5-(4-Bis(2-chloroethyl)aminophenyl)pentanoic acid

Base Information

• Chemical Name: 5-(4-Bis(2-chloroethyl)aminophenyl)pentanoic acid
• CAS No.: 64508-90-3
• Molecular Formula: C15H21 Cl2 N O2
• Molecular Weight: 318.27
• Hs Code.: 2922499990
• NSC Number: 74747
• DSSTox Substance ID: DTXSID70214778
• Nikkaji Number: J68.341H
• Wikidata: Q83090675
• Mol file: 64508-90-3.mol

Synonyms:64508-90-3;5-(4-Bis(2-chloroethyl)aminophenyl)pentanoic acid;Benzenepentanoic acid, 4-[bis(2-chloroethyl)amino]-;Benzenepentanoic acid, 4-(bis(2-chloroethyl)amino)-;CB 1356;BRN 3375210;4-(Bis(2-chloroethyl)amino)benzenepentanoic acid;p-N,N-Di-(2-chloroethyl)aminophenylvaleric acid;5-(p-(Bis(2-chloroethyl)amino)phenyl)valeric acid;NCIOpen2_009265;4-14-00-01738 (Beilstein Handbook Reference);Valeric acid, 5-(p-(bis(2-chloroethyl)amino)phenyl)-;SCHEMBL11518835;DTXSID70214778;Benzenepentanoic acid, 4-(bis(2-chloroethyl)amino)- (9CI);NSC74747;NSC 74747;NSC-74747;p-[N,N'-Bis(chloroethyl)amino]-.delta.-phenylvaleric acid

Chemical Property of 5-(4-Bis(2-chloroethyl)aminophenyl)pentanoic acid

Chemical Property:

• Vapor Pressure: 1.96E-10mmHg at 25°C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 490.4°C at 760 mmHg
• Flash Point: 250.4°C
• PSA: 40.54000
• Density: 1.223g/cm³
• LogP: 3.76800
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 317.0949343
• Heavy Atom Count: 20
• Complexity: 263

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=C1CCCCC(=O)O)N(CCCl)CCCl

Technology Process of 5-(4-Bis(2-chloroethyl)aminophenyl)pentanoic acid

There total 5 articles about 5-(4-Bis(2-chloroethyl)aminophenyl)pentanoic acid 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:

5-(p-Nitrophenyl)-pentansaeuremethylester (61346-08-5) → 5-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-valeric acid (64508-90-3)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethyl acetate

2: 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-[Bis-(2-hydroxy-ethyl)-amino]-phenyl}-pentanoic acid methyl ester (130198-77-5) → 5-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-valeric acid (64508-90-3)

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

Reference yield:

5-(4-Amino-phenyl)-pentanoic acid methyl ester (104498-78-4) → 5-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-valeric acid (64508-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH / tetrahydrofuran / 48 h / 110 - 120 °C

2: POCl₃ / benzene / 1 h / Heating

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

With hydrogenchloride; acetic acid; trichlorophosphate; In tetrahydrofuran; benzene;

DOI:10.1021/jm00173a016

upstream raw materials:

5-(4'-nitrophenyl)pentanoic acid

5-(p-Nitrophenyl)-pentansaeuremethylester

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

5-(4-Amino-phenyl)-pentanoic acid methyl ester

Downstream raw materials:

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

Bis-(2-chloro-ethyl)-[4-(4-isocyanato-butyl)-phenyl]-amine

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

Refernces