3-(2-氧代环十二烷基)丙酸 | 22575-75-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(2-氧代环十二烷基)丙酸
• 英文名称: β-(2-oxocyclododecyl)-propionic acid
• 英文别名: 3-(2-oxo-cyclododecyl)-propionic acid；3-(2-Oxo-cyclododecyl)-propionsaeure；β-(2-oxocyclododecyl) propionic acid；β-(2-oxocyclododecyl)propionic acid；3-(2-oxocyclododecyl)-propionic acid；3-(2-Oxocyclododecyl)propanoic acid
• CAS: 22575-75-3
• 化学式: C₁₅H₂₆O₃
• 分子量: 254.37
• InChiKey: ZWJHEHCSBAMCBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  88 °C
• 沸点：
  421.8±18.0 °C(Predicted)
• 密度：
  0.985±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2918300090
• 安全说明：
  S26,S37/39

SDS

Name:	3-(2-Oxocyclododecyl)propanoic acid 97% Material Safety Data Sheet
Synonym:
CAS:	22575-75-3

Section 1 - Chemical Product MSDS Name:3-(2-Oxocyclododecyl)propanoic acid 97% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
22575-75-3	3-(2-Oxocyclododecyl)propanoic acid	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes 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.

---

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.

---

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.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

---

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.

---

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# 22575-75-3: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white - off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 88 - 90 deg C
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: C15H26O3
Molecular Weight: 254

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 22575-75-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-(2-Oxocyclododecyl)propanoic acid - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

---

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# 22575-75-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 22575-75-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 22575-75-3 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(2-氧代环十二烷基)丙酸 生成 γ,δ-Decamethylen-δ-valerolacton
  参考文献：
  名称：

  ZAXARKIN L. I.; PRYANISHNIKOV A. P.; GUSEVA V. V., ZH. ORGAN. XIMII, 1979, 15, HO 5, 972-976

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(2-氧代环十二烷基)丙腈 在 盐酸 、 溶剂黄146 作用下， 反应 8.0h， 以93%的产率得到3-(2-氧代环十二烷基)丙酸
  参考文献：
  名称：

  Zakharkin, L. I.; Churilova, I. M., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 10, p. 1895 - 1899

  摘要：

  DOI：

文献信息

• Preparation of Cyclic .ALPHA.-Hydroxy Ketones from .DELTA.- and .EPSILON.-Keto Acids Induced by the Generation of a Novel Acyl Anion Equivalent from the Carboxyl Group.
  作者：Hatsuo MAEDA、Haruka ASHIE、Toshihide MAKI、Hidenobu OHMORI

  DOI：10.1248/cpb.45.1729

  日期：——

  An improved method for the transformation of keto acids into cyclic α-hydroxy ketones, induced by the electrochemical generation of a novel acyl anion equivalent from the carboxy group, has been developed. Both five- and six-membered rings were constructed by constant-current electrolysis of δ- and ε-keto acids in the presence of Bu3P using an undivided cell equipped with a graphite anode and a Pt cathode. Attempts to prepare four- and seven-membered ring carbocycles were unsuccessful. The electrochemical reaction was found to be highly stereoselective when cyclization took place onto cyclopentanone and substituted cyclohexanone rings. Stereochemical aspects of the formation of bicyclic products, especially those having a bicyclo[4.3.0]skeleton, are discussed.

  开发了一种改进的方法，通过电化学生成从羧基衍生出的新型酰基阴离子等价物，诱导将酮酸转化为环状α-羟基酮。通过在配有石墨阳极和铂阴极的无隔膜电池中，在Bu3P存在下对δ-和ε-酮酸进行恒流电解，构建了五元和六元环。尝试制备四元和七元环碳环未能成功。当环化反应发生在环戊酮和取代环己酮环上时，发现该电化学反应具有高度立体选择性。讨论了双环产物形成的立体化学方面，特别是具有双环[4.3.0]骨架的产物。
• Generation of acyl anion equivalents by in situ cathodic reduction of acyl tributylphosphonium ions anodically generated from tributylphosphine and carboxylic acids: preparation of α-hydroxy cycloalkanones from keto acids
  作者：Hatsuo Maeda、Toshihide Maki、Haruka Ashie、Hidenobu Ohmori

  DOI：10.1039/c39950000871

  日期：——

  The preparation of α-hydroxy cycloalkanones from keto acids was effectively achieved by constant current electrolysis in the presence of Bu3P in an undivided cell under an N2 atmosphere, where the α-oxy ylides generated by the in situ cathodic reduction of acyl tributylphosphonium ions, formed anodically from tributylphosphine and carboxylic acids, seems to function as a novel acyl anion equivalent.

  通过恒电流电解法，在N2气氛下，使用Bu3P作为催化剂，在一个不分隔的电解槽中，成功实现了酮酸制备α-羟基环烷酮。在这个过程中，由酰基三苯基膦阴离子在阴极原位还原生成的α-氧叶立德，似乎扮演了一种新颖的酰基阴离子等价物的角色。这些酰基三苯基膦阴离子是由三苯基膦和羧酸在阳极形成的。
• Process for preparing 4-oxopentadecanedioic acid
  申请人：Daicel Ltd.

  公开号：US04085274A1

  公开（公告）日：1978-04-18

  4-OXOPENTADECANEDIOIC ACID IS PREPARED BY OXIDIZING A .alpha.-CYCLODODEC-1-ENYLPROPIONIC ACID DERIVATIVE HAVING ONE OF THE FOLLOWING CHEMICAL FORMULAE AT ITS ETHYLENIC DOUBLE BOND WITH OZONE. ##STR1## The compound is useful as an intermediate for a musk perfume compound. The compound having the formula II is selectively prepared from cyclododecanone and di-alkyl succinate.

  4-氧代十五烷二酸是通过臭氧氧化具有以下化学式之一的α-环十二烯基丙酸衍生物的乙烯双键制备的。该化合物可用作麝香香料化合物的中间体。具有II式化学式的化合物是从环十二酮和二烷基琥珀酸酯选择性制备的。
• 13-Oxabicyclo(10,4,0)hexadec-1(12)-en-14-one
  申请人：Daicel, Ltd.

  公开号：US04005107A1

  公开（公告）日：1977-01-25

  13-Oxabicyclo(10.4.0)hexadec-1(12)-en-14-one is prepared by intramolecular cyclization of .beta.-(2-oxocyclododecyl) propionic acid, or derivatives thereof, in the presence of an acid catalyst or a basic catalyst. The compound is an important intermediate for producing musk perfume fragrance.

  13-Oxabicyclo（10.4.0）hexadec-1（12）-en-14-one是通过β-（2-氧代环十二烷基）丙酸或其衍生物在酸催化剂或碱催化剂存在下的分子内环化制备而成。该化合物是生产麝香香料的重要中间体。
• Synthesis of ?-(2-oxocyclododecyl)alkanoic acids by alkylation of cyclododecanone with ?-haloalkanoic esters under conditions of phase-transfer catalysis
  作者：L. I. Zakharkin、G. N. Antonova、L. S. Podvisotskaya

  DOI：10.1007/bf00713617

  日期：1995.12

  Abstract(ω-(2-Oxocyclododecyl)alkanoic acids have been obtained by alkylation of cyclododecanone with alkyl 3-bromopropionate, 5-iodopentanoate, and 11 -bromoundecanoate under conditions of phase-transfer catalysis.

  摘要(ω-(2-氧代环十二烷基)链烷酸是通过环十二酮与3-溴丙酸、5-碘戊酸和11-溴十一酸烷基酯在相转移催化条件下烷基化得到的。