6-Methoxy-2H-chromene-3-carbaldehyde

Base Information

• Chemical Name: 6-Methoxy-2H-chromene-3-carbaldehyde
• CAS No.: 57543-40-5
• Molecular Formula: C11H10 O3
• Molecular Weight: 190.199
• Hs Code.: 2932990090
• DSSTox Substance ID: DTXSID80206164
• Nikkaji Number: J132.072F
• Wikidata: Q72489595
• ChEMBL ID: CHEMBL3125828
• Mol file: 57543-40-5.mol

Synonyms:6-Methoxy-2H-chromene-3-carbaldehyde;57543-40-5;6-Methoxy-2H-1-benzopyran-3-carboxaldehyde;2H-1-BENZOPYRAN-3-CARBOXALDEHYDE, 6-METHOXY-;BRN 1640405;2H-1-Benzopyran-3-carboxaldehyde,6-methoxy-;6-Methoxy-2H-chromene-3-carboxaldehyde;SCHEMBL8627404;CHEMBL3125828;DTXSID80206164;MFCD01662418;AKOS000296869;6-methoxy-2 h-chromene-3-carbaldehyde;AB09679;LS-39044;6-Methoxy-2H-1-benzopyran-3-carbaldehyde;FT-0755698;EN300-86788;9T-0266;A831487;F2121-0009

Chemical Property of 6-Methoxy-2H-chromene-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 9.98E-05mmHg at 25°C
• Melting Point: 48-49 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 338.2°C at 760 mmHg
• Flash Point: 149.5°C
• PSA: 35.53000
• Density: 1.275g/cm³
• LogP: 1.66990
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

98%min ^*data from raw suppliers

6-Methoxy-2H-chromene-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OCC(=C2)C=O

Technology Process of 6-Methoxy-2H-chromene-3-carbaldehyde

There total 4 articles about 6-Methoxy-2H-chromene-3-carbaldehyde 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: 95.9%

6-methoxy-2H-chromene-3-carbonitrile (57543-71-2) → 6-methoxy-2H-chromene-3-carbaldehyde (57543-40-5)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -20 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.02.037

Reference yield: 91.0%

→ 6-methoxy-2H-chromene-3-carbaldehyde (57543-40-5)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; for 4h; Reflux;

Reference yield: 90.0%

2-hydroxy-5-methoxybenzaldehyde (672-13-9) + acrolein (107-02-8,25068-14-8) → 6-methoxy-2H-chromene-3-carbaldehyde (57543-40-5)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; Heating;

upstream raw materials:

2-hydroxy-5-methoxybenzaldehyde

acrolein

6-methoxy-2H-chromene-3-carbonitrile

Downstream raw materials:

(E)-3-(6-methoxy-2H-chromen-3-yl)-1-(4-methoxyphenyl)prop-2-en-1-one

(E)-3-(6-methoxy-2H-chromen-3-yl)-1-(3,5-dimethoxyphenyl)prop-2-en-1-one

(E)-3-(6-methoxy-2H-chromen-3-yl)-1-(2-methoxyphenyl)prop-2-en-1-one

(E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2H-chromen-3-yl)prop-2-en-1-one

Refernces

• 1、 Firoozpour, Loghman,Edraki, Najmeh,Nakhjiri, Maryam,Emami, Saeed,Safavi, Maliheh,Ardestani, Sussan Kabudanian,Khoshneviszadeh, Mehdi,Shafiee, Abbas,Foroumadi, Alireza. "Cytotoxic activity evaluation and QSAR study of chromene-based chalcones". . p. 2117 - 2125. Retrieved 2012.
• 2、 -. "Benzopyran compounds and preparation method thereof as well as pharmaceutical composition and use of benzopyran compounds". Paragraph 0021; 0025; 0026. . Retrieved 2019/10/01.
• 3、 -. "A NOVEL FLAVONOID AND USE OF THE SAME". Paragraph 0072-0076. . Retrieved 2017/01/17.