2-[(3-Hydroxyphenyl)methylidene]propanedinitrile

Base Information

• Chemical Name: 2-[(3-Hydroxyphenyl)methylidene]propanedinitrile
• CAS No.: 7255-96-1
• Molecular Formula: C10H6N2O
• Molecular Weight: 170.17
• NSC Number: 74439
• DSSTox Substance ID: DTXSID10291245
• Nikkaji Number: J859.722G
• ChEMBL ID: CHEMBL310400

Synonyms:7255-96-1;2-[(3-hydroxyphenyl)methylidene]propanedinitrile;(3-hydroxybenzylidene)propanedinitrile;m-Hydroxybenzylidenemalononitrile;2-(3-Hydroxybenzylidene)malononitrile;NSC74439;NCIOpen2_000626;BDBM4329;CHEMBL310400;SCHEMBL8543873;DTXSID10291245;MCK100550;MFCD01162200;NSC-74439;STL137024;AKOS002952566;benzylidenemalononitrile (BMN) deriv. 13;F0192-0862

Chemical Property of 2-[(3-Hydroxyphenyl)methylidene]propanedinitrile

Chemical Property:

• Vapor Pressure: 2.63E-06mmHg at 25°C
• Boiling Point: 379.7°C at 760 mmHg
• Flash Point: 183.4°C
• Density: 1.29g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 170.048012819
• Heavy Atom Count: 13
• Complexity: 283

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-[(3-Hydroxyphenyl)methylidene]propanedinitrile

There total 5 articles about 2-[(3-Hydroxyphenyl)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: 98.0%

meta-hydroxybenzaldehyde (100-83-4) + malononitrile (109-77-3) → 2-(3-hydroxybenzylidene)malononitrile (7255-96-1)

Guidance literature:

With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine; In ethanol; at 20 ℃; for 1h;

DOI:10.1039/c0gc00877j

Reference yield: 72.0%

2-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylidene]-malononitrile (193351-16-5) → 2-[2,2-dimethyl-1-phenylpropyl]propanedinitrile (1846-18-0) + 2-(3-hydroxybenzylidene)malononitrile (7255-96-1) + 2-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2,2-dimethyl-propyl}-malononitrile

Guidance literature:

With Benzylidenemalononitrile; In acetonitrile; for 10h; Irradiation;

Reference yield: 14.0%

2-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylidene]-malononitrile (193351-16-5) → 2-(3-hydroxybenzylidene)malononitrile (7255-96-1) + 2-[1-(3-Hydroxy-phenyl)-2,2-dimethyl-propyl]-malononitrile + 2-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2,2-dimethyl-propyl}-malononitrile

Guidance literature:

In acetonitrile; for 15h; Irradiation;

upstream raw materials:

meta-hydroxybenzaldehyde

malononitrile

2-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylidene]-malononitrile

Downstream raw materials:

ethyl 6-amino-5-cyano-4-(3-hydroxyphenyl)-2-methyl-4H-pyran-3-carboxylate

2-amino-4-(3-hydroxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

7-amino-5-(3-hydroxyphenyl)-2,4-dioxo-1,3,4,5-tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carbonitrile

2-amino-4-(3-hydroxyphenyl)-4H-naphtho[1,2-b]pyran-3-carbonitrile

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