1,2-Propanediol, 1,2-bis(4-chlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-, (1S,2R)-

Base Information

• Chemical Name: 1,2-Propanediol, 1,2-bis(4-chlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-, (1S,2R)-
• CAS No.: 107741-27-5
• Molecular Formula: C₁₇H₁₅Cl₂N₃O₂
• Molecular Weight: 364.231
• DSSTox Substance ID: DTXSID90148228
• Wikidata: Q83013716
• Mol file: 107741-27-5.mol

Synonyms:107741-27-5;1,2-Propanediol, 1,2-bis(4-chlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-, (1S,2R)-;DTXSID90148228;(1S,2R)-1,2-bis(4-chlorophenyl)-3-(1,2,4-triazol-1-yl)propane-1,2-diol;1,2-Propanediol, 1,2-bis(4-chlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-, rel-(1S,2R)-

Chemical Property of 1,2-Propanediol, 1,2-bis(4-chlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-, (1S,2R)-

Chemical Property:

• Vapor Pressure: 2.42E-15mmHg at 25°C
• Boiling Point: 602°C at 760 mmHg
• PKA: 11.82±0.29(Predicted)
• Flash Point: 317.9°C
• PSA: 71.17000
• Density: 1.4g/cm³
• LogP: 3.20630
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 363.0541321
• Heavy Atom Count: 24
• Complexity: 401

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(CN2C=NC=N2)(C3=CC=C(C=C3)Cl)O)O)Cl
• Isomeric SMILES: C1=CC(=CC=C1[C@@H]([C@](CN2C=NC=N2)(C3=CC=C(C=C3)Cl)O)O)Cl

Technology Process of 1,2-Propanediol, 1,2-bis(4-chlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-, (1S,2R)-

There total 3 articles about 1,2-Propanediol, 1,2-bis(4-chlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-, (1S,2R)- 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: 1.0%

4'-chloro-2-(4-chlorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propiophenone (94147-86-1,107741-23-1) → (1S,2R)-1,2-Bis-(4-chloro-phenyl)-3-[1,2,4]triazol-1-yl-propane-1,2-diol (107741-27-5) + (1R,2R)-1,2-Bis-(4-chloro-phenyl)-3-[1,2,4]triazol-1-yl-propane-1,2-diol (107741-28-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h; Ambient temperature;

DOI:10.1021/jm00389a016

Reference yield:

4,4'-dichlorobenzil (3457-46-3,88372-92-3) → (1S,2R)-1,2-Bis-(4-chloro-phenyl)-3-[1,2,4]triazol-1-yl-propane-1,2-diol (107741-27-5)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether; dioxane / 16 h / Ambient temperature

2: NaH / dimethylformamide / 0.33 h / 50 °C

3: 87 percent / NaBH₄ / ethanol / 1 h / Ambient temperature

With sodium tetrahydroborate; sodium hydride; In 1,4-dioxane; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00389a016

Reference yield:

2-(4-chlorobenzoyl)-2-(4-chlorophenyl)-oxirane (94147-85-0) → (1S,2R)-1,2-Bis-(4-chloro-phenyl)-3-[1,2,4]triazol-1-yl-propane-1,2-diol (107741-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 0.33 h / 50 °C

2: 87 percent / NaBH₄ / ethanol / 1 h / Ambient temperature

With sodium tetrahydroborate; sodium hydride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00389a016

upstream raw materials:

4'-chloro-2-(4-chlorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propiophenone

4,4'-dichlorobenzil

2-(4-chlorobenzoyl)-2-(4-chlorophenyl)-oxirane

Downstream raw materials:

(4S,5R)-4,5-Bis-(4-chloro-phenyl)-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-one