4-Bromopyrazolidine-1,2-dicarbaldehyde

Base Information

• Chemical Name: 4-Bromopyrazolidine-1,2-dicarbaldehyde
• CAS No.: 162887-23-2
• Molecular Formula: C₅H₇BrN₂O₂
• Molecular Weight: 207.027
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80363221
• Nikkaji Number: J1.063.216A
• Wikidata: Q72511728
• Mol file: 162887-23-2.mol

Synonyms:4-bromopyrazolidine-1,2-dicarbaldehyde;162887-23-2;4-Bromo-1,2-pyrazolidinedicarboxaldehyde;1,2-Pyrazolidinedicarboxaldehyde, 4-bromo-;4-bromodihydro-1H-pyrazole-1,2(3H)-dicarbaldehyde;SCHEMBL9230331;DTXSID80363221;BCP22952;MFCD01871611;AKOS015897054;4-Bromo-1,2-pyrazolidinedicarbaldehyde;6P-718;A819502;J-514531

Chemical Property of 4-Bromopyrazolidine-1,2-dicarbaldehyde

Chemical Property:

• Vapor Pressure: 0.00576mmHg at 25°C
• Melting Point: 83-84 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.798
• Boiling Point: 273.4 °C at 760 mmHg
• PKA: -3.05±0.40(Predicted)
• Flash Point: 119.1 °C
• PSA: 40.62000
• Density: 2.104 g/cm³
• LogP: 0.74290
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 205.96909
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromopyrazolidine-1,2-dicarbaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CN(N1C=O)C=O)Br

Technology Process of 4-Bromopyrazolidine-1,2-dicarbaldehyde

There total 3 articles about 4-Bromopyrazolidine-1,2-dicarbaldehyde 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: 74.0%

1-(2,3-dibromopropyl)-1,2-diformylhydrazine (216854-54-5) → 4-bromo-1,2-diformylpyrazolidine (162887-23-2)

Guidance literature:

With potassium carbonate; In ethyl acetate; at 40 ℃; for 6h;

DOI:10.1021/jo980462j

Reference yield:

1-allyl-1,2-diformylhydrazine (216854-53-4) → 4-bromo-1,2-diformylpyrazolidine (162887-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / LiBr*H₂O; Br₂ / CH₂Cl₂; methanol / 0.17 h / 0 °C

2: 74 percent / K₂CO₃ / ethyl acetate / 6 h / 40 °C

With bromine; potassium carbonate; lithium bromide; In methanol; dichloromethane; ethyl acetate; 1: Bromination / 2: Cyclization;

DOI:10.1021/jo980462j

Reference yield:

C6H10Br2N2O → 4-bromo-1,2-diformylpyrazolidine (162887-23-2)

Guidance literature:

With potassium carbonate; In dichloromethane; for 3h; Reflux;

upstream raw materials:

1-(2,3-dibromopropyl)-1,2-diformylhydrazine

1-allyl-1,2-diformylhydrazine

Downstream raw materials:

4-(acetylthio)-1,2-diformylpyrazolidine

Refernces

• 1、 Kumagai, Toshio,Tamai, Satoshi,Abe, Takao,Matsunaga, Hiroshi,Hayashi, Kazuhiko,Kishi, Ikuo,Shiro, Motoo,Nagao, Yoshimitsu. "New straightforward synthesis and characterization of a unique 1β- methylcarbapenem antibiotic biapenem bearing a σ-symmetric bicyclotriazoliumthio group as the pendant moiety". . p. 8145 - 8149. Retrieved 2007/10/03.