环己烷丙醛 | 4361-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 环己烷丙醛
• 英文名称: 3-cyclohexylpropanal
• 英文别名: 3-cyclohexylpropionaldehyde
• CAS: 4361-28-8
• 化学式: C₉H₁₆O
• mdl: MFCD00012280
• 分子量: 140.225
• InChiKey: RKFNAZGRJVNWEW-UHFFFAOYSA-N

物化性质

• 沸点：
  216.76°C (rough estimate)
• 密度：
  0.9063 (rough estimate)
• 溶解度：
  溶于丙酮、二氯甲烷、甲醇
• LogP：
  2.970 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912299000
• WGK Germany：
  3

SDS

Name:	3-Cyclohexylpropionaldehyde 99% Material Safety Data Sheet
Synonym:
CAS:	4361-28-8

Section 1 - Chemical Product MSDS Name:3-Cyclohexylpropionaldehyde 99% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4361-28-8	3-Cyclohexylpropionaldehyde, 99%		224-446-2

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.
Potential Health Effects
The toxicological properties of this material have not been investigated. Use appropriate procedures to prevent opportunities for direct contact with the skin or eyes and to prevent inhalation.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant 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. Clean up spills immediately, observing precautions in the Protective Equipment section.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Keep container closed when not in use.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 4361-28-8: Personal Protective Equipment Eyes: Wear safety glasses and chemical goggles if splashing is possible.
Skin:
Wear appropriate protective gloves and clothing to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Wear a NIOSH/MSHA or European Standard EN 149 approved full-facepiece airline respirator in the positive pressure mode with emergency escape provisions.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: 16 hPa @ 84 C
Viscosity: Not available.
Boiling Point: 87.0 - 89.0 deg C @ 18.00mm H
Freezing/Melting Point: - 48.00 - - 0.00 deg
Autoignition Temperature: 180 deg C ( 356.00 deg F)
Flash Point: 78 deg C ( 172.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: 1,3 g/l (20 c)
Specific Gravity/Density: .9150g/cm3
Molecular Formula: C9H16O
Molecular Weight: 140.22

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4361-28-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-Cyclohexylpropionaldehyde, 99% - 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 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 4361-28-8: 1
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4361-28-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4361-28-8 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：

  环己烷丙醛 在 碘 、 氧气 、 sodium nitrite 、 2-碘酰基苯甲酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 38.0h， 生成 环己基乙酸
  参考文献：
  名称：

  Unexpected dehomologation of primary alcohols to one-carbon shorter carboxylic acids using o-iodoxybenzoic acid (IBX)

  摘要：

  IBX提供了一种新颖、高度选择性的醇脱同分异构化，将其转化为相应的碳数减少一个单位的羧酸。

  DOI：

  10.1039/c3cc49160a
• 作为产物：
  描述：

  2-环己基溴乙烷 在 copper(II) sulfate 、 lithium diisopropyl amide 作用下， 以 乙醇 为溶剂， 反应 20.08h， 生成 环己烷丙醛
  参考文献：
  名称：

  Wakamatsu, Takeshi; Kondo, Junichi; Hobara, Satoshi, Heterocycles, 1982, vol. 19, # 3, p. 481 - 484

  摘要：

  DOI：

文献信息

• Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst
  作者：Zachary K. Wickens、Bill Morandi、Robert H. Grubbs

  DOI：10.1002/anie.201306756

  日期：2013.10.18

  rules: Reversal of the high Markovnikov selectivity of Wacker‐type oxidations was accomplished using a nitrite co‐catalyst. Unbiased aliphatic alkenes can be oxidized with high yield and aldehyde selectivity, and several functional groups are tolerated. 18O‐labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt.

  违反规则：使用亚硝酸盐助催化剂逆转了Wacker型氧化的高Markovnikov选择性。可以高收率和醛选择性地氧化无偏的脂肪族烯烃，并且可以容忍多个官能团。18 O标记实验表明，醛O原子源自亚硝酸盐。
• [EN] PROTEIN TYROSINE PHOSPHATASE INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE PROTÉINE TYROSINE PHOSPHATASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：CALICO LIFE SCIENCES LLC

  公开号：WO2020186199A1

  公开（公告）日：2020-09-17

  Provided herein are compounds, compositions, and methods useful for inhibiting protein tyrosine phosphatase, e.g., protein tyrosine phosphatase non-receptor type 2 (PTPN2) and/or protein tyrosine phosphatase non-receptor type 1 (PTPN1), and for treating related diseases, disorders and conditions favorably responsive to PTPN 1 or PTPN2 inhibitor treatment, e.g., a cancer or a metabolic disease.

