Valeric acid, 5-(p-(bis(2-chloroethyl)amino)phenoxy)-

Base Information

• Chemical Name: Valeric acid, 5-(p-(bis(2-chloroethyl)amino)phenoxy)-
• CAS No.: 92700-02-2
• Molecular Formula: C15H21Cl2NO3
• Molecular Weight: 334.2381
• NSC Number: 260458
• UNII: 2JH9AL6FB2
• DSSTox Substance ID: DTXSID00239116
• Wikidata: Q83121469
• Mol file: 92700-02-2.mol

Synonyms:92700-02-2;5-(p-(Bis(2-chloroethyl)amino)phenoxy)valeric acid;Valeric acid, 5-(p-(bis(2-chloroethyl)amino)phenoxy)-;NSC-260458;Pentanoic acid, 5-(4-(bis(2-chloroethyl)amino)phenoxy)-;Pentanoic acid, 5-[4-[bis(2-chloroethyl)amino]phenoxy]-;CB 1378;NSC 260458;Valeric acid, 5-[p-[bis(2-chloroethyl)amino]phenoxy]-;BRN 3403648;5-[4-[bis(2-chloroethyl)amino]phenoxy]pentanoic acid;2JH9AL6FB2;DTXSID00239116;NSC260458

Chemical Property of Valeric acid, 5-(p-(bis(2-chloroethyl)amino)phenoxy)-

Chemical Property:

• Vapor Pressure: 1.52E-11mmHg at 25°C
• Boiling Point: 517.7°C at 760 mmHg
• Flash Point: 266.9°C
• Density: 1.247g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 333.0898489
• Heavy Atom Count: 21
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N(CCCl)CCCl)OCCCCC(=O)O

Technology Process of Valeric acid, 5-(p-(bis(2-chloroethyl)amino)phenoxy)-

There total 4 articles about Valeric acid, 5-(p-(bis(2-chloroethyl)amino)phenoxy)- 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:

methyl 5-(4-nitrophenoxy)valerate (130198-71-9) → 5-{4-[bis-(2-chloro-ethyl)-amino]-phenoxy}-valeric acid (92700-02-2)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethyl acetate

2: 46 percent / AcOH / tetrahydrofuran / 48 h / 110 - 120 °C

3: POCl₃ / benzene / 1 h / Heating

4: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min

With hydrogenchloride; hydrogen; acetic acid; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; benzene;

DOI:10.1021/jm00173a016

Reference yield:

5-(4-amino-phenoxy)-valeric acid methyl ester (130198-74-2) → 5-{4-[bis-(2-chloro-ethyl)-amino]-phenoxy}-valeric acid (92700-02-2)

Guidance literature:

ueber mehrere Stufen;

Reference yield:

5-{4-[Bis-(2-hydroxy-ethyl)-amino]-phenoxy}-pentanoic acid methyl ester (130198-75-3) → 5-{4-[bis-(2-chloro-ethyl)-amino]-phenoxy}-valeric acid (92700-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / benzene / 1 h / Heating

2: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min

With hydrogenchloride; trichlorophosphate; In benzene;

DOI:10.1021/jm00173a016

upstream raw materials:

5-(4-amino-phenoxy)-valeric acid methyl ester

5-{4-[Bis-(2-chloro-ethyl)-amino]-phenoxy}-pentanoic acid methyl ester

methyl 5-(4-nitrophenoxy)valerate

5-{4-[Bis-(2-hydroxy-ethyl)-amino]-phenoxy}-pentanoic acid methyl ester

Downstream raw materials:

Acridin-9-yl-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenoxy}-butyl)-amine

[4-(4-Amino-butoxy)-phenyl]-bis-(2-chloro-ethyl)-amine