Basic information
- CAS
2146-71-6- Standard SMILES
C=COC(=O)CCCCCCCCCCC- InChIKey
GLVVKKSPKXTQRB-UHFFFAOYSA-N- Molecular formula
- C14H26O2
- Average molar mass
- 226.35 g/mol
- Monoisotopic mass
- 226.19328007
Overview
vinyl laurate has been reported in Pilocarpus jaborandi with data available.
Names & identifiers
- Preferred name
- Vinyl laurate
- IUPAC
- ethenyl dodecanoate
- English name
- VINYL LAURATE
- Molecular formula
- C14H26O2
- Molecular weight
- 226.35
Names & synonyms
Show more names
Database identifiers
- CAS
2146-71-6- PubChem CID
- 75069
- DTXSID
DTXSID7074953- UNII
- CP59R9UN62
- EC Number
- 218-414-7
- Nikkaji
- J42.302E
Properties
Computed structural properties
- XLogP
- 5.8
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 12
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 176
Physicochemical properties
- Melting point
- 7 ℃ · 7℃
- Boiling point
- 254 °C/1013 · 254 °C/1013 hPa (lit.)
- Density
- 0.871 g/mL · 0.871 g/mL at 20 °C (lit.)
- vapor pressure
- 0.28 Pa · 0.28Pa at 24.85℃
- refractive index
- 20 · n20/D 1.441
- Flash point
- 136 °C · 136 °C
- solubility
- 2 O: · H2O: slightly soluble1g/L at 20°C
- form
- clear liquid
- color
- Colorless to Light yellow
- Water Solubility
- 2 O: · H2O: slightly soluble 1g/L at20°C
- BRN
- 1778369 · 1778369
- InChI
- 1S/C14H26O2/c1-3-5-6-7-8-9-10-11-12-13-14(15)16-4-2/h4H,2-3,5-13H2,1H3
- InChIKey
- GLVVKKSPKXTQRB-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCC(=O)OC=C
- LogP
- 5.92 at · 5.92 at 20℃
- CAS DataBase Reference
- 2146 · 2146-71-6(CAS DataBase Reference)
- FDA UNII
- 59 R9UN62 · CP59R9UN62
- EPA Substance Registry System
- Dodecanoic acid, ethenyl ester (2146-71-6)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- PPE
- Eyeshields, Gloves
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 29159000 · 29159000
- Storage Class
- 10 · 10 - Combustible liquids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (107 of 107) of all reports.
Not Classified
Aggregated GHS information provided per 107 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Status: Active Update: 10-09-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/1546
Safety data
- PPE
- Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29159000
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- REACH Registrations
- Active
Chemistry & industry
Uses & manufacturing
Applications
UsesVinyl laurate was used in the synthesis of laurate and stearate esters of corn starch. It was used as the acyl donor during synthesis of sucrose laurate esters catalyzed by Bacillus pseudofirmus AL-89 . Vinyl laurate was also used in the preparation of chirally deuterated benzyl chlorides.
UsesVinyl laurate can be used to synthesize the following:sucrose laurate esters from sucrose in organic solventspoly(vinyl laurate) (PVL)latexesporous conducting ‘‘soft′′ polymer foams which can be used as gas sensors
General DescriptionVinyl laurate is a clear, colorless to light yellow colored liquid. The flash point is 125°C. It forms aqueous colloidal microgel by copolymerization with N-isopropylacrylamide. The enzymatic acylation of Avicel cellulose with vinyl laurate, a solvent free reaction system, was studied.
Preparation methods
PreparationA method for the preparation of vinyl laurate: In a 500-ml round-bottomed three-necked flask fitted with a thermometer, a reflux condenser and a gas inlet tube through which a stream of nitrogen is passed, place 206 g (2.4 moles) of freshly distilled vinyl acetate and 80 g (0.4 moles) of lauric acid. The lauric acid is dissolved by heating, and 1.6 g of mercuric acetate is added. The mixture is shaken by hand for approximately 30 minutes, and 0.15 ml of 100% sulphuric acid is added dropwise. The solution is heated under reflux for 3 hours, then 0.83 g of sodium acetate trihydrate is added to neutralise the sulphuric acid. The excess vinyl acetate is recovered by distillation at atmospheric pressure (vapour temperature approximately 70–80°C) until the pot temperature reaches 125°C. The distillation is completed at a pressure of 10 mm Hg or lower; after collecting a small amount of low-boiling-point material, redistillation yields 48–53 g (53–59%) of pure vinyl laurate.
Upstream & downstream products
Downstream products
Suppliers70 total
Related reactions
Compound notes
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