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2-(MethylphenylaMino)-acetonitrile is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 36602-08-1 Structure
  • Basic information

    1. Product Name: 2-(MethylphenylaMino)-acetonitrile
    2. Synonyms: alpha-(N-Methylanilino)acetonitrile;N-Methyl-N-phenylaminoacetonitrile;NSC 406908;NSC 59411
    3. CAS NO:36602-08-1
    4. Molecular Formula: C9H10N2
    5. Molecular Weight: 146
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 36602-08-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 138-141℃ (9 Torr)
    3. Flash Point: 110 °C
    4. Appearance: /
    5. Density: 1.064 g/cm3
    6. Vapor Pressure: 0.0103mmHg at 25°C
    7. Refractive Index: 1.57
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 1.68±0.50(Predicted)
    11. CAS DataBase Reference: 2-(MethylphenylaMino)-acetonitrile(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-(MethylphenylaMino)-acetonitrile(36602-08-1)
    13. EPA Substance Registry System: 2-(MethylphenylaMino)-acetonitrile(36602-08-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 36602-08-1(Hazardous Substances Data)

36602-08-1 Usage

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 7975, 1995 DOI: 10.1016/0040-4039(95)01720-3

Check Digit Verification of cas no

The CAS Registry Mumber 36602-08-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,6,6,0 and 2 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 36602-08:
(7*3)+(6*6)+(5*6)+(4*0)+(3*2)+(2*0)+(1*8)=101
101 % 10 = 1
So 36602-08-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H10N2/c1-11(8-7-10)9-5-3-2-4-6-9/h2-6H,8H2,1H3

36602-08-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(N-methylanilino)acetonitrile

1.2 Other means of identification

Product number -
Other names N-methyl-N-phenylaminoacetonitrile

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:36602-08-1 SDS

36602-08-1Relevant articles and documents

Chemistry of gold(III) with pyridine-carboxamide ligands

Nasser, Nasser,Puddephatt, Richard J.

, p. 61 - 67 (2014)

The pyridine-carboxamide ligand PhNHC(O)2-C5H4N reacts with Na+[AuCl4]- either by cation exchange, to give [PhNHC(O)2-C5H4NH][AuCl4], or by ligand substitution to give

Iron-catalyzed reductive strecker reaction

Yan, Fachao,Huang, Zijun,Du, Chen-Xia,Bai, Jian-Fei,Li, Yuehui

, p. 188 - 194 (2021/02/03)

Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN? was achieved via Fe catalysis. This approach afforded better yields than the use of Ir- or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (13C labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes.

Method for preparing alpha-aminonitrile and product and application thereof

-

Paragraph 0061-0065, (2021/02/24)

The invention discloses a method for preparing alpha-aminonitrile, which comprises the following steps: by using tertiary amine and benzoyl cyanide as reactants, carrying out visible light irradiationin an organic solvent under the condition of oxygen or

Synthesis method of alpha-cyanide

-

Paragraph 0053-0054, (2021/08/19)

The invention relates to the field of synthesis of chemical products, in particular to a synthesis method of alpha-cyanide, the synthesis method comprises the following steps: starting from easily available tertiary amine compounds, respectively taking ch

Electrochemical strategies for: N -cyanation of secondary amines and α C -cyanation of tertiary amines under transition metal-free conditions

Cai, Hu,Fu, Yaping,Fu, Zhengjiang,Guo, Shengmei,Hao, Guangguo,Yi, Xuezheng,Yin, Jian,Zhong, Tingting

supporting information, p. 9422 - 9427 (2021/12/09)

Transition metal-free electrochemical approaches for the N-cyanation of secondary amines and the α C-cyanation of tertiary amines have been well established, with products being obtained in moderate to good yields and with good functional group tolerance under ambient conditions. The synthetic application of the protocols has been highlighted through scale-up experiments in a galvanostatic mode. Preliminary mechanistic investigation has confirmed that TBAB played a critical role in N-cyanation transformation and has indicated that the transformation might proceed via a free radical process. This journal is

