cup
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 0,976 g/cm3 at 25 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
LD50 Oral - mouse - 5.252 mg/kg
Inhalation: no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: RQ6670000
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Eye Irrit. Eye irritation
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Skin Irrit. Skin irritation
STOT SE Specific target organ toxicity - single exposure
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
Copyright 2014 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

毒性：GRAS(FEMA)。

使用限量：

• 焙烤制品：10.0 mg/kg
• 布丁类、小吃食品、无醇饮料、肉汁和调味汁、糖霜、仿生食品等：5.0 mg/kg

化学性质：无色至淡黄色液体，沸点为117℃（400Pa），具有甜稀奶油似香气。

用途：食品用香料。

类别与毒性分级：

• 类别：有毒物质
• 毒性分级：低毒

急性毒性：口服-小鼠 LD50: 5252 毫克/公斤

可燃性危险特性：热分解，产生辛辣刺激烟雾

储运特性：库房需通风、低温和干燥保存

灭火剂：水、干粉、泡沫、二氧化碳

反应信息

• 作为反应物：
  描述：

  4-丁基-2-氧杂卓酮 在 Pseudomonas cepacia lipase 、 potassium acetate 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 43.0h， 生成 (S)-N-methyl-6-hydroxydecanamide
  参考文献：
  名称：

  Enantioselective Synthesis of ε-Lactones by Lipase-Catalyzed Resolution

  摘要：

  Synthesis of optically active e-dodecalactone (1) by lipase-catalyzed enantioselective acylation with racemic N-alkyl-6-hydroxydodecanamide (rac-2) as a substrate was attempted. Lipase PS-catalyzed acetylation using rac-2 progressed efficiently, and both enantiomers of 1 were obtained with over 90% optical purities.

  DOI：

  10.3987/com-12-12426
• 作为产物：
  描述：

  2-亚丁基-1-环己酮 在 过氧乙酸 、 5%-palladium/activated carbon 、 氢气 作用下， 以 Petroleum ether 为溶剂， 15.0~30.0 ℃ 、400.01 kPa 条件下， 反应 1.0h， 生成 4-丁基-2-氧杂卓酮
  参考文献：
  名称：

  一种牛奶内酯香料的连续化合成方法

  摘要：

  本发明属于合成香料技术领域，具体涉及一种牛奶内酯香料的连续化合成方法，包括在碱水作用条件下进行羟醛缩合反应，接着经加氢反应、Baeyer‑Villiger氧化，经酸连续化水解，脱水得到牛奶内酯香料；所述羟醛缩合反应包括：将部分作为底料的环己酮与碱水混合均匀，加热处理，滴加剩余量环己酮与正丁醛的混合物，边滴加边搅拌，且在滴加结束后继续搅拌、保温反应至正丁醛的含量在1％以下结束反应；静置后分出油层，收集水层并回收套用；收集油层经过水洗处理后转入蒸馏釜中蒸馏回收过量的环己酮套用，收集釜底的缩合产物；本发明通过将环己酮以不同的方式加入，提高了该羟醛缩合反应的产率；并且，在本发明的反应温度条件下，能够一步得到羟醛缩合的产物。

  公开号：

  CN109678699A

文献信息

• Direct Room-Temperature Lactonisation of Alcohols and Ethers onto Amides: An “Amide Strategy” for Synthesis
  作者：Viviana Valerio、Desislava Petkova、Claire Madelaine、Nuno Maulide

  DOI：10.1002/chem.201203906

  日期：2013.2.18

  Last‐minute deal: A direct lactonisation of ethers and alcohols onto amides that proceeds at room temperature under mild conditions is reported (see scheme). This allows the effective saving of up to two unproductive, sequential deprotection operations in synthetic sequences. Mechanistic studies are described, and a new “amide strategy” that exploits the dual robustness/late‐stage selective activation

  最后一分钟的交易：据报道，醚和醇在酰胺的直接内酯化反应在室温下，在温和条件下进行（见方案）。这允许在合成序列中有效节省多达两个非生产性的顺序脱保护操作。描述了机理研究，并概述了利用该官能团的双重鲁棒性/后期选择性激活特性的新“酰胺策略”。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• Antimicrobial polymer compositions and the use thereof
  申请人：Emeta Modesto

  公开号：US20060263330A1

  公开（公告）日：2006-11-23

  An antimicrobial composition comprising: a complex of an anionic polyester with an antimicrobial metal wherein the anionic polyester has at least one carboxylic acid group. A medical device having an antimicrobial composition comprising: a complex of an anionic polyester with an antimicrobial metal wherein the anionic polyester has at least one carboxylic acid group.

  一种抗菌组合物，包括：一种阴离子聚酯与一种含有至少一个羧酸基团的抗菌金属的复合物。包括抗菌组合物的医疗器械，其中该抗菌组合物包括：一种阴离子聚酯与一种含有至少一个羧酸基团的抗菌金属的复合物。
• ANTIMICROBIAL POLYMER COMPOSITIONS AND THE USE THEREOF
  申请人：ERNETA Modesto

