2-[(4-Hydroxy-3-methoxyphenyl)methylidene]propanedinitrile

Base Information

• Chemical Name: 2-[(4-Hydroxy-3-methoxyphenyl)methylidene]propanedinitrile
• CAS No.: 3696-12-6
• Molecular Formula: C11H8N2O2
• Molecular Weight: 200.197
• Hs Code.: 2926909090
• NSC Number: 61936
• DSSTox Substance ID: DTXSID80190453
• Nikkaji Number: J825.844I
• ChEMBL ID: CHEMBL77869
• Mol file: 3696-12-6.mol

Synonyms:3696-12-6;2-[(4-hydroxy-3-methoxyphenyl)methylidene]propanedinitrile;2-(4-Hydroxy-3-methoxybenzylidene)malononitrile;Vanillylidenemalononitrile;(4-Hydroxy-3-methoxybenzylidene)malononitrile;Malononitrile, vanillylidene-;F 2373;NSC 61936;TX 1121;BRN 2695114;(4-hydroxy-3-methoxybenzylidene)propanedinitrile;3-Methoxy-4-hydroxy-benzal-malonitril [German];MALONONITRILE, (4-HYDROXY-3-METHOXYBENZYLIDENE)-;Propanedinitrile, ((4-hydroxy-3-methoxyphenyl)methylene)-;Malononitrile,;Oprea1_430831;Oprea1_690178;CHEMBL77869;BDBM4332;SCHEMBL8743696;DTXSID80190453;HMS1578O02;NSC61936;BBL008142;MCK103594;MFCD00137632;NSC-61936;STK414180;((4-HYDROXY-3-METHOXYPHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE;3-Methoxy-4-hydroxy-benzal-malonitril;AKOS002161458;MS-6397;benzylidenemalononitrile (BMN) deriv. 16;LS-88950;3-Methoxy-4-hydroxybenzylidenemalononitrile;2-(4-hydroxy-3-methoxybenzylidene) malononitrile;2-10-00-00393 (Beilstein Handbook Reference);F6782-3630

Chemical Property of 2-[(4-Hydroxy-3-methoxyphenyl)methylidene]propanedinitrile

Chemical Property:

• Vapor Pressure: 2.39E-06mmHg at 25°C
• Boiling Point: 381°Cat760mmHg
• Flash Point: 184.2°C
• PSA: 77.04000
• Density: 1.283g/cm³
• LogP: 1.83136
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.058577502
• Heavy Atom Count: 15
• Complexity: 326

Purity/Quality:

96% ^*data from raw suppliers

(4-Hydroxy-3-methoxybenzylidene)malononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=C(C#N)C#N)O

Technology Process of 2-[(4-Hydroxy-3-methoxyphenyl)methylidene]propanedinitrile

There total 5 articles about 2-[(4-Hydroxy-3-methoxyphenyl)methylidene]propanedinitrile 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: 100.0%

vanillin (121-33-5,8014-42-4) + malononitrile (109-77-3) → 2-(4-hydroxy-3-methoxybenzylidene)malononitrile (3696-12-6)

Guidance literature:

With third generation polystyrene supported poly(amidoamine) dendrimer; In ethanol; at 30 ℃; for 0.333333h;

DOI:10.1002/ejoc.200800516

Reference yield: 84.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + malononitrile (109-77-3) → 2-(4-hydroxy-3-methoxybenzylidene)malononitrile (3696-12-6)

Guidance literature:

With 1-n-butyl-3-methylimidazolim bromide; at 60 ℃; for 0.5h;

DOI:10.1002/adsc.201000870

Reference yield: 64.0%

1-(4-vanillylidenamino-phenyl)-ethanone (85111-79-1) + malononitrile (109-77-3) → 2-(4-hydroxy-3-methoxybenzylidene)malononitrile (3696-12-6)

Guidance literature:

With pyridine; In benzene; for 0.25h; chemoselective reaction; Heating;

upstream raw materials:

vanillin

malononitrile

1-(4-vanillylidenamino-phenyl)-ethanone

3-methoxy-2-hydroxybenzaldehyde

Downstream raw materials:

6-amino-4-(4-hydroxy-3-methoxy-phenyl)-2-thioxo-1,2-dihydro-pyridine-3,5-dicarbonitrile