Ethyl vanillin

Base Information

• Chemical Name: Ethyl vanillin
• CAS No.: 121-32-4
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2912.42
• European Community (EC) Number: 204-464-7
• NSC Number: 67240,1803
• UNII: YC9ST449YJ
• DSSTox Substance ID: DTXSID5021968
• Nikkaji Number: J2.006K
• Wikipedia: Ethylvanillin
• Wikidata: Q416958
• NCI Thesaurus Code: C76709
• RXCUI: 1311571
• Metabolomics Workbench ID: 43971
• ChEMBL ID: CHEMBL508676
• Mol file: 121-32-4.mol

Synonyms:3-ethoxy-4-hydroxybenzaldehyde;ethyl vanillin;ethylvanillin

Chemical Property of Ethyl vanillin

Chemical Property:

• Appearance/Colour: white to off-white fine crystalline powder
• Vapor Pressure: <0.01 mm Hg ( 25 °C)
• Melting Point: 76 °C
• Refractive Index: 1.573
• Boiling Point: 295.1 °C at 760 mmHg
• PKA: 7.91±0.18(Predicted)
• Flash Point: 119 °C
• PSA: 46.53000
• Density: 1.186 g/cm³
• LogP: 1.60340
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: 2.82g/l
• Water Solubility.: slightly soluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

Ethyl vanillin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzaldehydes
• Canonical SMILES: CCOC1=C(C=CC(=C1)C=O)O
• Uses: Ethyl Vanillin, is used as a flavorant, which is about three times as potent as vanillin (V097500) and can be utilized in the production of chocolate. It has also shown to have antioxidant properties. Ethyl Vanillin is a flavoring agent that is a synthetic vanilla flavor with approximately three and one-half times the flavoring power of vanillin. it has a solubility of 1 g in 100 ml of water at 50°c. it is used in ice cream, beverages, and baked goods. In flavoring and perfumery.

Technology Process of Ethyl vanillin

There total 39 articles about Ethyl vanillin 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: 98.4%

→ 4-hydroxy-3-ethoxybenzaldehyde (121-32-4) + 3-ethoxy-4-methoxybenzaldehyde (1131-52-8)

Guidance literature:

Reference yield: 93.0%

3-bromo-4-hydroxybenzylaldehyde (2973-78-6) + sodium ethanolate (141-52-6) → 4-hydroxy-3-ethoxybenzaldehyde (121-32-4)

Guidance literature:

With lithium chloride; copper(I) bromide; formic acid ethyl ester; In ethanol; at 110 ℃; for 4h; Sealed tube;

DOI:10.1002/ejoc.201500500

Reference yield: 91.0%

sodium ethanolate (141-52-6) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-hydroxy-3-ethoxybenzaldehyde (121-32-4) + 3,5-diethoxy-4-hydroxybenzaldehyde (79459-15-7)

Guidance literature:

4-hydroxy-benzaldehyde; With bromine; In methanol; chloroform; at 0 - 5 ℃;

sodium ethanolate; With copper(II) carbonate; In ethanol; N,N-dimethyl-formamide; at 110 - 120 ℃; for 3h; under 3750.38 - 4500.45 Torr; Inert atmosphere;

upstream raw materials:

2-Ethoxyphenol

formaldehyd

3-ethoxy-4-methoxybenzaldehyde

2-ethoxy-4-(prop-1-en-1-yl)phenol

Downstream raw materials:

2-ethoxy-4-(2-nitro-cis-propenyl)-phenol

3,4-diethoxybenzaldehyde

3-ethoxyl-4-methoxy-β-nitrostyrene

cyano-acetic acid-(3-ethoxy-4-hydroxy-benzylidenehydrazide)