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METHYL 4-PYRROLIDIN-1-YLBENZOATE, a chemical compound with the molecular formula C15H19NO2, is a derivative of benzoic acid that features a pyrrolidine group. This versatile compound serves as a building block for the synthesis of more complex molecules, making it valuable in various industrial applications.

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  • 129414-26-2 Structure
  • Basic information

    1. Product Name: METHYL 4-PYRROLIDIN-1-YLBENZOATE
    2. Synonyms: METHYL 4-PYRROLIDIN-1-YLBENZOATE;METHYL 4-(1-PYRROLIDINYL)BENZENECARBOXYLATE;RARECHEM AL BF 1489;Methyl 4-pyrrolidin-1-ylbenzoate 97%;Methyl 4-Pyrrolidin-1-1ylbenzoate;1-[4-(Methoxycarbonyl)phenyl]pyrrolidine;Methyl4-(pyrrolidin-1-yl)benzoate97%
    3. CAS NO:129414-26-2
    4. Molecular Formula: C12H15NO2
    5. Molecular Weight: 205.25
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 129414-26-2.mol
  • Chemical Properties

    1. Melting Point: 141 °C
    2. Boiling Point: 338.9 °C at 760 mmHg
    3. Flash Point: 135.9 °C
    4. Appearance: /
    5. Density: 1.128g/cm3
    6. Vapor Pressure: 9.5E-05mmHg at 25°C
    7. Refractive Index: 1.553
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: METHYL 4-PYRROLIDIN-1-YLBENZOATE(CAS DataBase Reference)
    11. NIST Chemistry Reference: METHYL 4-PYRROLIDIN-1-YLBENZOATE(129414-26-2)
    12. EPA Substance Registry System: METHYL 4-PYRROLIDIN-1-YLBENZOATE(129414-26-2)
  • Safety Data

    1. Hazard Codes:  Harmful:;
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 129414-26-2(Hazardous Substances Data)

129414-26-2 Usage

Uses

Used in Pharmaceutical Industry:
METHYL 4-PYRROLIDIN-1-YLBENZOATE is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic properties.
Used in Pesticide Industry:
In the pesticide industry, METHYL 4-PYRROLIDIN-1-YLBENZOATE is utilized as a key component in the formulation of various pesticides, enhancing their effectiveness in controlling pests and diseases in agriculture.
Used in Organic Compounds Production:
METHYL 4-PYRROLIDIN-1-YLBENZOATE is used as a precursor in the production of other organic compounds, contributing to the synthesis of a wide range of chemical products with diverse applications.
Used in Scientific Research:
Due to its potential biological and pharmacological properties, METHYL 4-PYRROLIDIN-1-YLBENZOATE is used in scientific research to explore its possible applications in medicine and other fields, making it a subject of interest for the scientific community.

Check Digit Verification of cas no

The CAS Registry Mumber 129414-26-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,9,4,1 and 4 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 129414-26:
(8*1)+(7*2)+(6*9)+(5*4)+(4*1)+(3*4)+(2*2)+(1*6)=122
122 % 10 = 2
So 129414-26-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H15NO2/c1-15-12(14)10-4-6-11(7-5-10)13-8-2-3-9-13/h4-7H,2-3,8-9H2,1H3

129414-26-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 4-(1-pyrrolidinyl)benzenecarboxylate

1.2 Other means of identification

Product number -
Other names METHYL 4-PYRROLIDIN-1-YLBENZOATE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:129414-26-2 SDS

129414-26-2Relevant articles and documents

Modular, Self-Assembling Metallaphotocatalyst for Cross-Couplings Using the Full Visible-Light Spectrum

Reischauer, Susanne,Strauss, Volker,Pieber, Bartholom?us

, p. 13269 - 13274 (2020)

The combination of nickel and photocatalysis has unlocked a variety of cross-couplings. These protocols rely on a few photocatalysts that can only convert a small portion of visible light (500 nm) into chemical energy. The high-energy photons that excite

I2/NaH2PO2-mediated deoxyamination of cyclic ethers for the synthesis of: N -aryl-substituted azacycles

Chen, Tieqiao,Huang, Tianzeng,Li, Chunya,Li, Dongyang,Lin, Ying,Liu, Long,Tang, Zhi,Zhang, Jingjing

supporting information, p. 21011 - 21014 (2021/12/04)

We have developed a protocol for efficient synthesis of N-aryl-substituted azacycles from aryl amines and cyclic ethers using I2/NaH2PO2 as the mediator. A diverse range of aryl amines and cyclic ethers undergo amination reaction to generate products in good to excellent yields with good functional group tolerance. This reaction can be easily scaled up to give N-aryl-substituted azacycles on a gram scale. Further chemical manipulation of the products enabled useful transformations of the quinoline ring, including bromination and acetylation. This journal is

Ad Hoc Adjustment of Photoredox Properties by the Late-Stage Diversification of Acridinium Photocatalysts

Hutskalova, Valeriia,Sparr, Christof

supporting information, p. 5143 - 5147 (2021/06/30)

The steadily growing interest in substituting precious-metal photoredox catalysts with organic surrogates is vibrantly sustained by emerging methodologies to vary their photochemical behavior. Herein, we report an ad hoc approach for the preparation of acridinium salts with a particularly broad range of photoredox properties. The method involves an aryne-imine-aryne coupling to a linchpin tetrafluoro acridinium salt for a late-stage diversification by nucleophilic aromatic substitution reactions to form diaminoacridinium and undescribed aza-rhodol photocatalysts. The different functionalities and redox properties of the organic acridinium photocatalysts render them suitable for bifunctional photoredox catalysis and organocatalytic photochemical C-N cross-couplings.

Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis

Xiao, Teng-Fei,Zhang, Yi-Fan,Hou, Wen-Tao,Yan, Pen-Ji,Hai, Jun,Xu, Peng-Fei,Xu, Guo-Qiang

supporting information, p. 8942 - 8946 (2021/11/24)

Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (t-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp3)-H bonds was demonstrated by a series of experimental and computational studies.

Organic photoredox catalytic α-C(sp3)-H phosphorylation of saturated: Aza -heterocycles

Yi, Ming-Jun,Xiao, Teng-Fei,Li, Wen-Hui,Zhang, Yi-Fan,Yan, Pen-Ji,Zhang, Baoxin,Xu, Peng-Fei,Xu, Guo-Qiang

supporting information, p. 13158 - 13161 (2021/12/16)

A metal-free C(sp3)-H phosphorylation of saturated aza-heterocycles via the merger of organic photoredox and Br?nsted acid catalyses was established under mild conditions. This protocol provided straightforward and economic access to a variety of valuable α-phosphoryl cyclic amines by using commercially available diarylphosphine oxide reagents. In addition, the D-A fluorescent molecule DCQ was used for the first time as a photocatalyst and exhibited an excellent photoredox catalytic efficiency in this transformation. A series of mechanistic experiments and DFT calculations demonstrated that this transformation underwent a sequential visible light photoredox catalytic oxidation/nucleophilic addition process.

Nickel-Catalyzed Amination of (Hetero)aryl Halides Facilitated by a Catalytic Pyridinium Additive

Han, Dongyang,Li, Sasa,Xia, Siqi,Su, Mincong,Jin, Jian

supporting information, p. 12349 - 12354 (2020/09/09)

An efficient and operationally simple Ni-catalyzed amination protocol has been developed. This methodology features a simple NiII salt, an organic base and catalytic amounts of both a pyridinium additive and Zn metal. A diverse number of (hetero)aryl halides were coupled successfully with primary and secondary alkyl amines, and anilines in good to excellent yields. Similarly, benzophenone imine gave the corresponding N-arylation product in an excellent yield.

Visible Light-Mediated (Hetero)aryl Amination Using Ni(II) Salts and Photoredox Catalysis in Flow: A Synthesis of Tetracaine

Park, Boyoung Y.,Pirnot, Michael T.,Buchwald, Stephen L.

, p. 3234 - 3244 (2020/02/04)

We report a visible light-mediated flow process for C-N cross-coupling of (hetero)aryl halides with a variety of amine coupling partners through the use of a photoredox/nickel dual catalyst system. Compared to the method in batch, this flow process enables a broader substrate scope, including less-activated (hetero)aryl bromides and electron-deficient (hetero)aryl chlorides, and significantly reduced reaction times (10 to 100 min). Furthermore, scale up of the reaction, demonstrated through the synthesis of tetracaine, is easily achieved, delivering the C-N cross-coupled products in consistently high yield of 84% on up to a 10 mmol scale.

Tropane alkaloid compounds and method of manufacturing using sequential oxidation reactions

-

Paragraph 0098; 0165-0169, (2020/06/16)

The present invention relates to a tropane alkaloid compound sequentially using an oxidative Mannich ring reaction and a method for producing the same. The present invention provides a tropane alkaloid compound having a structure of chemical formula 1 in

Synthesis method for converting lignin 4-O-5 model compound diaryl ether into nitrogen-containing compound

-

Paragraph 0069-0071, (2019/04/26)

The invention discloses a synthesis method for converting lignin 4-O-5 model compound diaryl ether into a nitrogen-containing compound. According to the synthesis method, a diaryl ether compound andan amine compound are subjected to a heating reaction in a certain amount of a solvent (containing a certain amount of water) in an argon atmosphere (containing a certain amount of air) under the actions of a metal catalyst and sodium borohydride, such that the drug with the important physiological activity or the compound with the natural product skeleton containing nitrogen is formed by directlycoupling the C-O bond cut and the amine compound cross while the corresponding aromatic hydrocarbon is obtained. According to the present invention, the synthesis method has characteristics of simpleand easily-available raw materials, high conversion rate, important product and good yield, and has broad application prospects in the degradation and deep development and utilization of lignin.

Nickel-Catalyzed Amide Bond Formation from Methyl Esters

Ben Halima, Taoufik,Masson-Makdissi, Jeanne,Newman, Stephen G.

supporting information, p. 12925 - 12929 (2018/09/14)

Despite being one of the most important and frequently run chemical reactions, the synthesis of amide bonds is accomplished primarily by wasteful methods that proceed by stoichiometric activation of one of the starting materials. We report a nickel-catalyzed procedure that can enable diverse amides to be synthesized from abundant methyl ester starting materials, producing only volatile alcohol as a stoichiometric waste product. In contrast to acid- and base-mediated amidations, the reaction is proposed to proceed by a neutral cross coupling-type mechanism, opening up new opportunities for direct, efficient, chemoselective synthesis.

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