Benzeneacetic acid, a-diazo-, methyl ester

Base Information

• Chemical Name: Benzeneacetic acid, a-diazo-, methyl ester
• CAS No.: 22979-35-7
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• UNII: GV2N699A75
• DSSTox Substance ID: DTXSID50700982
• Nikkaji Number: J708.982A
• Wikipedia: Methyl_phenyldiazoacetate
• Wikidata: Q63849038

Synonyms:methyl phenyldiazoacetate

Chemical Property of Benzeneacetic acid, a-diazo-, methyl ester

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=[N+]=[N-])C1=CC=CC=C1

Technology Process of Benzeneacetic acid, a-diazo-, methyl ester

There total 17 articles about Benzeneacetic acid, a-diazo-, methyl ester 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: 100.0%

(Z)-methyl 2-phenyl-2-(2-tosylhydrazono)acetate (1334313-47-1) → Methyl phenyldiazoacetate (22979-35-7)

Guidance literature:

With triethylamine; In dichloromethane; at 80 ℃; under 12929 Torr;

DOI:10.1002/chem.201101590

Reference yield: 98.0%

benzeneacetic acid methyl ester (101-41-7) → Methyl phenyldiazoacetate (22979-35-7)

Guidance literature:

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 4h; Darkness;

DOI:10.1002/adsc.202100305

Reference yield: 91.0%

4-toluenesulfonyl azide (941-55-9) + Phenyl acetate (122-79-2,34474-31-2) → Methyl phenyldiazoacetate (22979-35-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; for 24h;

DOI:10.1002/ange.202008886

upstream raw materials:

methyl 2-oxo-2-phenylacetate

phenylglycine methyl ester

benzeneacetic acid methyl ester

D-phenylglycine methyl ester hydrochloride

Downstream raw materials:

4-carbomethoxy-1,2-dimethyl-4-phenylcyclopent-1-ene

3-Chloro-1-phenyl-cyclopent-3-enecarboxylic acid methyl ester

methyl rel-(1R,2R)-2-ethyl-1,2-diphenylcyclopropanecarboxylate

(+/-)-methyl 1β,2β-diphenylcyclopropane-1α-carboxylate

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