57271-91-7

Basic information

• Product Name: N-butylsalicylamide
• Synonyms: N-butylsalicylamide;Ai3-09485;Benzamide, N-butyl-2-hydroxy-;Einecs 260-659-7
• CAS NO: 57271-91-7
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• EINECS: 260-659-7
• Mol File: 57271-91-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 329°Cat760mmHg
• Flash Point: 151.3°C
• Appearance: /
• Density: 1.063g/cm³
• Vapor Pressure: 8.16E-06mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: N-butylsalicylamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-butylsalicylamide(57271-91-7)
• EPA Substance Registry System: N-butylsalicylamide(57271-91-7)

Safety Data

• Hazardous Substances Data: 57271-91-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15NO2/c1-2-3-8-12-11(14)9-6-4-5-7-10(9)13/h4-7,13H,2-3,8H2,1H3,(H,12,14)

Upstream product

• 118-55-8 phenyl Salicylate 
• 109-73-9 N-butylamine 
• 119-36-8 methyl salicylate 
• 111-36-4 n-butyl isocyanide 
• 108-95-2 phenol 
• 162936-60-9 3-butyl-3,4-dihydro-2H-1,3-benzoxazine-2,4-dione 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 3858-78-4 n-butylamine hydrochloride 

Downstream Products

• 101777-17-7 2-(2,3-dihydroxy-propoxy)-benzoic acid butylamide 
• 143000-16-2 3-Butyl-2-oxo-2-phenyl-2,3-dihydro-2λ⁵-benzo[e][1,3,2]oxazaphosphinin-4-one 
• 143000-08-2 3-Butyl-2-phenyl-2,3-dihydro-benzo[e][1,3,2]oxazaphosphinin-4-one 

Relevant articles and documents

Dioxomolybdenum(VI) Complexes with Salicylamide Ligands: Synthesis, Structure, and Catalysis in the Epoxidation of Olefins under Eco-Friendly Conditions

Five salicylamides [R1R2SaAmH; R1, R2 = N-substituents: nBu, H (1a); tBu, H (1b); nOc, H (1c); Bn, H (1d); and nBu, nBu (1e)] were successfully coordinated to the dioxomolybdic fragment, resulting in MoO2(R1R2SaAm)2 complexes 2a-e, which were characterized through elemental analysis, IR, 1H- and 13C NMR, ESI-HRMS, and XRD (for 2a,b,e). All complexes are active catalysts in the solvent-free epoxidation of cis-cyclooctene with tert-butyl hydroperoxide in decane (TBHPdec), showing high turnover frequencies (TOF 1890 h–1 for 2b) at 1 % loading. Using aqueous TBHP (TBHPaq) or H2O2, selectivity to cyclooctene oxide is always 100 %, although reactions are more sluggish. The 2c/TBHPaq system, which displays the best TOF (1070 h–1) at 0.25 % loading and 75 °C, allowed for the quantitative conversion of trans-2-octene into its epoxide, while low epoxide selectivity was observed in the case of 1-octene, styrene, and methyl oleate. In the latter case, 90 % epoxide selectivity at 92 % conversion was achieved with the 2b/TBHPdec system at 55 °C, under solvent-free conditions. Compared to related MoO2X2(O-amide)-type complexes, 2a-e exhibit increased catalytic performance under the greener conditions involving the use of aqueous oxidants.

Fast synthesis of amides from ethyl salicylate under microwave radiation in a solvent-free system

In this study, amide bond formation, one of the most important reactions in organic chemistry, it was evaluated using ethyl salicylate and ten different primary amines. Under the optimized experimental conditions, i.e. 60 °C, hexane, phenylboronic acid-PBA (15 mol%), boric acid-BA (15 mol%) or without catalyst-WC, using a hot-plate for 24 h, amides were obtained in excellent isolated yields (WC, 77-94% to S-Aa-Ad; PBA, 11-94% to S-Ae-Aj; and BA, 28-90% to S-Ae-Aj). The reaction employing CAL-B also permitted a moderate conversion for the production of amides S-Ae-Aj (3-42%). However, in our efforts to reduce the amide synthesis time (24 h), the reactions were performed in the presence of microwave-MW radiation using a free-solvent system [60 °C, PBA (15 mol%) or WC], which reduced the time of the reaction by 32-fold (45 min) and afforded nine amides (S-Aa-Ah and S-Aj) in 80-99% isolated yield and S-Ai in 23% yield. A cytotoxicity assay demonstrated that the amide S-Ag was capable of inhibiting four human tumor cell lines (MCF-7, HCT116, HepG2, and HL-60) with an IC50 ranging from 8.68 to 17.57 μg mL-1. In this study, MW radiation provided an attractive way for faster reactions, improved yields, and cleaner reactions, as well as the synthesis of amide S-Ag with cytotoxic activity.

AZO COMPOUND, COMPOSITION FOR OPTICAL ALIGNMENT FILM USING SAME, AND METHOD FOR PRODUCING OPTICAL ALIGNMENT FILM

An azo compound of the present invention is represented by the general formula (1): (wherein, R 1 and R 2 each independently represents a hydroxy group, or a polymerizable functional group selected from the group consisting of a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, a vinyl group, a vinyloxy group, and a maleimide group; X 1 represents single bond when R 1 is a hydroxy group and represents a linking group represented by -(A 1 -B 1 ) m - when R 1 is a polymerizable functional group; X 2 represents a single bond when R 2 is a hydroxy group and represents a linking group represented by -(A 2 -B 2 ) n - when R 2 is a polymerizable functional group; R 3 and R 4 each independently represents -OR 7 , a hydroxyalkyl group having 1 to 4 carbon atoms, or - CONR 8 R 9 ; and R 5 and R 6 each independently represents a carboxy group, a sulfo group, a nitro group, amino group, or a hydroxy group).