Acenaphthylene
(Synonyms: 苊烯) 目录号 : GC61907
Acenaphthylene 是一种多环芳烃 (PAH)。多环芳烃是从煤和焦油沉积物中自然衍生的，并由有机质的不完全燃烧产生。
Cas No.:208-96-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Acenaphthylene is a polycyclic aromatic hydrocarbon (PAH). PAHs are derived naturally from coal and tar deposits, and produced by incomplete combustion of organic matter[1].
References:
[1]. Fabienne Reisen, et al. Reactions of hydroxyl radicals and ozone with acenaphthene and acenaphthylene. Environ Sci Technol. 2002 Oct 15;36(20):4302-11.
[2]. Amin Kiani, et al. Monitoring of polycyclic aromatic hydrocarbons and probabilistic health risk assessment in yogurt and butter in Iran. Food Sci Nutr. 2021 Feb 14;9(4):2114-2128.
| Cas No. | 208-96-8 | SDF | |
| 别名 | 苊烯 | ||
| Canonical SMILES | C12=CC=CC3=C1C(C=C2)=CC=C3 | ||
| 分子式 | C12H8 | 分子量 | 152.2 |
| 溶解度 | DMSO : >250 mg/mL (1642.58 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.5703 mL | 32.8515 mL | 65.703 mL |
| 5 mM | 1.3141 mL | 6.5703 mL | 13.1406 mL |
| 10 mM | 0.657 mL | 3.2852 mL | 6.5703 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Synthetic Doping of Acenaphthylene through BN/CC Isosterism and a Direct Comparison with BN-Acenaphthene
J Org Chem 2022 Oct 7;87(19):12986-12996.PMID:36149831DOI:10.1021/acs.joc.2c01534.
Boron/nitrogen-doped acenaphthylenes, a new class of BN-doped cyclopenta-fused polycyclic aromatic hydrocarbons, were synthesized via indole-directed C-H borylation. The reference molecule BN-acenaphthene was also synthesized in a similar manner. Both BN-acenaphthylene and BN-acenaphthene were unequivocally characterized by single-crystal X-ray analysis. The aromaticities of each ring in BN-acenaphthylenes were quantified by experimental and theoretical methods. Moreover, doping the BN unit into Acenaphthylene can increase the LUMO level and decrease the HOMO level, resulting in wider HOMO-LUMO energy gaps. Furthermore, regioselective bromination of BN-acenaphthylene (B-Mes) afforded monobrominated BN-acenaphthylene in good yield. Subsequently, cross-coupling of brominated BN-acenaphthylene gave a series of BN-acenaphthylene derivatives. In addition, the photophysical properties of these BN-acenaphthylene derivatives can be fine-tuned by the substituents on the BN-acenaphthylene scaffold.
Bridging coordination of Acenaphthylene to a Pd3 chain or a Pd4 sheet cluster
Dalton Trans 2022 Feb 1;51(5):1901-1906.PMID:35018918DOI:10.1039/d1dt04071e.
The coordination behaviour of multinuclear clusters to fused arene ligands is of continuous interest due to its relevance to metal catalysts supported by graphitic carbon materials. Herein, we report the bridging coordination behaviour of Acenaphthylene to a Pd3 or a Pd4 cluster. A bis-acenaphthylene Pd3 chain cluster and an acenaphthylene-COT Pd4 sheet cluster were isolated, and the μ3-π-coordination mode or the μ4-oxidative π-addition mode of the Acenaphthylene ligand in each cluster was elucidated by X-ray structure analysis.
Metal-Catalyzed C-H Bond Activation of 5-Membered Carbocyclic Rings: A Powerful Access to Azulene, Acenaphthylene and Fulvene Derivatives
Chem Asian J 2018 Jan 18;13(2):143-157.PMID:29105311DOI:10.1002/asia.201701455.
Azulene, Acenaphthylene and fulvene derivatives exhibit important physical properties useful in materials chemistry as well as valuable biological properties. Since about two decades ago, the metal-catalyzed functionalization of such compounds, via C-H bond activation of their 5-membered carbocyclic ring, proved to be a very convenient method for the synthesis of a wide variety of azulene, Acenaphthylene and fulvene derivatives. For such reactions, there is no need to prefunctionalize the 5-membered carbocyclic rings. In this review, the progress in the synthesis of azulene, Acenaphthylene and fulvene derivatives via metal-catalyzed C-H bond activation of their 5-membered carbocyclic ring are summarized.
Tridecacyclene: A Cyclic Tetramer of Acenaphthylene
Chemistry 2016 Mar 24;22(14):4709-12.PMID:26791961DOI:10.1002/chem.201600165.
In this manuscript, we describe the single-step preparation of a cyclic tetramer of Acenaphthylene through a Lewis acid-catalyzed aldol cyclization of 1-acenaphthenone. The previously unexplored cyclic tetramer material differs from the better-known cyclic trimer, decacyclene, due to the presence of a central eight-membered ring. This ring not only forces the molecule to distort significantly from planarity, but is also responsible for its unique electronic properties, including a decrease in the reduction potential (by about 0.4 eV) and optical gap (by about 0.73 eV), compared to the more planar decacyclene. The synthesized compound crystallizes into a unique packing structure with significant π-stacking observed between adjacent molecules. Furthermore, due to its saddle-like shape, the cyclic tetramer is able to form shape-complementary interactions between its concave surface and the convex outer surface of buckminsterfullerene to generate cocrystalline supramolecular assemblies.
Selective photodimerization of Acenaphthylene in polymersome nanoreactors
Chem Commun (Camb) 2023 Mar 31.PMID:37000591DOI:10.1039/d3cc00382e.
PEG-b-PLA polymersomes are used as nanoreactors for the photodimerization of Acenaphthylene (ACE), increasing reaction rate significantly. The reaction steered towards almost exclusive formation of anti product (94 : 6). This selectivity is remarkable, as other known systems commonly mediate formation of the syn product.