Mitotane, (S)-

Base Information

• Chemical Name: Mitotane, (S)-
• CAS No.: 102976-58-9
• Molecular Formula: C₁₄H₁₀Cl₄
• Molecular Weight: 320.045
• UNII: B2J688UBOB
• Nikkaji Number: J3.049.510A
• Wikidata: Q27274283
• ChEMBL ID: CHEMBL1572655
• Mol file: 102976-58-9.mol

Synonyms:Mitotane, (S)-;Mitotane, (-)-;B2J688UBOB;102976-58-9;UNII-B2J688UBOB;(-)-o,p'-DDD;1-chloro-2-[(1S)-2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene;Benzene, 1-chloro-2-((1S)-2,2-dichloro-1-(4-chlorophenyl)ethyl)-;(S)-mitotane;Lopac-C-3010;SCHEMBL4041;BIDD:PXR0164;BIDD:ER0521;CHEMBL1572655;NCGC00015226-01;EN300-27126240;Q27274283;(2S)-1,1-Dichloro-2-(2-chlorophenyl)-2-(4-chlorophenyl)ethane;(S)-1,1-Dichloro-2-(2-chlorophenyl)-2-(4-chlorophenyl)ethane;1-chloro-4-[(1S)-2,2-dichloro-1-(2-chlorophenyl)ethyl]benzene

Chemical Property of Mitotane, (S)-

Chemical Property:

• Boiling Point: 398.9±37.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.372±0.06 g/cm3(Predicted)
• LogP: 5.92900
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 319.950711
• Heavy Atom Count: 18
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(C2=CC=C(C=C2)Cl)C(Cl)Cl)Cl
• Isomeric SMILES: C1=CC=C(C(=C1)[C@H](C2=CC=C(C=C2)Cl)C(Cl)Cl)Cl

Technology Process of Mitotane, (S)-

There total 17 articles about Mitotane, (S)- 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: 89.0%

2,2‐dichloro‐1‐(2‐chlorophenyl)ethan‐1‐one (24123-67-9) + chlorobenzene (108-90-7) → 1,1-dichloro-2-(o-chlorophenyl)-2-(p-chlorophenyl)ethane (53-19-0,102976-58-9)

Guidance literature:

2,2‐dichloro‐1‐(2‐chlorophenyl)ethan‐1‐one; With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.333333h; Schlenk technique; Inert atmosphere;

chlorobenzene; With sulfuric acid; at 20 ℃; for 0.166667h;

DOI:10.1039/c9cc07655g

Reference yield: 71.0%

2,2-dichloro-1-(2-chlorophenyl)ethanol (27683-60-9) + chlorobenzene (108-90-7) → 1,1-dichloro-2-(o-chlorophenyl)-2-(p-chlorophenyl)ethane (53-19-0,102976-58-9)

Guidance literature:

With sulfuric acid; at 35 ℃; for 6h;

DOI:10.1007/BF00776800

Reference yield: 42.0%

o,p'-DDT (789-02-6,58633-26-4) → 1,1-dichloro-2-(o-chlorophenyl)-2-(p-chlorophenyl)ethane (53-19-0,102976-58-9) + 1-(p-chlorophenyl)-1-phenylethane (60617-89-2) + 1-(o-chlorophenyl)-1-(p-chlorophenyl)ethane (77008-62-9) + 1-(2-chloro-phenyl)-1-phenyl-ethane (76690-79-4)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2006.06.041

upstream raw materials:

p,p'-DDT

2,2-dichloro-1-(2-chlorophenyl)ethanol

chlorobenzene

o,p'-DDT

Downstream raw materials:

1-Chloro-2-o-chlorophenyl-2-p'-chlorophenylethylene

2,4'-dichlorobenzophenone

1-(o-chlorophenyl)-1-(p-chlorophenyl)ethane

1-o-Chlorophenyl-1-p'-chlorophenylethylene