4-Methoxyphenyl(dimethylamino)chlorophosphine

Base Information

• Chemical Name: 4-Methoxyphenyl(dimethylamino)chlorophosphine
• CAS No.: 156814-16-3
• Molecular Formula: C₉H₁₃ClNOP
• Molecular Weight: 217.635
• DSSTox Substance ID: DTXSID10402475
• Mol file: 156814-16-3.mol

Synonyms:4-Methoxyphenyl(dimethylamino)chlorophosphine;156814-16-3;N-[chloro-(4-methoxyphenyl)phosphanyl]-N-methylmethanamine;SCHEMBL2226144;DTXSID10402475;FT-0712240;1-chloro-1-(4-methoxyphenyl)-N,N-dimethylphosphinamine;4-HYDROXY-2-METHYL-2H-1,2-BENZOISOTHIAZOL-2-ACETICETHER-1,1-DIOXIDE

Chemical Property of 4-Methoxyphenyl(dimethylamino)chlorophosphine

Chemical Property:

• Boiling Point: 275.6±42.0 °C(Predicted)
• PKA: 0.96±0.70(Predicted)
• PSA: 26.06000
• LogP: 2.43280
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 217.0423287
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

95+% ^*data from raw suppliers

4-METHOXYPHENYL(DIMETHYLAMINO)CHLOROPHOSPHINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)P(C1=CC=C(C=C1)OC)Cl

Technology Process of 4-Methoxyphenyl(dimethylamino)chlorophosphine

There total 2 articles about 4-Methoxyphenyl(dimethylamino)chlorophosphine 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: 99.0%

bis(dimethylamino)-4-methoxyphenyl phosphine (66393-56-4) → chloro-(dimethylamino)-4-methoxyphenyl phosphine (156814-16-3)

Guidance literature:

With phosphorus trichloride; 0 deg C, 2 h; 25 deg C, 1 h;

DOI:10.1016/S0040-4020(01)80637-2

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → chloro-(dimethylamino)-4-methoxyphenyl phosphine (156814-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / 1.) n-BuLi / 1.) heptane, Et₂O, 0 deg C, 15 min; 2.) heptane, Et₂O, -78 deg C -> 25 deg C

2: 99 percent / PCl₃ / 0 deg C, 2 h; 25 deg C, 1 h

With n-butyllithium; phosphorus trichloride;

DOI:10.1016/S0040-4020(01)80637-2

Reference yield:

chloro-(dimethylamino)-4-methoxyphenyl phosphine (156814-16-3) → (4S,5R)-2-(4-methoxyphenyl)-3,4-dimethyl-5-phenyl-1,3,2-oxaphospholane (143236-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi, 1,10-phenanthroline / 1,2-dimethoxy-ethane; heptane / -50 deg C -> 25 deg C, ca. 2 h

2: chlorotrimethylsilane / 1,2-dimethoxy-ethane; heptane / 10 h / Heating

With n-butyllithium; 1,10-Phenanthroline; chloro-trimethyl-silane; In 1,2-dimethoxyethane; n-heptane;

DOI:10.1016/S0040-4020(01)80637-2

upstream raw materials:

bis(dimethylamino)-4-methoxyphenyl phosphine

1-bromo-4-methoxy-benzene

Downstream raw materials:

(4S,5R)-2-(4-methoxyphenyl)-3,4-dimethyl-5-phenyl-1,3,2-oxaphospholane

Refernces