65198-02-9

Basic information

• Product Name: methyl p-aminocinnamate
• Synonyms: methyl p-aminocinnamate;4-Aminocinnamic acid methyl ester;3-(4-Aminophenyl)propenoic acid methyl ester
• CAS NO: 65198-02-9
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.19984
• EINECS: 265-612-4
• Mol File: 65198-02-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 128-130 °C
• Boiling Point: 335.3°C at 760 mmHg
• Flash Point: 183.7°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 0.000121mmHg at 25°C
• Refractive Index: 1.607
• PKA: 2.89±0.10(Predicted)
• CAS DataBase Reference: methyl p-aminocinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl p-aminocinnamate(65198-02-9)
• EPA Substance Registry System: methyl p-aminocinnamate(65198-02-9)

Safety Data

• Hazardous Substances Data: 65198-02-9(Hazardous Substances Data)

Usage

General Description

Methyl p-aminocinnamate is a chemical compound that belongs to the ester family. It is a derivative of cinnamic acid and is commonly used in the manufacturing of perfumes and cosmetics due to its pleasant floral and fruity aroma. This chemical is also known for its UV-absorbing properties, making it a common ingredient in sunscreens and other skincare products. Methyl p-aminocinnamate is also used in the pharmaceutical industry as an intermediate in the synthesis of various drugs and pharmaceuticals. However, it is important to note that this chemical may cause skin irritation and should be handled with care.

InChI:InChI=1/C10H11NO2/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7H,11H2,1H3/b7-4+

Upstream product

• 67-56-1 methanol 
• 2393-18-2 p-aminocinnamic acid 
• 637-57-0 methyl 4-nitrocinnamate 
• 292638-85-8 acrylic acid methyl ester 
• 106-40-1 4-bromo-aniline 
• 106-47-8 4-chloro-aniline 
• 619-89-6 p-nitrocinnamic acid 
• 621-82-9 Cinnamic acid 
• 540-37-4 p-aminoiodobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 159217-89-7 N-Boc-4-iodoaniline 
• 224635-57-8 ⁽³⁾-[4-(tert-Butoxycarbonylamino)phenyl]-propenoic acid methyl ester 

Downstream Products

• 461461-89-2 4-aminocinnamyl alcohol 
• 621-95-4 4,4'-diaminodihydrostilbene 
• 33267-39-9 N,N'-diacetyl-4,4'-diaminostilbene 
• 621-96-5 4,4'-diaminostilbene 
• 51983-81-4 4-amino-cinnamic acid-(2-diethylamino-ethyl ester) 

Relevant articles and documents

Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions

A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.

Highly effective cellulose supported 2-aminopyridine palladium complex (Pd(II)-AMP-Cell?Al2O3) for Suzuki-Miyaura and Mizoroki–Heck cross-coupling

In the present work, a novel, highly efficient, retrievable organo–inorganic hybrid heterogeneous catalyst (Pd(II)-AMP-Cell?Al2O3) has been prepared by covalent grafting of 2-aminopyridine on chloropropyl modified cellulose-alumina composite followed by complexation with palladium acetate. The catalyst was characterized by techniques such as scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy dispersive X-ray spectroscopy (EDX), X-ray diffraction (XRD), inductive coupled plasma-atomic emission spectroscopy (ICP-AES) and thermo gravimetric analysis (TGA). The catalyst has been successfully employed in Suzuki-Miyaura as well as Mizoroki–Heck cross-coupling reactions. The reactions proceed smoothly resulting in the high yields of cross-coupling products (81 to 95%) within short reaction times. The catalyst can be efficiently recovered by simple filtration and reused for multiple cycles without considerable loss in the catalytic activity. The key-features of the present protocol include mild reaction conditions, simple work-up procedure, high stability of the catalyst, high turnover number (TON) and frequency (TOF), ease recovery and reusability of the catalyst.

In situ synthesis of carbon nanotube-encapsulated cobalt nanoparticles by a novel and simple chemical treatment process: Efficient and green catalysts for the Heck reaction

In this study, we present a novel, fast and easy method for supporting metal nanoparticles onto the internal surface of multi-walled CNTs; these CNT-encapsulated nanoparticles as heterogeneous, efficient, inexpensive and green catalysts promote the Heck cross-coupling of a large library of functional substrates under mild and sustainable conditions. Remarkably, the introduced catalytic system could be reused for at least nine successive runs without a discernible decrease in its catalytic activity.