3-Buten-2-one, 4-methoxy-

Base Information

• Chemical Name: 3-Buten-2-one, 4-methoxy-
• CAS No.: 4652-27-1
• Molecular Formula: C5H8O2
• Molecular Weight: 100.117
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID501313861
• Mol file: 4652-27-1.mol

Synonyms:3-Buten-2-one, 4-methoxy-;1-methoxy-1-buten-3-one;EINECS 225-087-4;4-methoxy-3-butene-2-one;4-Methoxy-but-3-en-2-one;DTXSID501313861;NSC 66263;AKOS025243348;AB00959;SY029615;SY029616;FT-0618889;FT-0694721

Chemical Property of 3-Buten-2-one, 4-methoxy-

Chemical Property:

• Vapor Pressure: 0.332mmHg at 25°C
• Refractive Index: n20/D 1.468(lit.)
• Boiling Point: 200 °C(lit.)
• Flash Point: 146 °F
• PSA: 26.30000
• Density: 0.982 g/mL at 25 °C(lit.)
• LogP: 0.73550
• Storage Temp.: 2-8°C
• Solubility.: Miscible with tetrahydrofuran, ether, acetonitrile and benzene.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 84.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxy-3-buten-2-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=COC
• Uses: 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.

Technology Process of 3-Buten-2-one, 4-methoxy-

There total 13 articles about 3-Buten-2-one, 4-methoxy- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 17.0%

danishefsky's diene (54125-02-9) + 2,2,2-Trifluoroacetophenone (434-45-7) → 4-methoxy-3-buten-2-one (4652-27-1) + 6-Phenyl-6-trifluoromethyl-5,6-dihydropyran-4-one (130184-70-2,134387-61-4) + trans-2-methoxy-6-phenyl-6-trifluoromethyltetrahydropyran-4-one (134387-59-0,134387-60-3) + cis-2-methoxy-6-phenyl-6-trifluoromethyltetrahydropyran-4-one (134387-59-0,134387-60-3)

Guidance literature:

In tetrachloromethane; for 48h; Ambient temperature;

DOI:10.3987/COM-90-5625

Reference yield:

methanol (67-56-1) + 3-oxo-butyraldehyde; sodium enolate (41125-09-1,14975-15-6,926-59-0) → acetylacetaldehyde dimethyl acetal (5436-21-5) + 4-methoxy-3-buten-2-one (4652-27-1)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 4h;

Reference yield:

acetylacetaldehyde dimethyl acetal (5436-21-5) → 4-methoxy-3-buten-2-one (4652-27-1)

Guidance literature:

With sodium methylate; at 170 ℃;

DOI:10.1021/ja01640a062

upstream raw materials:

acetylacetaldehyde dimethyl acetal

1-methoxy-buten-3-yne

methanol

4-methoxycarbonyloxy-but-3-en-2-one

Downstream raw materials:

4-Methyl-pyrimidin-2-ylamin

4c-(5-phenyl-[1,2,4]oxadiazol-3-ylamino)-but-3-en-2-one

N-<3-Oxo-buten-(1)-yl>-isatinsaeure

1-<4-Hydroxy-anilino>-buten-(1)-on-(3)

Refernces

• 1、 -. "Method for preparing 2-chloro-4-methylpyridine-3-carbonitrile". Paragraph 0040; 0042. . Retrieved 2016/11/14.
• 2、 Heasley, Victor L.,Elliott, Stephen L.,Erdman, Paul E.,Figueroa, Daphne E.,Krosley, Kevin W.,et al.. "Chlorination of α,β-Unsaturated Ketones and Esters in the Presence of Acid Scavengers". . p. 393 - 399. Retrieved 2007/10/02.