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A11235 4-Methoxy-3-buten-2-one, tech. 90%

CAS Number
4652-27-1
Synonyms

Stock No. Size Price ($) Quantity Availability
A11235-09 10g 63.30
A11235-18 50g 221.00
A11235-30 250g 678.00
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4-Methoxy-3-buten-2-one, tech. 90%

MDL
MFCD00008778
EINECS
225-087-4

Chemical Properties

Formula
C5H8O2
Formula Weight
100.12
Boiling Point
66-69°/12mm
Flash Point
63°(145°F)
Density
0.990
Refractive Index
1.4650
Storage & Sensitivity
Store at -20°C.
Solubility
Miscible with tetrahydrofuran, ether, acetonitrile and benzene.

Applications

4-Methoxy-3-buten-2-one is an important precursor for the synthesis of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene and the Danishefsky diene and its equivalent. It is widely used as a reactant in the synthesis of hydroisoquinoline derivatives. It is employed as an intermediate for the synthesis of manzamine.

Notes

Keep away from sources of ignition. Keep the container tightly closed in a dry and well-ventilated place.

Literature References

Arylation of the lithio-derivative provides a route to 2-aryl--pyrones: Tetrahedron Lett., 21, 1197, 2773 (1980):

/n

Wan, J. P.; Lin, Y.; Hu, K.; Liu, Y. Metal-free synthesis of 1,3,5-trisubstituted benzenes by the cyclotrimerization of enaminones or alkynes in water. RSC Adv. 2014, 4 (39), 20499-20505.

Iwado, T.; Hasegawa, K.; Sato, T.; Okada, M.; Sue, K.; Iwamura, H.; Hiaki, T. Mechanistic and Exploratory Investigations into the Synthesis of 1,3,5-Triaroylbenzenes from 1-Aryl-2-propyn-1-ones and 1,3,5-Triacetylbenzene from 4-Methoxy-3-buten-2-one by Cyclotrimerization in Hot Water in the Absence of Added Acid or Base. J. Org. Chem. 2013 78 (5), 1949-1954.

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H315-H319-H335

Combustible liquid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P235-P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1741053
Harmonized Tariff Code
2914.50
TSCA
No

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