BENZOIC ACID, p-(2-CHLOROETHYL)AMINO-

Base Information

• Chemical Name: BENZOIC ACID, p-(2-CHLOROETHYL)AMINO-
• CAS No.: 2045-23-0
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• DSSTox Substance ID: DTXSID70174404
• Nikkaji Number: J41.199J
• Wikidata: Q83044483
• Mol file: 2045-23-0.mol

Synonyms:2045-23-0;p-((2-Chloroethyl)amino)benzoic acid;BENZOIC ACID, p-(2-CHLOROETHYL)AMINO-;BRN 2803827;4-[(2-Chloroethyl)amino]benzoic acid;4-(2-chloroethylamino)benzoic acid;SCHEMBL15961877;DTXSID70174404;LS-36481;Benzoic acid, 4-[(2-chloroethyl)amino]-;Benzoic acid, p-[(2-chloroethyl)amino]-

Chemical Property of BENZOIC ACID, p-(2-CHLOROETHYL)AMINO-

Chemical Property:

• Vapor Pressure: 8.98E-07mmHg at 25°C
• Boiling Point: 389.8°Cat760mmHg
• Flash Point: 189.5°C
• PSA: 49.33000
• Density: 1.337g/cm³
• LogP: 2.10850
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 167

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)NCCCl

Technology Process of BENZOIC ACID, p-(2-CHLOROETHYL)AMINO-

There total 3 articles about BENZOIC ACID, p-(2-CHLOROETHYL)AMINO- 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: 91.0%

ethyl N-2-chloroethyl-4-aminobenzoate → N-2-chloroethyl-4-aminobenzoic acid (2045-23-0)

Guidance literature:

With potassium hydroxide; In methanol; for 6.5h; Heating;

DOI:10.1080/00397919408011327

Reference yield: 60.64%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + 1-Bromo-2-chloroethane (107-04-0) → N-2-chloroethyl-4-aminobenzoic acid (2045-23-0)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2019.01.062

Reference yield:

p-aminoethylbenzoate (94-09-7) → N-2-chloroethyl-4-aminobenzoic acid (2045-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaCNBH₃, methanolic HCl / H₂O / 120 h / Ambient temperature

2: 91 percent / aq. KOH / methanol / 6.5 h / Heating

With hydrogenchloride; potassium hydroxide; sodium cyanoborohydride; In methanol; water;

DOI:10.1080/00397919408011327

upstream raw materials:

p-aminoethylbenzoate

4-amino-benzoic acid

1-Bromo-2-chloroethane

Refernces

• 1、 Lee,Garbiras. "Efficient synthesis of benzoic acid half mustards". . p. 3129 - 3134. Retrieved 1994.