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Sigma-Aldrich

1,4-Diisocyanatobutane

97.0%

Synonym(s):

Tetramethylene diisocyanate

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About This Item

Linear Formula:
OCN(CH2)4NCO
CAS Number:
4538-37-8
Molecular Weight:
140.14
Beilstein/REAXYS Number:
1756894
MDL number:
MFCD00075559
UNSPSC Code:
12162002
PubChem Substance ID:
24863093
NACRES:
NA.23

Quality Level

200

assay

97.0%

form

liquid

bp

102-104 °C/14 mmHg (lit.)

density

1.105 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

O=C=NCCCCN=C=O

InChI

1S/C6H8N2O2/c9-5-7-3-1-2-4-8-6-10/h1-4H2

InChI key

OVBFMUAFNIIQAL-UHFFFAOYSA-N

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General description

1,4-Diisocyanatobutane is a highly reactive compound with two isocyanate (-NCO) groups separated by a butane chain. It can undergo reactions such as urethane formation, crosslinking, and chain extension. It is widely used as a building block to synthesize polyurethane-based materials with excellent flexibility, impact resistance, and mechanical properties, making them useful in tissue engineering, contact lenses, biocompatible coatings, adhesives, foams, elastomers, and sealants.

Application

1,4-Diisocyanatobutanecan be used in the following fields:

Tissue engineering -As a precursor to synthesize polyurethane composites which can be used as 3D scaffolds for tissue engineering,

Contact lenses- As a cross-linking agent to prepare inorganic-organic hydrogel contact lenses for high refractive index ocular refractive correction biomaterial,

Controlled drug delivery- As a chain extender to synthesize segmented polyurethanes for redox-sensitive controlled drug release systems.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

222.8 °F

flash_point_c

106 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Vladimir Burmistrov et al.
Bioorganic & medicinal chemistry letters, 24(9), 2193-2197 (2014-04-02)
A series of inhibitors of the soluble epoxide hydrolase (sEH) containing two urea groups has been developed. Inhibition potency of the described compounds ranges from 2.0 μM to 0.4 nM. 1,6-(Hexamethylene)bis[(adamant-1-yl)urea] (3b) was found to be a potent slow tight

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