1,2-Dibromo-1,1-dichloroethane

Base Information

• Chemical Name: 1,2-Dibromo-1,1-dichloroethane
• CAS No.: 75-81-0
• Molecular Formula: C2H2 Br2 Cl2
• Molecular Weight: 256.752
• European Community (EC) Number: 200-904-7
• NSC Number: 6199
• UNII: 8D6FN8F1WD
• DSSTox Substance ID: DTXSID8058790
• Nikkaji Number: J351D
• Wikidata: Q27270205
• Mol file: 75-81-0.mol

Synonyms:1,2-DIBROMO-1,1-DICHLOROETHANE;75-81-0;Ethane, 1,2-dibromo-1,1-dichloro-;1,2-Dibromo-2,2-dichloroethane;HSDB 2777;NSC 6199;EINECS 200-904-7;UNII-8D6FN8F1WD;BRN 1697498;8D6FN8F1WD;AI3-14678;NSC-6199;1,2-Dibromo-1,1-dichloroethane 100 microg/mL in Methanol;Ethane, dibromodichloro-;NSC6199;C2H2Br2Cl2;SCHEMBL728264;1,2-dibrom-1,1-dichlorethan;DTXSID8058790;Ethane,2-dibromo-1,1-dichloro-;1,2-dibromo-1,1-dichloro-ethane;MFCD00053228;AKOS025310201;1,1-DICHLORO-1,2-DIBROMOETHANE;1,2-Dibromo-1,1-dichloroethane, 97%;LS-65479;EN300-344060;1,2-DIBROMO-2,2-DICHLOROETHANE [HSDB];Q27270205

Chemical Property of 1,2-Dibromo-1,1-dichloroethane

Chemical Property:

• Vapor Pressure: 1.49mmHg at 25°C
• Melting Point: -26°C
• Refractive Index: 1.5530 (estimate)
• Boiling Point: 176.2°C at 760 mmHg
• Flash Point: 68.8°C
• PSA: 0.00000
• Density: 2.318g/cm³
• LogP: 2.90760
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 255.78798
• Heavy Atom Count: 6
• Complexity: 44.8

Purity/Quality:

98%min ^*data from raw suppliers

1,2-Dibromo-1,1-dichloroethane ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(C(Cl)(Cl)Br)Br

Technology Process of 1,2-Dibromo-1,1-dichloroethane

There total 3 articles about 1,2-Dibromo-1,1-dichloroethane 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: 90.0%

1,1-Dichloroethylene (75-35-4,9002-85-1) → 1,2-dibromo-2,2-dichloroethane (75-81-0)

Guidance literature:

With bromine; In trichlorofluoromethane; Ambient temperature; Irradiation;

DOI:10.1021/ja00350a043

Reference yield:

1,1-dichloroethane (75-34-3) → 1,2-dibromo-2,2-dichloroethane (75-81-0)

Guidance literature:

Bromieren;

Reference yield:

→ 1,2-dibromo-2,2-dichloroethane (75-81-0)

Guidance literature:

1,1-Dichlor-ethylen, Oxiran, Brom;

upstream raw materials:

1,1-dichloroethane

1,1-Dichloroethylene

Downstream raw materials:

2-bromo-1,1,1-trifluoroethane

2-bromo-1-chloro-1,1-difluoro-ethane

1-bromo-2,2-dichloro-2-fluoroethane

2-bromo-1,1-dichloroethylene

Refernces

Aporphine synthesis by Pschorr cyclization of aminophenols. An improved synthesis of a thalicarpine precursor.

10.1021/jo00942a048

The research presents an improved general synthesis of aporphines via Pschorr cyclization of 1-(2’-aminobenzyl)-7-hydroxy-l,2,3,4-tetrahydroisoquinolines. The key chemicals involved in this research include o-nitrotoluenes (2a-e), 6-methoxy-7-hydroxy-3,4-dihydroisoquinolinium methiodide, KO-t-Bu, Pd/C, Zn-H2SO4, diazomethane, and copper powder. The synthesis involves several steps: condensation of o-nitrotoluenes with 6-methoxy-7-hydroxy-3,4-dihydroisoquinolinium methiodide in the presence of KO-t-Bu to form 1-(2’-nitrobenzyl)-7-hydroxy-1,2,3,4-tetrahydroisoquinolines (3a-e); reduction of these compounds with Pd/C or Zn-H2SO4 to obtain aminophenols (4a-f); and cyclization of the aminophenols to form 1-hydroxyaporphines (5a-f) using diazotization and copper powder. The final products include thalicmidine (5g), nuciferine (6a), glaucine (6g), and the thalicarpine precursor 6e. The synthesis is notable for achieving the highest yields reported to date for these compounds.