Disperse red 1

Base Information

• Chemical Name: Disperse red 1
• CAS No.: 2872-52-8
• Molecular Formula: C16H18N4O3
• Molecular Weight: 314.344
• Hs Code.: 32041100
• European Community (EC) Number: 220-704-3
• NSC Number: 57019
• DSSTox Substance ID: DTXSID6062678
• Nikkaji Number: J1.138.212F,J1.281.654E,J33.573H
• Wikidata: Q26841347
• Mol file: 2872-52-8.mol

Synonyms:Disperse Red 1

Chemical Property of Disperse red 1

Chemical Property:

• Vapor Pressure: 9.57E-12mmHg at 25°C
• Melting Point: 160-162 °C(lit.)
• Refractive Index: 1.602
• Boiling Point: 522.5 °C at 760 mmHg
• PKA: 14.55±0.10(Predicted)
• Flash Point: 269.8 °C
• PSA: 94.01000
• Density: 1.23 g/cm³
• LogP: 4.35200
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• Water Solubility.: 169.7ug/L(25 oC)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 314.13789045
• Heavy Atom Count: 23
• Complexity: 383

Purity/Quality:

99% ^*data from raw suppliers

DisperseRed1(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: CCN(CCO)C1=CC=C(C=C1)N=NC2=CC=C(C=C2)[N+](=O)[O-]
• Uses: Disperse orange 3 is used as a dye in nylon and polyester; stocking dye. Disperse Red 1 is an azo disperse dye which is water insoluble. Disperse Red 1 can be used to dye polyester and acetate fibers. Dyes and metabolites, Environmental Testing.

Technology Process of Disperse red 1

There total 8 articles about Disperse red 1 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: 85.0%

2-( N-ethylanilino)ethanol (92-50-2) + 4-nitro-aniline (100-01-6,104810-17-5) → disperse red 1 (2872-52-8)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 3 ℃; for 0.5h; Cooling with ice;

2-( N-ethylanilino)ethanol; With hydrogenchloride; In water; at 0 ℃; for 0.833333h; Cooling with ice;

DOI:10.1080/15533174.2012.753627

Reference yield: 72.7%

2-( N-ethylanilino)ethanol (92-50-2) + 4-nitro-aniline (100-01-6,104810-17-5) → disperse red 1 (2872-52-8)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h;

2-( N-ethylanilino)ethanol; In ethanol; water; at 5 ℃; for 1h;

With potassium carbonate; In ethanol; water; for 0.5h; pH=7;

DOI:10.1039/c2jm16406j

Reference yield:

(CH3)4C2O2BC6H4CH2OC6H2(C(O)OCH2CHCH2)(CH2OC(O)OCH2CH2N(C2H5)C6H4NNC6H4NO2)CH2OC(O)N(CH3)CH2CH2N(CH3)C(O)C6H4C13H6O2OH (1355342-65-2) → disperse red 1 (2872-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; acetic acid / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

2: dihydrogen peroxide / pH 8.2 / aq. buffer

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dihydrogen peroxide; tri-n-butyl-tin hydride; acetic acid; In tetrahydrofuran;

DOI:10.1039/c1ob06667f

upstream raw materials:

p-nitrobenzenediazonium

2-( N-ethylanilino)ethanol

4-nitro-aniline

(CH₃)4C₂O₂BC₆H₄CH₂OC₆H₂(C(O)OCH₂CHCH₂)(CH₂OC(O)OCH₂CH₂N(C₂H₅)C₆H₄NNC₆H₄NO₂)CH₂OC(O)N(CH₃)CH₂CH₂N(CH₃)C(O)C₆H₄C₁₃H₆O₂OH

Downstream raw materials:

6-{2-[4-(4-nitrophenylazo)-N-ethylphenylamino]ethoxycarbonylamino}hex-1-yl isocyanate

C₂₆H₂₆N₄O₅

C₂₀H₂₄N₄O₅

C₃₃H₃₉N₅O₈

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