Site-Selective Electrochemical C-H Cyanation of Indoles

Li, Laiqiang,Hou, Zhong-Wei,Li, Pinhua,Wang, Lei

supporting information, p. 5983 - 5987 (2021/08/16)

An electrochemical approach for the site-selective C-H cyanation of indoles employing readily available TMSCN as cyano source has been developed. The electrosynthesis relies on the tris(4-bromophenyl)amine as a redox catalyst, which achieves better yield and regioselectivity. A variety of C2- and C3-cyanated indoles were obtained in satisfactory yields. The reactions are conducted in a simple undivided cell at room temperature and obviate the need for transition-metal reagent and chemical oxidant.

Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules

Heidarian, Mahdi,Moghaddam, Firouz Matloubi,Pourkaveh, Raheleh

, (2020/11/03)

Oxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature. CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiary/secondary amines in good yields. The corresponding products were obtained with high selectivity toward α position. In addition, functional group tolerance offered the opportunity for application in late-stage functionalization of biologically active molecules. This transformation proceeds convenient on a gram-scale, and the catalyst can be reused for several runs with consistent catalytic activity.

Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN

Cai, Tian-Cheng,Gui, Qing-Wen,Hu, Wenxia,Li, Qiang,Liu, Xiaoying,Teng, Fan,Wang, Xiaoli,Xiong, Zhi-Yuan,Yu, Jialing

supporting information, p. 8254 - 8258 (2021/10/12)

The electrochemical α-cyanation of tertiary and secondary amines has been developed by using a cheap cyanide reagent, azobisisobutyronitrile (AIBN). The CN radical, generated throughn-Bu4NBr-meidated electrochemical oxidation, participates in a novel α-cyanation reaction under exogenous oxidant-free conditions.

Surface engineered Iridium-based magnetic photocatalyst paving a path towards visible light driven C-H arylation and cyanation reaction

Gaur, Rashmi,Gawande, Manoj B.,Kaushik, Bhawna,Rana, Pooja,Sharma, Priti,Sharma, Rakesh K.,Yadav, Priya,Yadav, Sneha

, p. 297 - 308 (2021/08/23)

The report presents the fabrication and application of a highly versatile, magnetic and robust iridium based photoredox nanocatalyst. Herein, Ir(PPy)3 based photocatalyst sites have been chemically engineered over the magnetic nanoparticles to encompass the captivating features of homogeneous iridium photocatalyst with the magnetically recyclable core. A household photoreactor was designed and fabricated to achieve highly selective visible light driven oxidative C-H arylation and C-H cyanation under sustainable and ambient reaction conditions utilizing the Ir@PyBz@ASMNPs photoredox nanocatalyst. The environment friendly Ir@PyBz@ASMNPs shows excellent photocatalytic activity, broad substrate adaptability and outstanding recyclability compared to the analogous homogeneous catalysts. Indeed, the Ir@PyBz@ASMNPs possess some key features including high surface area, high iridium metal loading and excellent stability. This work is expected to enlighten and provide new insights in the rational design of high performance and recoverable photoredox nanocatalyst through surface engineering strategy.

Iron-Catalyzed α-C-H Cyanation of Simple and Complex Tertiary Amines

Yilmaz, Ozgur,Dengiz, Cagatay,Emmert, Marion H.

supporting information, p. 2489 - 2498 (2021/02/06)

This manuscript details the development of a general and mild protocol for the α-C-H cyanation of tertiary amines and its application in late-stage functionalization. Suitable substrates include tertiary aliphatic, benzylic, and aniline-type substrates and complex substrates. Functional groups tolerated under the reaction conditions include various heterocycles and ketones, amides, olefins, and alkynes. This broad substrate scope is remarkable, as comparable reaction protocols for α-C-H cyanation frequently occur via free radical mechanisms and are thus fundamentally limited in their functional group tolerance. In contrast, the presented catalyst system tolerates functional groups that typically react with free radicals, suggesting an alternative reaction pathway. All components of the described catalyst system are readily available, allowing implementation of the presented methodology without the need for lengthy catalyst synthesis.

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