Aniline

Manufactured by J&K Scientific

Sourced in China

Aniline is a colorless, oily liquid that is primarily used as a chemical building block in the production of various industrial and agricultural compounds. It has a distinct, aromatic odor. Aniline serves as a precursor for the synthesis of a wide range of products, including dyes, pigments, herbicides, and pharmaceuticals.

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Aniline monomer (2 citations)

7 protocols using aniline

Polymer-based Microfluidic Device Fabrication

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Aniline was purchased from J&K Chemical (Hong Kong, China) and used without further purification. Ammonium peroxodisulfate (APS) and perfluorodecyltrichlorosilane (FDTS) were obtained from Alfa Aesar (Lancashire, United Kingdom). Hydrochloric acid was obtained from VWR (Batavia, USA). The COC film (Grade 8007) was commercially available from TOPAS Advanced Polymer (Frankfurt, Germany). Indium tin oxide (ITO) glass was obtained from South China Xiang Science & Technology (Shenzhen, China). Cu sulfate pentahydrate, sulfuric acid, and sodium dodecyl sulfate were purchased from Acros Organics (Geel, Belgium). Ethanol, 2-propanol, acetone, acetic acid, formaldehyde, toluene, and sodium bicarbonate were purchased from J&K Chemical (Hong Kong, China).

Cai J., Zhang C., Khan A., Liang C, & Li W.D. (2018). Highly transparent and flexible polyaniline mesh sensor for chemiresistive sensing of ammonia gas. RSC Advances, 8(10), 5312-5320.

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Synthesis of Polypeptide Precursors

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Anhydrous DMC, DMF and THF purchased from J&K Scientific Ltd. (Beijing, China) were directly used without treatment. All aromatic amines except aniline were also purchased from J&K. aniline was purchased from Sinopharm Chemical (Beijing, China). All liquid amines were dried with KOH for overnight, followedby distillation in vacuum at least three times. p-Anisidine and p-toluidine were recrystallized at least three times. H-Glu(OBn)-OH was purchased from GL Biochem Ltd. (Shanghai, China) and used as received. Amantadine (Aman) ordered from Alfa Aesar (Beijing, China) was used without further treatment. 4-Alkyl aniline purchased from J&K was recrystallized twice from dichloromethane. BLG-NCA was synthesized according to the reported procedure [60 (link)], followed by recrystallization four times prior to use. Zinc chloride (ZnCl₂), zinc trifluoromethanesulfonate (Zn(OTf)₂), zinc acetate and zinc acetate dihydrate (Zn(OAc)₂·2H₂O) purchased from Alfa Aesar were used without treatment. Trifluoroacetic acid (TFA) and HBr (33wt% in acetic acid) were ordered from J&K.2-Bromo-2-methylpropionic acid 4-ester aniline was prepared as report [61 (link)]. 2-Methoxyethyl acrylate (MEA) from Aldrich (Beijing, China) was distilled under vacuum and kept below 5 °C prior to use.

Nie Y., Zhi X., Du H, & Yang J. (2018). Zn(OAc)2-Catalyzing Ring-Opening Polymerization of N-Carboxyanhydrides for the Synthesis of Well-Defined Polypeptides. Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, 23(4), 760.

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Synthesis of Organic Compounds

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Analytical grade benzyl alcohol was obtained from Beijing Chemical Reagents, China. Pt(acac)₂ (99%), Ni(acac)₂ (99%), PVP (molecular weight (MW)=8,000), nitrobenzene, benzaldehyde, benzoic acid, styrene, 2,4,6-trimethylstyrene, trans-stilbene, biphenyl, anisole and Platinum (5% on carbon) were purchased from Alfa Aesar. 2,5-dihydroxyterephthalic acid, 4,4′-dimethyl-trans-stilbene and 1-chloro-2-nitrobenzene were acquired from TCI. Aniline was purchased from J.K Scientific. All of the chemicals used in this experiment were analytical grade and used without further purification.

Li Z., Yu R., Huang J., Shi Y., Zhang D., Zhong X., Wang D., Wu Y, & Li Y. (2015). Platinum–nickel frame within metal-organic framework fabricated in situ for hydrogen enrichment and molecular sieving. Nature Communications, 6, 8248.