  公开号：US20090092648A1

  公开（公告）日：2009-04-09

  An antimicrobial composition. The antimicrobial composition includes a complex of an anionic polyester with a monomeric amidoamine a complex of an anionic polyester with a monomeric amidoamine or an organic cation, wherein the monomeric amidoamine comprises: (R 1,2 )N—R 3 —NH—CO—R 4 wherein: R 1 ═H, Alkyl, Aryl, HO—(CH 2 CH 2 —O—) n —, MeO—(CH 2 CH 2 —O—) n —, HO—(CH 2 ) n —; R 2 ═H, Alkyl, Aryl, HO—(CH 2 CH 2 —O—) n —, MeO—(CH 2 CH 2 —O—) n —, HO—(CH 2 ) n —; R 3 =Alkyl, Aryl, —(CH 2 CH 2 —O—)—(CH 2 —) n ; R 4 =Alkyl, Aryl, —(CH 2 CH 2 —O—)—(CH 2 —) n —CH 3 , —O—CH 3 , —O—C 2 H 5 , —O—C 3 H 7 ; and n=1-30; and wherein the organic cation comprises: wherein: R 1 ═H, Alkyl, Aryl, HO—(CH 2 CH2-O—)n-, MeO—(CH2CH2-O—)n-, HO—(CH 2 )n-; R 2 ═H, Alkyl, Aryl, HO—(CH 2 CH2-O—)n-, MeO—(CH2CH2-O—)n, HO—(CH 2 )n-; R 3 ═H, Alkyl, Aryl, —(CH 2 CH 2 —O—)—(CH 2 —)n; R 4,5 ═H, Alkyl, Aryl, —(CH 2 CH 2 —O—)—(CH 2 -)n-CH 3 , —O—CH 3 , —O—C 2 H 5 , —O—C 3 H 7 ; and n=1-30; and the anionic polyester is selected from the group consisting of an anionic polyester having at least one carboxylic group, a sulfonic acid polymer, and a phosphoric acid polymer. A medical device having an antimicrobial composition that includes a complex of an anionic polyester with a monomeric amidoamine having at least one amide group and at least one amine group, wherein the amine group is either a primary amine, or a secondary amine, or a tertiary amine, or a quaternary amine, or a combination thereof and the anionic polyester has at least one carboxylic group is also provided.

  一种抗微生物组合物。该抗微生物组合物包括阴离子聚酯与单体酰胺胺的复合物，其中单体酰胺胺包括：(R1,2)N—R3—NH—CO—R4其中：R1═H，烷基，芳基，HO—(CH2CH2—O—)n—，MeO—(CH2CH2—O—)n—，HO—(CH2)n—；R2═H，烷基，芳基，HO—(CH2CH2—O—)n—，MeO—(CH2CH2—O—)n—，HO—(CH2)n—；R3=烷基，芳基，—(CH2CH2—O—)—(CH2—)n；R4=烷基，芳基，—(CH2CH2—O—)—(CH2—)n—CH3，—O—CH3，—O—C2H5，—O—C3H7；n=1-30；有机阳离子包括：其中：R1═H，烷基，芳基，HO—(CH2CH2-O—)n-，MeO—(CH2CH2-O—)n-，HO—(CH2)n-；R2═H，烷基，芳基，HO—(CH2CH2-O—)n-，MeO—(CH2CH2-O—)n，HO—(CH2)n-；R3═H，烷基，芳基，—(CH2CH2—O—)—(CH2—)n；R4,5═H，烷基，芳基，—(CH2CH2—O—)—(CH2-)n-CH3，—O—CH3，—O—C2H5，—O—C3H7；n=1-30；阴离子聚酯选自包括至少一个羧基的阴离子聚酯、磺酸聚合物和磷酸聚合物的组。还提供了一种具有抗微生物组合物的医疗器械，该组合物包括阴离子聚酯与至少一个酰胺基团和至少一个胺基的单体酰胺胺的复合物，其中胺基是一次胺基、二次胺基、三次胺基、季胺基或其组合，且阴离子聚酯具有至少一个羧基。
• Assessing the Substrate Selectivities and Enantioselectivities of Eight Novel Baeyer−Villiger Monooxygenases toward Alkyl-Substituted Cyclohexanones
  作者：Brian G. Kyte、Pierre Rouvière、Qiong Cheng、Jon D. Stewart

  DOI：10.1021/jo030253l

  日期：2004.1.1

  4-alkyl-substituted cyclohexanones tested, enzymes were discovered that afforded each of the corresponding (S)-lactones in ≥98% ee. This was also true for the 2-alkyl-substituted cyclohexanones examined. The situation was more complex for 3-akyl-substituted cyclohexanones. In a few cases, single Baeyer−Villiger monooxygenases possessed both high regio- and enantioselectivities toward these compounds

  最近，从居住在污水处理厂的细菌中克隆了编码八种拜尔-维利格单加氧酶的基因。我们进行了系统的研究，其中每个新克隆的酶以及不动杆菌属的环己酮单加氧酶。NCIB 9871用于氧化15种不同的烷基取代的环己酮。底物组包括相等数量的2-，3-和4-烷基取代的化合物，以探测每种酶对一系列同源的重要合成化合物的立体选择性。对于所有测试的4-烷基取代的环己酮，发现了能够提供相应的相应酶（See≥98％ee的内酯。对于所检查的2-烷基取代的环己酮也是如此。对于3-烷基取代的环己酮而言，情况更为复杂。在少数情况下，单一的Baeyer-Villiger单加氧酶对这些化合物具有很高的区域选择性和对映选择性。但是，更常见的是，它们仅显示出一种类型的选择性。尽管如此，具有这种性质的酶仍可以用作两步生物过程的一部分，在该过程中，最初的动力学拆分随后是对分离的光学纯酮的区域选择性氧化。