2-Diazocyclopentadienylcarboxylic acid

Base Information

• Chemical Name: 2-Diazocyclopentadienylcarboxylic acid
• CAS No.: 30778-59-7
• Molecular Formula: C6H4 N2 O2
• Molecular Weight: 137.1156
• DSSTox Substance ID: DTXSID50952989
• NSC Number: 143635
• Wikidata: Q82931741
• Mol file: 30778-59-7.mol

Synonyms:30778-59-7;DTXSID50952989;NSC143635;2-diazocyclopentadienylcarboxylic acid;NSC-143635;5-Diazocyclopenta-1,3-diene-1-carboxylic acid

Chemical Property of 2-Diazocyclopentadienylcarboxylic acid

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 136.027277375
• Heavy Atom Count: 10
• Complexity: 282

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Diazocyclopentadienylcarboxylic acid

There total 1 articles about 2-Diazocyclopentadienylcarboxylic acid 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 1,3-cyclopentadiene-1-carboxylate (35730-27-9) → diazocyclopentadien-2-ylcarboxylic acid (30778-59-7)

Guidance literature:

Multistep reaction; (i) TsN₃, (ii) ClSiMe₃, Py, (iii) aq. HCl;

DOI:10.1021/ja00731a024

Reference yield: 80.0%

Iodoacetic acid 4-nitrophenyl ester (31252-85-4) + diazocyclopentadien-2-ylcarboxylic acid (30778-59-7) → p-nitrophenyl (1-diazocyclopenta-2,4-dien-2-ylcarbonyloxy)acetate (366446-41-5)

Guidance literature:

With triethylamine; In acetone; at 20 ℃;

DOI:10.1039/b104945n

Reference yield: 64.0%

diazocyclopentadien-2-ylcarboxylic acid (30778-59-7) + 1-nitro-4-trifluoroacetoxy-benzene (658-78-6) → p-nitrophenyl (1-diazo-2,4-cyclopentadien-2-yl)carboxylate (1147665-35-7)

Guidance literature:

With pyridine;

DOI:10.1134/S1068162008050154

upstream raw materials:

methyl 1,3-cyclopentadiene-1-carboxylate

Downstream raw materials:

p-nitrophenyl (1-diazocyclopenta-2,4-dien-2-ylcarbonyloxy)acetate

p-nitrophenyl (1-diazo-2,4-cyclopentadien-2-yl)carboxylate