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Sigma-Aldrich

1,4-Phenylene diisocyanate

Synonym(s):

1,4-Diisocyanatobenzene, p-Phenylene diisocyanate

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About This Item

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

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

Related Categories

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.

Signal Word

Danger

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of adamantyl-containing 1, 3-disubstituted diureas and thioureas, efficient targeted inhibitors of human soluble epoxide hydrolase
Butov GM, et al.
Russian Chemical Bulletin, 64(7), 1569-1575 (2015)
S K Dogan et al.
Journal of the mechanical behavior of biomedical materials, 71, 349-361 (2017-04-14)
Poly(lactic acid) (PLA)/thermoplastic polyurethane (TPU) blends were melt-mixed and compatibilized to investigate their biocompatibility, biodegradability and thermally induced shape memory properties. The blend compositions were PLA/TPU: 80/20 (20TPU) and PLA/TPU: 50/50 (50TPU). 1,4-phenylene diisocyanate (PDI) was used in order to
Nesrine Aissaoui et al.
Langmuir : the ACS journal of surfaces and colloids, 30(14), 4066-4077 (2014-03-19)
We investigated the mechanism of enzyme immobilization on silanized surfaces through coupling agents (cross-linkers) in order to understand the role of these molecules on interfacial processes and their effect on catalytic activity. To this end, we used a model multimeric
Crisscross addition polymerization of alkyl aldazines and 1, 4-phenylene diisocyanate
Hashidzume A, et al.
Polymer, 50(10), 2246-2251 (2009)
Yipeng Sun et al.
Advanced materials (Deerfield Beach, Fla.), 31(4), e1806541-e1806541 (2018-12-06)
Metallic Li is considered as one of the most promising anode materials for next-generation batteries due to its high theoretical capacity and low electrochemical potential. However, its commercialization has been impeded by the severe safety issues associated with Li-dendrite growth.
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