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COF Synthesis Precursor Preparation

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2,3-dihydroxyterephthalaldehyde (DHPA, purity ≥ 98%), 2,3-dimethoxyterephthalaldehyde (DMPA, purity ≥ 98%), 4”,4”‘-methanetetrayltetraaniline (TAM, purity ≥ 99%) were purchased from Jilin Chinese Academy of Sciences-Yanshen Technology Co., Ltd. Terephthalaldehyde (TPA, purity ≥ 98%) was purchased from Shanghai Aladdin Biochemical Technology Co. Super dry 1,4-dioxane (purity ≥ 99.5%) and aniline (purity ≥ 99.5%) were purchased from J&K Scientific Ltd. 1,4-dioxane (AR, purity ≥ 99.5%) and n-butanol (AR) were purchased from General-reagent Co., Ltd. Purification of TAM is needed prior to COF synthesis.

Wei L., Hai X., Xu T., Wang Z., Jiang W., Jiang S., Wang Q., Zhang Y.B, & Zhao Y. (2024). Encoding ordered structural complexity to covalent organic frameworks. Nature Communications, 15, 2411.

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Synthesis of Organic Precursors for Materials

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2,5-Dihydroxyterephthalaldehyde (dhTPA, purity > 98%) was purchased from TENSUS BIOTECH Co. Tetra-(4-anilyl)-methane (TAM, purity > 97%) was purchased from TENSUS BIOTECH Co and further purified according to the literature^{49 (link), 50 (link)}. Aniline (AR, ≥99.5%) was purchased from J & K Scientific Co. Glacial acetic acid (AR, ≥99.5%) was purchased from Sinopharm Chemical Reagent Co. Anhydrous 1,3,5-trimethylbenzen (AR, ≥ 98%) purchased from Energy Chemical Co. o-Dichlorobenzene (SP, ≥99%) was purchased from Aladdin Co.

Xu Y., Sun T., Zeng T., Zhang X., Yao X., Liu S., Shi Z., Wen W., Zhao Y., Jiang S., Ma Y, & Zhang Y.B. (2023). Symmetry-breaking dynamics in a tautomeric 3D covalent organic framework. Nature Communications, 14, 4215.

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Cellulose Acetate Modification Protocol

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Cellulose acetate (Mn = 30000, DS = 2.5) was used after drying in the vacuum oven at 70 °C for 24 h caisothiocyanate (FITC), protoporphyrin IX (PpIX), dibutyltindilaurate (DBTDL), N,N’-carbonyldiimidazole (CDI) were purchased from J& K Scientific Ltd. and used as received. N,N’-Dimethylformamide (DMF) was dehydrated by CaH₂ and preserved with 3 Å molecular sieve after distillation. Super-dry dimethyl sulfoxide (DMSO) with molecular sieves was purchased from J& K Scientific Ltd. and used as received. Ammonia (NH₃, 25% in water), diethylamine (NHEt₂), triethylamine (NEt₃), and urea were purchased from Beijing Chemical Works and used as received. Aniline, benzylamine, hydrazine (64%), and histamine were purchased from J& K Scientific Ltd. and used as received. Morpholine, pyrrolidine, and putrescine were purchased from Sigma-Aldrich, Inc. and used as received.

Jia R., Tian W., Bai H., Zhang J., Wang S, & Zhang J. (2019). Amine-responsive cellulose-based ratiometric fluorescent materials for real-time and visual detection of shrimp and crab freshness. Nature Communications, 10, 795.

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Synthesis and Characterization of C70 Perylene Derivatives

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All reagents were obtained from commercial sources. The C₇₀, 1,6,7,12-tetra-tert-butylphenoxyperylene-3,4,9,10-tetracarboxylic dianhydride, ethyl glyoxylate, chloroform-d (CDCl₃), trifluoroacetic acid (TFA), anhydrous sodium sulphate (Na₂SO₄) and DHN were purchased from Alfa Aesar. The imidazole, aniline, and 1,2-dichlorobenzene (ODCB) were purchased from J&K Scientific Ltd. (Beijing, China). The silica gel, carbon disulfide (CS₂), dichloromethane (DCM), petroleum ether (PE), methanol (MeOH), tetrahydrofuran (THF), trichloromethane (CHCl₃), and toluene were purchased from Sinopharm Chemical Reagent Co., Ltd. (Shanghai, China). THF was distilled over the sodium and benzophenone, while other reagents used for the synthesis were used directly.
All compounds were characterized by ¹H and ¹³C NMR spectroscopy on a BRUKER 400 MHz spectrometer. The mass analyses were performed using a Bruker ultrafleXtreme MALDI TOF/TOF (Bremen, Germany).

Dou L., Li Y., Dong L., Zhang S., Wu Y., Gong Y., Yang W., Lu H., Zhu S, & Zhou X. (2023). Panchromatic Light-Absorbing [70]Fullerene-Perylene-BODIPY Triad with Cascade of Energy Transfer as an Efficient Singlet Oxygen Sensitizer. Molecules, 28(8), 3534.

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