Phenol, p-(bis(2-bromoethyl)amino)-

Base Information

• Chemical Name: Phenol, p-(bis(2-bromoethyl)amino)-
• CAS No.: 21667-05-0
• Molecular Formula: C10H13Br2NO
• Molecular Weight: 323.0243
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID00176052
• Nikkaji Number: J50.090I
• Wikidata: Q83046385
• ChEMBL ID: CHEMBL145988
• Mol file: 21667-05-0.mol

Synonyms:4-[bis(2-bromoethyl)amino]phenol;21667-05-0;Phenol, p-(bis(2-bromoethyl)amino)-;BRN 3051875;p-(Bis(2-bromoethyl)amino)phenol;CHEMBL145988;DTXSID00176052

Chemical Property of Phenol, p-(bis(2-bromoethyl)amino)-

Chemical Property:

• Vapor Pressure: 3.37E-07mmHg at 25°C
• Boiling Point: 406.8°Cat760mmHg
• PKA: 10.08±0.15(Predicted)
• Flash Point: 199.8°C
• PSA: 23.47000
• Density: 1.743g/cm³
• LogP: 2.98840
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 322.93434
• Heavy Atom Count: 14
• Complexity: 143

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N(CCBr)CCBr)O

Technology Process of Phenol, p-(bis(2-bromoethyl)amino)-

There total 9 articles about Phenol, p-(bis(2-bromoethyl)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: 99.0%

Carbonic acid adamantan-1-yl ester 4-[bis-(2-bromo-ethyl)-amino]-phenyl ester (172973-92-1) → 4-[bis-(2-bromo-ethyl)-amino]-phenol (21667-05-0)

Guidance literature:

With trifluoroacetic acid; at 0 ℃; for 0.833333h;

DOI:10.1021/jm00026a013

Reference yield:

1-Adamantyl-p-nitrophenyl-carbonat (5854-73-9) → 4-[bis-(2-bromo-ethyl)-amino]-phenol (21667-05-0)

Guidance literature:

Multi-step reaction with 5 steps

1: ammonium formate / 10percent Pd/C / ethanol

2: 82 percent / AcOH / 48 h / Ambient temperature

3: 48 percent / pyridine / a) 0 deg C, 40 min, b) 50 deg C, 18 min

4: 89 percent / LiBr / acetonitrile / 70 °C

5: 99 percent / TFA / 0.83 h / 0 °C

With pyridine; ammonium formate; acetic acid; trifluoroacetic acid; lithium bromide; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1021/jm00026a013

Reference yield:

Carbonic acid adamantan-1-yl ester 4-amino-phenyl ester (172974-25-3) → 4-[bis-(2-bromo-ethyl)-amino]-phenol (21667-05-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / AcOH / 48 h / Ambient temperature

2: 48 percent / pyridine / a) 0 deg C, 40 min, b) 50 deg C, 18 min

3: 89 percent / LiBr / acetonitrile / 70 °C

4: 99 percent / TFA / 0.83 h / 0 °C

With pyridine; acetic acid; trifluoroacetic acid; lithium bromide; In acetonitrile;

DOI:10.1021/jm00026a013

upstream raw materials:

N-(4-methoxyphenyl)morpholine

Carbonic acid adamantan-1-yl ester 4-[bis-(2-bromo-ethyl)-amino]-phenyl ester

<<<4-phenyl>oxy>carbonyl>-L-glutamic acid

1-Adamantyl-p-nitrophenyl-carbonat

Refernces

• 1、 Vickers,Hebborn,Moran,Triggle. "Synthesis and evaluation of esters of N,N-bis(2-chloroethyl)-p-aminophenol and N,N-bis(2-bromoethyl)-p-aminophenol as potential antitumor agents.". . p. 491 - 494. Retrieved 2007/10/05.