262242

1,4-Phenylene diisocyanate

• Synonym(s): 1,4-Diisocyanatobenzene, p-Phenylene diisocyanate
• Linear Formula: C₆H₄(NCO)₂
• CAS Number: 104-49-4
• Molecular Weight: 160.13
• EC Number: 203-207-6
• MDL number: MFCD00002025
• UNSPSC Code: 12352100
• PubChem Substance ID: 24855867
• NACRES: NA.22

Properties

• vapor pressure: <0.01 mmHg ( 20 °C)
• form: solid
• bp: 260 °C (lit.)
• mp: 96-99 °C (lit.)
• solubility: THF: soluble; acetone: soluble; ethyl acetate: soluble; toluene: soluble
• SMILES string: O=C=Nc1ccc(cc1)N=C=O
• InChI: 1S/C8H4N2O2/c11-5-9-7-1-2-8(4-3-7)10-6-12/h1-4H
• InChI key: ALQLPWJFHRMHIU-UHFFFAOYSA-N

Description

Application

1,4-Phenylene diisocyanate (PPDI) can be used as:

• A reactant to synthesize high yield polymers via criss-cross addition polymerization reaction with alkyl aldazines in pyridine.
• An organic building block to prepare adamantyl-containing diurea and thiourea derivatives applicable as potent mammalian and human soluble epoxide hydrolase inhibitors.
• A coupling agent to synthesize polyethylene glycol (PEG)/silica composite material using dibutyltin dilaurate (DBTDL) as a catalyst.

It can also be used:

• As a cross-linking reagent to investigate the mechanism of enzyme immobilization on silanized surfaces.
• In the synthesis of the dipodal bis-urea receptor, a selective receptor for hydrogen sulfate.
• In the deposition of polyurea resists films via molecular layer deposition.

Safety Information

• Pictograms: GHS06,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H315,H317,H319,H330,H334,H411
• Precautionary Statements: P260 - P273 - P280 - P302 + P352 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Inhalation - Aquatic Chronic 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): >235.4 °F - closed cup
• Flash Point(C): > 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves