3,6-Bis(dimethylamino)acridine hydrochloride

Base Information

• Chemical Name: 3,6-Bis(dimethylamino)acridine hydrochloride
• CAS No.: 65-61-2
• Molecular Formula: C17H20ClN3
• Molecular Weight: 266.366
• Hs Code.: 32041300
• European Community (EC) Number: 200-614-0
• NSC Number: 56324
• UNII: YO2175B15I
• DSSTox Substance ID: DTXSID40883213
• Wikidata: Q26840777
• ChEMBL ID: CHEMBL593907
• Mol file: 65-61-2.mol

Synonyms:3,6-Bis(dimethylamino)acridine;Acridine Diamine, Tetramethyl;Acridine Orange;Acridine Orange Base;Base, Acridine Orange;Basic Orange 3RN;C.I. 46005;C.I. Basic Orange 14;Diamine, Tetramethyl Acridine;euchrysine;N,N,N',N'-Tetramethyl-3,6-Acridinediamine Hydrochloride;Orange 3RN, Basic;Orange Base, Acridine;Orange, Acridine;Orange, Rhoduline;Rhoduline Orange;Tetramethyl Acridine Diamine

Chemical Property of 3,6-Bis(dimethylamino)acridine hydrochloride

Chemical Property:

• Appearance/Colour: dark orange to brown powder
• Melting Point: 284-287 °C(lit.)
• Refractive Index: n20/D 1.338
• Boiling Point: 468.6 °C at 760 mmHg
• PKA: -3.2, 10.5(at 25℃)
• Flash Point: 237.2 °C
• PSA: 19.37000
• Density: 1.001 g/mL at 20 °C
• LogP: 4.32200
• Storage Temp.: -20°C
• Solubility.: Soluble in water, ethanol, dimethyl sulfoxide
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 301.1345753
• Heavy Atom Count: 21
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

Acridine Orange hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Acridine Dyes
• Canonical SMILES: CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C.Cl
• Uses: Acridine orange is a dye that interacts with DNA and RNA by intercelation or electrostatic attraction. This cationic dye has been used as a fluorescent stain for nucleic acids in agarose and polyacrylamide gels.

Technology Process of 3,6-Bis(dimethylamino)acridine hydrochloride

There total 2 articles about 3,6-Bis(dimethylamino)acridine hydrochloride 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:

2,4,6-tri-tert-butylphenoxol (732-26-3) → 2,4,6-tri-tert-butylphenoxide anion (18995-30-7) + acridine orange (65-61-2,17251-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / UV-irradiation

2: acetonitrile

In acetonitrile;

DOI:10.1021/ja505755k

Reference yield:

2,4,6-tri-tert-butylphenoxyl (3315-32-0,2525-39-5) + C17H22N3 → 2,4,6-tri-tert-butylphenoxide anion (18995-30-7) + acridine orange (65-61-2,17251-70-6)

Guidance literature:

In acetonitrile; Kinetics;

DOI:10.1021/ja505755k

Reference yield:

2,4,6-tri-tert-butylphenoxide anion (18995-30-7) + acridine orange (65-61-2,17251-70-6) → 2,4,6-tri-tert-butylphenoxol (732-26-3) + acridine orange (494-38-2)

Guidance literature:

In acetonitrile; Kinetics;

DOI:10.1021/ja505755k

upstream raw materials:

2,4,6-tri-tert-butylphenoxol

2,4,6-tri-tert-butylphenoxyl

Downstream raw materials:

2,4,6-tri-tert-butylphenoxol

acridine orange

Refernces