1,3,2-Dioxaphosphorinane, 2-mercapto-5,5-dimethyl-, 2-oxide

Base Information

• Chemical Name: 1,3,2-Dioxaphosphorinane, 2-mercapto-5,5-dimethyl-, 2-oxide
• CAS No.: 45734-11-0
• Molecular Formula: C5H11O3PS
• Molecular Weight: 182.18
• DSSTox Substance ID: DTXSID90433646
• Nikkaji Number: J1.832.719H,J981.758A
• Wikidata: Q82247844
• Mol file: 45734-11-0.mol

Synonyms:45734-11-0;1,3,2-Dioxaphosphorinane, 2-mercapto-5,5-dimethyl-, 2-oxide;SCHEMBL258302;DTXSID90433646;5,5-Dimethyl-1,3,2-dioxaphosphorinane-2-thiol 2-oxide;5,5-Dimethyl-2-hydroxy-1,3,2-dioxaphosphorinane-2-thione

Chemical Property of 1,3,2-Dioxaphosphorinane, 2-mercapto-5,5-dimethyl-, 2-oxide

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 182.01665238
• Heavy Atom Count: 10
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(COP(=S)(OC1)O)C

Technology Process of 1,3,2-Dioxaphosphorinane, 2-mercapto-5,5-dimethyl-, 2-oxide

There total 2 articles about 1,3,2-Dioxaphosphorinane, 2-mercapto-5,5-dimethyl-, 2-oxide 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:

1,3,2-dioxaphosphorinane, 5,5-dimethyl-2-(1-methylethoxy)-, 2-sulfide (62891-12-7) + methoxybenzene (100-66-3) → 2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane (45734-11-0) + o-isopropylanisole (2944-47-0) + 1-methoxy-4-(1-methylethyl)benzene (4132-48-3) + 2-Isopropylsulfanyl-5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide (75768-25-1)

Guidance literature:

With trifluoroacetic acid; at 25 ℃; Product distribution; Mechanism; other phosphorothionates;

DOI:10.1021/jo00321a018

Reference yield:

1,3,2-dioxaphosphorinane, 5,5-dimethyl-2-(1-methylethoxy)-, 2-sulfide (62891-12-7) → isopropyl Trifluoroacetate (400-38-4) + 2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane (45734-11-0) + 2-Isopropylsulfanyl-5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide (75768-25-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 23 ℃; Product distribution; participation of the solvolysis process in the thiono-thiolo rearrangement; var. solvents, concentrations and phosphorothionates;

DOI:10.1021/jo00321a018

Reference yield: 98.0%

2-hydroxy-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane (45734-11-0) → 5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl-oxide (15762-04-6) + 1,3-dicyclohexylthiourea (1212-29-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; Ambient temperature;

DOI:10.1021/jo00179a028

upstream raw materials:

1,3,2-dioxaphosphorinane, 5,5-dimethyl-2-(1-methylethoxy)-, 2-sulfide

methoxybenzene

Downstream raw materials:

N,N'-dibenzyl-N-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinanyl)-thiourea

5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl-oxide

1,3-dicyclohexylthiourea

N,N'-dicyclohexyl-N-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinanyl)-thiourea

Refernces