  本文提供了用于抑制蛋白酪氨酸磷酸酶的化合物、组合物和方法，例如蛋白酪氨酸磷酸酶非受体型2（PTPN2）和/或蛋白酪氨酸磷酸酶非受体型1（PTPN1），以及用于治疗对PTPN1或PTPN2抑制剂治疗有良好反应的相关疾病、紊乱和状况的方法，例如癌症或代谢性疾病。
• Enantioselective Direct α-Amination of Aldehydes via a Photoredox Mechanism: A Strategy for Asymmetric Amine Fragment Coupling
  作者：Giuseppe Cecere、Christian M. König、Jennifer L. Alleva、David W. C. MacMillan

  DOI：10.1021/ja406181e

  日期：2013.8.7

  The direct, asymmetric α-amination of aldehydes has been accomplished via a combination of photoredox and organocatalysis. Photon-generated N-centered radicals undergo enantioselective α-addition to catalytically formed chiral enamines to directly produce stable α-amino aldehyde adducts bearing synthetically useful amine substitution patterns. Incorporation of a photolabile group on the amine precursor

  醛的直接、不对称 α-胺化是通过光氧化还原和有机催化的组合完成的。光子生成的 N 中心自由基与催化形成的手性烯胺进行对映选择性 α-加成，直接产生具有合成有用胺取代模式的稳定 α-氨基醛加合物。在胺前体上引入光不稳定基团避免了在该转化中使用光氧化还原催化剂的需要。重要的是，这种光诱导转化允许直接和对映选择性地获得不需要反应后操作的 α-氨基醛产品。
• Indol-3-yl derivatives
  申请人：——

  公开号：US20040138284A1

  公开（公告）日：2004-07-15

  Indol-3-yl derivatives of the general formula I 1 in which A, B, X, R 1 , R 2 , R 3 , R 4 , R 5 , n and m are as defined in Patent Claim 1, and their physiologically acceptable salts or solvates are integrin inhibitors and can be employed for combating thromboses, cardiac infarction, coronary heart diseases, arteriosclerosis, inflammations, tumours, osteoporosis, rheumatic arthritis, macular degenerative disease, diabetic retinopathy, infections and restenosis after angioplasty or in pathological processes maintained or propagated by angiogenesis.

  通用公式I的Indol-3-基衍生物 其中A、B、X、R1、R2、R3、R4、R5、n和m的定义如专利权要求书中所定义 1， 及其生理上可接受的盐或溶剂是整合素抑制剂，可用于对抗血栓形成、心肌梗死、冠心病、动脉硬化、炎症、肿瘤、骨质疏松症、风湿性关节炎、黄斑变性疾病、糖尿病视网膜病变、感染以及血管成形术后的再狭窄或由血管生成维持或传播的病理过程。
• Use of Phenylselenium Trichloride For Simple and Rapid Preparation of α-Phenylselanyl Aldehydes and Ketones
  作者：Didier Houllemare、Sylvain Ponthieux、Francis Outurquin、Claude Paulmier

  DOI：10.1055/s-1997-1509

  日期：1997.1

  α-Phenylselanyl aldehydes are prepared on a large scale by reaction of PhSeCl3 with the corresponding aldehydes in acetonitrile without isolation of the intermediate dichloro adducts. This method has been applied to α-phenylselanyl ketones derived from alkyl aryl ketones, symmetrical aliphatic ketones and alkyl isopropyl ketones. cis-4-tert-Butyl-2-phenylselanylcyclohexanone was also prepared in the same way.

  α-苯硒基醛通过PhSeCl3与相应醛在乙腈中反应大规模制备，无需分离二氯加成中间体。该方法已应用于由烷基芳基酮、对称脂肪酮和烷基异丙基酮衍生的α-苯硒基酮，并同样制备了顺-4-叔丁基-2-苯硒基环己酮。

表征谱图