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487406

Sigma-Aldrich

4-Methoxybenzyl isocyanate

98%

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About This Item

Linear Formula:
CH3OC6H4CH2NCO
CAS Number:
56651-60-6
Molecular Weight:
163.17
MDL number:
MFCD00673064
UNSPSC Code:
12352100
PubChem Substance ID:
24872270
NACRES:
NA.22

Quality Level

100

Assay

98%

refractive index

n20/D 1.433 (lit.)

bp

60-66 °C/0.6 mmHg (lit.)

density

1.143 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COc1ccc(CN=C=O)cc1

InChI

1S/C9H9NO2/c1-12-9-4-2-8(3-5-9)6-10-7-11/h2-5H,6H2,1H3

InChI key

QRBHVARIMDDOOV-UHFFFAOYSA-N

General description

4-Methoxybenzyl isocyanate (PMBNCO), also known as p-methoxybenzyl isocyanate, is an organic building block containing an isocyanate group. Its enthalpy of vaporization at boiling point has been reported.

Application

4-Methoxybenzyl isocyanate (p-Methoxybenzyl isocyanate) may be used in the synthesis of 1-(4-methoxybenzyl)-3-{2-[(4-nitrophenyl)amino]ethyl}urea and 1-(4-methoxybenzyl)-3-{2-[(5-nitropyridin-2-yl)amino]ethyl} urea.
It may be used in the multi-step synthesis of:
  • diimidazodiazepine containing 5:7:5-fused heterocycle
  • 2-deoxy-2-ureido-D-ribo-hexulofuranosonamide
  • bicyclic guanidine core of batzelladine A

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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Sigma-Aldrich

185353

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Bioscience, Biotechnology, and Biochemistry, 60(7), 1198-1200 (1996)
Tomasz M Wróbel et al.
Journal of enzyme inhibition and medicinal chemistry, 31(4), 608-618 (2015-06-27)
A series of urea derivatives bearing nitroaryl moiety has been synthesized and assayed for their potential antiproliferative activities. Some of the tested compounds displayed activity in RK33 laryngeal cancer cells and TE671 rhabdomyosarcoma cells while being generally less toxic to
Raj Kumar et al.
Organic letters, 10(20), 4681-4684 (2008-09-26)
The first synthesis of a novel 5:7:5-fused heterocyclic ring system, a diimidazodiazepine, is reported. The propensity of the ring system to undergo facile, acid-catalyzed nucleophilic addition reactions by neutral carbon and nitrogen nucleophiles has been explored. The ring system has
Michael A Arnold et al.
Journal of the American Chemical Society, 128(40), 13255-13260 (2006-10-05)
A diastereoselective [4 + 2]-annulation of vinyl carbodiimides with chiral N-alkyl imines has been developed to access the stereochemically rich polycyclic guanidine cores of the batzelladine alkaloids. Application of this strategy, together with additional key steps such as long-range directed
Yaws CL.
Thermophysical Properties of Chemicals and Hydrocarbons, 567-567 (2014)

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