C.I. Disperse Red 19

Base Information

• Chemical Name: C.I. Disperse Red 19
• CAS No.: 2734-52-3
• Molecular Formula: C16H18 N4 O4
• Molecular Weight: 330.343
• Hs Code.: 2927000090
• European Community (EC) Number: 220-354-1
• NSC Number: 364364
• DSSTox Substance ID: DTXSID7062613
• Nikkaji Number: J33.602E
• Mol file: 2734-52-3.mol

Synonyms:C.I. Disperse Red 19;Disperse Red 19;2734-52-3;2-[N-(2-hydroxyethyl)-4-[(4-nitrophenyl)diazenyl]anilino]ethanol;EINECS 220-354-1;NSC 364364;Ethanol, 2,2'-((4-((4-nitrophenyl)azo)phenyl)imino)bis-;Ethanol, 2,2'-[[4-[(4-nitrophenyl)azo]phenyl]imino]bis-;Ethanol, 2,2'-((4-(2-(4-nitrophenyl)diazenyl)phenyl)imino)bis-;C.I.Disperse Red 19;2,2'-((4-((4-Nitrophenyl)azo)phenyl)imino)bisethanol;2,2'-[[4-[(4-nitrophenyl)azo]phenyl]imino]bisethanol;SCHEMBL112464;DTXSID7062613;NSC364364;AKOS015916010;Disperse Red 19, Dye content 97 %;NSC-364364;2,2'-({4-[(4-Nitrophenyl)diazenyl]phenyl}imino)diethanol

Chemical Property of C.I. Disperse Red 19

Chemical Property:

• Vapor Pressure: 3.61E-14mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 577.3°Cat760mmHg
• PKA: 14.19±0.10(Predicted)
• Flash Point: 302.9°C
• PSA: 114.24000
• Density: 1.3g/cm³
• LogP: 3.32440
• Water Solubility.: 234.5ug/L(25 oC)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 330.13280507
• Heavy Atom Count: 24
• Complexity: 393

Purity/Quality:

98%,99%, ^*data from raw suppliers

Disperse Red 19 Dye content 97 % ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=NC2=CC=C(C=C2)[N+](=O)[O-])N(CCO)CCO
• Uses: DR19 can be used as red side groups in an NLO polyester for potential application in optical switching devices. It can also be bonded with polyurethane to form stable films, which may be used in the fabrication of analog systems.

Technology Process of C.I. Disperse Red 19

There total 4 articles about C.I. Disperse Red 19 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: 81.1%

2,2'-(phenylimino)bis[ethanol] (120-07-0) + 4-nitro-aniline (100-01-6,104810-17-5) → 2-{(2-Hydroxy-ethyl)-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethanol (2734-52-3)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 1h;

2,2'-(phenylimino)bis[ethanol]; With hydrogenchloride; In water; at 0 - 5 ℃; for 3h;

DOI:10.1016/j.dyepig.2020.108225

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 2-{(2-Hydroxy-ethyl)-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethanol (2734-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; sodium nitrite / water / 0 - 5 °C

2: N,N-dimethyl-formamide / 2 h / 0 °C

With hydrogenchloride; sodium nitrite; In water; N,N-dimethyl-formamide;

DOI:10.1039/c2jm30861d

Reference yield:

2,2'-(phenylimino)bis[ethanol] (120-07-0) + 4-nitrobenzenediazonium tetrafluoroborate (456-27-9) → 2-{(2-Hydroxy-ethyl)-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethanol (2734-52-3)

Guidance literature:

In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1039/c2jm30861d

upstream raw materials:

2,2'-(phenylimino)bis[ethanol]

4-nitro-aniline

4-nitrobenzenediazonium tetrafluoroborate

Downstream raw materials:

C₃₈H₅₄N₄O₆

4-((4-nitrophenyl)diazenyl)-N,N-bis(2-(triphenylsilyloxy)ethyl)aniline

4-((4-nitrophenyl)diazenyl)-N,N-bis(2-(trityloxy)ethyl)aniline

DR₁₉-di-2-bromopropionate

Refernces

• 1、 Traskovskis, Kaspars,Mihailovs, Igors,Tokmakovs, Andrejs,Jurgis, Andrejs,Kokars, Valdis,Rutkis, Martins. "Triphenyl moieties as building blocks for obtaining molecular glasses with nonlinear optical activity". experimental part. p. 11268 - 11276. Retrieved 2012/08/14.