Methyl chloro(phenylhydrazono)acetate

Base Information

• Chemical Name: Methyl chloro(phenylhydrazono)acetate
• CAS No.: 58131-64-9
• Molecular Formula: C9H9ClN2O2
• Molecular Weight: 212.636
• European Community (EC) Number: 954-120-1
• Mol file: 58131-64-9.mol

Synonyms:Methyl chloro(phenylhydrazono)acetate;58131-64-9;Acetic acid, chloro(phenylhydrazono)-, methyl ester;methyl (2Z)-2-chloro-2-(phenylhydrazinylidene)acetate;SCHEMBL4549470;SCHEMBL9710814;AKOS015848815;EN300-26979484;METHYL (2Z)-2-CHLORO-2-(2-PHENYLHYDRAZIN-1-YLIDENE)ACETATE

Chemical Property of Methyl chloro(phenylhydrazono)acetate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 102-103 °C
• Refractive Index: 1.549
• Boiling Point: 293.134 °C at 760 mmHg
• PKA: 11.58±0.10(Predicted)
• Flash Point: 131.083 °C
• PSA: 50.69000
• Density: 1.246 g/cm³
• LogP: 1.89680
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 212.0352552
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

METHYL-2-CHLORO-2-N''-(PHENYL)HYDRAZINO ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=NNC1=CC=CC=C1)Cl
• Isomeric SMILES: COC(=O)/C(=N/NC1=CC=CC=C1)/Cl

Technology Process of Methyl chloro(phenylhydrazono)acetate

There total 3 articles about Methyl chloro(phenylhydrazono)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl 2-chloroacetoacetate (4755-81-1,935731-92-3) + benzene diazonium chloride (100-34-5) → methyl 2-chloro-2-(2-phenylhydrazono)acetate (58131-64-9)

Guidance literature:

With ethanol; sodium acetate;

Reference yield:

methyl 2-chloroacetoacetate (4755-81-1,935731-92-3) + aniline (62-53-3) → methyl 2-chloro-2-(2-phenylhydrazono)acetate (58131-64-9)

Guidance literature:

With hydrogenchloride; sodium acetate; sodium nitrite; In water; 1) 8 deg C, 2) MeOH, 6 deg C (33 percent NaOH, pH= 4.5);

Reference yield:

methyl chloroacetate (96-34-4) + aniline (62-53-3) → methyl 2-chloro-2-(2-phenylhydrazono)acetate (58131-64-9)

Guidance literature:

With hydrogenchloride; sodium acetate; sodium nitrite; Multistep reaction; 1.) water; 2.) water, ethanol, 0 - 5 deg C, 3 h -> overnight;

upstream raw materials:

methyl 2-chloroacetoacetate

benzene diazonium chloride

methyl chloroacetate

aniline

Downstream raw materials:

6-Furan-2-yl-2-methyl-5-phenyl-1,2,5,6-tetrahydro-[1,2,4,5]tetrazine-3-carboxylic acid methyl ester

2-Methyl-5-phenyl-6-thiophen-2-yl-1,2,5,6-tetrahydro-[1,2,4,5]tetrazine-3-carboxylic acid methyl ester

1-phenyl-3-carbomethoxy-4-acetyl-5-(2-thienyl)pyrazole

Methyl <<4-(3,5-dimethyl-1-phenyl)pyrazolyl>amino>(phenylhydrazono)acetate

Refernces

• 1、 Bernard,Cocco,Maccioni,Plumitallo. "Phytotoxic activity in pyrazole derivatives. I". . p. 259 - 271. Retrieved 2007/10/02.
• 2、 Heubach, Guenther. "Synthesis of New 2,5-Dihydro-1,2,3,5-Thiatriazole 1-Oxides and 3,4-Dihydro-2H-1,2,4,3-triazaphosphole 3-Oxides". . p. 1376 - 1383. Retrieved 2007/10/02.