1,4-Phenylene diisocyanate

Base Information

• Chemical Name: 1,4-Phenylene diisocyanate
• CAS No.: 104-49-4
• Deprecated CAS: 51807-23-9
• Molecular Formula: C8H4N2O2
• Molecular Weight: 160.132
• Hs Code.: 29291010
• European Community (EC) Number: 203-207-6
• NSC Number: 94776
• UN Number: 2811
• UNII: OKE64XZR2L
• DSSTox Substance ID: DTXSID3025883
• Nikkaji Number: J113.009I
• Wikidata: Q13427524
• Mol file: 104-49-4.mol

Synonyms:1,4-Diisocyanatobenzene;benzene, 1,4-diisocyanato-;

Chemical Property of 1,4-Phenylene diisocyanate

Chemical Property:

• Appearance/Colour: white to light yellow crystals
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: 96-99 °C(lit.)
• Refractive Index: 1.567
• Boiling Point: 236.2 °C at 760 mmHg
• Flash Point: 92.4 °C
• PSA: 58.86000
• Density: 1.17 g/cm³
• LogP: 1.62120
• Solubility.: THF: soluble
• Water Solubility.: 130mg/L at 20℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 160.027277375
• Heavy Atom Count: 12
• Complexity: 205
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

1,4-Phenylene Diisocyanate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,C
• Statements: 20/21/22-36/37/38-42-34-41-38
• Safety Statements: 22-26-36/37-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=C=O)N=C=O
• Uses: 1,4-Phenylene diisocyanate has been used:as croos-linking reagent to investigate the mechanism of enzyme immobilization on silanized surfacesin the synthesis of dipodal bis-urea receptor, a selective receptor for hydrogen sulfatein deposition of polyurea resists films via molecular layer deposition

Technology Process of 1,4-Phenylene diisocyanate

There total 18 articles about 1,4-Phenylene diisocyanate 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: 97.8%

bis(trichloromethyl) carbonate (32315-10-9) + 1,4-phenylenediamine (106-50-3) → 1,4-diisocyanatobenzene (104-49-4)

Guidance literature:

In chlorobenzene; at 55 - 130 ℃; for 18h; Temperature; Solvent;

Reference yield: 97.5%

phosgene (75-44-5) + 1,4-phenylenediamine (106-50-3) → 1,4-diisocyanatobenzene (104-49-4)

Guidance literature:

1,4-phenylenediamine; With hydrogenchloride; In 1,2-dichloro-benzene; at 100 ℃; for 1h; under 1125.11 Torr; Flow reactor; Large scale;

phosgene; In 1,2-dichloro-benzene; at 140 ℃; for 3.5h; under 1125.11 Torr; Flow reactor; Large scale;

Reference yield: 97.0%

N,N-(1,4-phenylene)bis(N',N'-diethyl)urea → 1,4-diisocyanatobenzene (104-49-4)

Guidance literature:

With pyridine hydrochloride; In octane; at 50 ℃; for 0.0333333h; Reagent/catalyst; Solvent;

upstream raw materials:

phosgene

p-phenylenediamine hydrochloride

methylammonium carbonate

1,4-phenylenediamine

Downstream raw materials:

N,N'-bis-(aziridine-1-carbonyl)-p-phenylenediamine

dimethyl N,N′-(1,4-phenylene)dicarbamate

N,N'-p-phenylene-bis-carbamic acid bis-(2-oxo-1-propyl-pentyl ester)

diethyl 1,4-phenylenediamine-N,N'-dicarboxylate

Refernces

• 1、 -. "FLOW CHEMISTRY SYNTHESIS OF ISOCYANATES". Paragraph 0175; 0185-0187; 0228; 0234-0239. . Retrieved 2021/06/22.
• 2、 -. "Method for preparing low-chlorinated impurity content isocyanate based on salt formation light gasification (by machine translation)". Paragraph 0066-0067; 0080-0081. . Retrieved 2020/10/14.