Vanillin isobutyrate

Base Information

• Chemical Name: Vanillin isobutyrate
• CAS No.: 20665-85-4
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Hs Code.: 2915900090
• European Community (EC) Number: 243-956-6
• UNII: C55654RCNR
• DSSTox Substance ID: DTXSID9047201
• Nikkaji Number: J120.486F
• Wikidata: Q27275204
• Metabolomics Workbench ID: 47878
• ChEMBL ID: CHEMBL3188782
• Mol file: 20665-85-4.mol

Synonyms:Vanillin isobutyrate;20665-85-4;4-Formyl-2-methoxyphenyl isobutyrate;Isobutavan;Propanoic acid, 2-methyl-, 4-formyl-2-methoxyphenyl ester;4-Formyl-2-methoxyphenyl 2-methylpropanoate;Vanillyl isobutyrate;FEMA No. 3754;(4-formyl-2-methoxyphenyl) 2-methylpropanoate;Isobutyric acid, ester with vanillin;UNII-C55654RCNR;C55654RCNR;DTXSID9047201;3-Methoxy-4-isobutyrylbenzaldehyde;EINECS 243-956-6;4-Hydroxy-m-anisaldehyde isobutyrate;4-Hydroxy-3-methoxybenzaldehyde isobutyrate;4-Hydroxy-m-anisaldehyde 2-methylpropionate;4-Hydroxy-3-methoxybenzaldehyde 2-methylpropionate;Vanillinisobutyrate;4-Isobutyroyloxy-3-methoxybenzaldehyde;VANILLIN, ISOBUTYRATE;SCHEMBL229580;CHEMBL3188782;DTXCID7027201;FEMA 3754;CHEBI:168997;VANILLIN ISOBUTYRATE [FHFI];4-formyl-2-methoxyphenylisobutyrate;Vanillin isobutyrate, >=98%, FG;Tox21_302542;MFCD00169858;AKOS015890935;NCGC00256799-01;CAS-20665-85-4;4 - formyl - 2 - methoxyphenyl isobutyrate;CS-0206407;FT-0688207;V0124;(4-ormyl-2-methoxyphenyl) 2-methylpropanoate;4-Formyl-2-methoxyphenyl 2-methylpropanoate #;D92788;W-107600;Q27275204

Chemical Property of Vanillin isobutyrate

Chemical Property:

• Appearance/Colour: Almost colourless liquid
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 27.0 to 31.0 °C
• Refractive Index: n20/D 1.524(lit.)
• Boiling Point: 312.938 °C at 760 mmHg
• Flash Point: 135.471 °C
• PSA: 52.60000
• Density: 1.133 g/cm³
• LogP: 2.06910
• Solubility.: soluble in Methanol
• Water Solubility.: 573mg/L at 20℃
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

Vanillin Isobutyrate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(=O)OC1=C(C=C(C=C1)C=O)OC
• Physical properties: Isobutavan has a sweet, and creamy vanillic character reminiscent of white chocolate, cream soda and with a soft apricot feeling. Isobutavan is much less discolourising than vanillin or ethyl vanillin and can be used at levels up to 2% in for example white soap fragrances before discolouration is a problem. It is less powdery than vanillin and has a more creamy "thickening" effect.
• Uses: Vanillin isobutyrate can be used in the formulation of floral, caramel, and vanilla flavors.

Technology Process of Vanillin isobutyrate

There total 3 articles about Vanillin isobutyrate 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: 89.0%

vanillin (121-33-5,8014-42-4) + isobutyryl chloride (79-30-1) → vanillin isobutyrate (20665-85-4)

Guidance literature:

With pyridine; In dichloromethane; for 1h; Heating;

DOI:10.1023/B:RUJO.0000043718.23826.ac

Reference yield:

2-Methylpropionic anhydride (97-72-3) + vanillin (121-33-5,8014-42-4) → vanillin isobutyrate (20665-85-4)

Guidance literature:

With potassium hydroxide; In water; at 20 - 23 ℃;

DOI:10.1007/s11167-005-0242-y

Reference yield:

vanillin (121-33-5,8014-42-4) + isobutyric Acid (79-31-2) → vanillin isobutyrate (20665-85-4)

Guidance literature:

upstream raw materials:

vanillin

isobutyryl chloride

isobutyric Acid

2-Methylpropionic anhydride

Downstream raw materials:

C₁₈H₂₀N₂O₃

Refernces

• 1、 Kozlov,Basalaeva. "Vanillin esters in reactions with indan-1,3-dione". . p. 1223 - 1228. Retrieved 2008/09/21.
• 2、 Dikusar,Vyglazov,Moiseichuk,Zhukovskaya,Kozlov. "Preparative synthesis of vanillin and vanillal alkanoates". . p. 120 - 124. Retrieved 2007/10/03.