Basic information
- CAS
614-18-6- Standard SMILES
CCOC(=O)c1cccnc1- InChIKey
XBLVHTDFJBKJLG-UHFFFAOYSA-N- Molecular formula
- C8H9NO2
- Average molar mass
- 151.16 g/mol
- Monoisotopic mass
- 151.06332853
Overview
Ethyl nicotinate is a member of pyridines and an aromatic carboxylic acid.
Names & identifiers
- Preferred name
- Ethyl Nicotinate
- IUPAC
- ethyl pyridine-3-carboxylate
- English name
- Ethyl nicotinate
- Molecular formula
- C8H9NO2
- Molecular weight
- 151.16
Names & synonyms
Show more names
Database identifiers
- CAS
614-18-6- PubChem CID
- 69188
- DTXSID
DTXSID9046526- ChEMBL
CHEMBL2251611- ChEBI
CHEBI:192166- UNII
- NIJ3H353YH
- EC Number
- 210-370-7
- Nikkaji
- J27.971D
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 39.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 136
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 8 · 8-10 °C (lit.)
- Boiling point
- 223 · 223-224 °C (lit.)
- Density
- 1.107 g/mL · 1.107 g/mL at 25 °C (lit.)
- vapor pressure
- 4.2 · 4.2-5.5Pa at 20-25℃
- refractive index
- 20 · n20/D 1.504(lit.)
- FLAVIS Number
- 14.11 · 14.110 | Ethyl nicotinate
- Flash point
- 93 °C · 93 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 50 g/l · 50g/l
- pka
- 1 · pK1:3.35(+1) (25°C)
- form
- liquid
- Specific Gravity
- 1.107 · 1.107
- color
- light yellow
- Water Solubility
- miscible
- BRN
- 122937 · 122937
- Cosmetics Ingredients Functions
- SKIN CONDITIONINGPERFUMING
- InChI
- 1S/C8H9NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h3-6H,2H2,1H3
- InChIKey
- XBLVHTDFJBKJLG-UHFFFAOYSA-N
- SMILES
- CCOC(=O)c1cccnc1
- LogP
- 1.32 · 1.32
- Surface tension
- 72 mN/m · 72mN/m at 1g/L and 20℃
- CAS DataBase Reference
- 614 · 614-18-6(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 H353YH · NIJ3H353YH
- NIST Chemistry Reference
- 3 · 3-Pyridinecarboxylic acid, ethyl ester(614-18-6)
- EPA Substance Registry System
- Ethyl nicotinate (614-18-6)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 314 · H314-H335
- Precautionary statements
- 261 · P261-P271-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
- target organs
- Respiratory system
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 37 · 37/38-41-36/38-36/37/38
- Safety Statements
- 26 · 26-39-37/39-36
- WGK Germany
- 3 · 3
- F
- 8 · 8-9-23
- TSCA
- TSCA listed
- HS Code
- 29333999 · 29333999
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 Skin · Eye Dam. 1Skin Corr. 1BSTOT SE 3
- Toxicity
- 50 orally · LD50 orally in Rabbit: > 2005 mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H319 (90.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 1447 reports by companies from 12 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 3-Pyridinecarboxylic acid, ethyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 08-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/23786
Ethyl 3-pyridinecarboxylate: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- F
- 8-9-23
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29333999
- Toxicity
- LD50 orally in Rabbit: > 2005 mg/kg
- risk_code
- 37/38-41-36/38-36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- Xi
- safety_code
- 26-39-37/39-36
- Storage Class
- 8A - Combustible corrosive hazardous materials
- target organs
- Respiratory system
- Hazard statements
- H314-H335
- REACH Registrations
- Active
- Hazard Classifications
- Eye Dam. 1Skin Corr. 1BSTOT SE 3
- Precautionary statements
- P261-P271-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
DescriptionEthyl nicotinate is a chemical attractant used to prevent and control plant pests. Ethyl nicotinate was found to be a potent attractant forThrips obscuratus in peaches and apricots. It is more attractive than ripe fruit and catches peak at harvest. Long season trapping demonstrated the efficiency of chemical traps compared to unbaited traps. The attractiveness of the chemical was maintained for at least 2 weeks when 50 μl of the chemical was placed in an open 2 ml vial cap. Various pyralids, geometrids (Lepidoptera), and chironomids (Diptera) were also attracted in low numbers to ethyl nicotinate[1].
UsesEthyl nicotinate is used for skin-conditioning cosmetics. It is principally used in medicine as a local vasodilator at a concentration of 1 to 2 % in creams, ointments and pomades. It is utilized for the treatment sprains, wrenches, muscular pains and tendonitis.
UsesEthyl nicotinate is a nicotinic acid derivative used for skin-conditioning cosmetics.
Preparation methods
PreparationNicotinic acid, anhydrous ethanol, and a solid acid catalyst for esterification are added to toluene. The mixture is stirred at 50–65°C for 3–6 hours, then heated and refluxed to separate water. Once no water is discharged, the reaction is complete. The mixture is cooled to room temperature, filtered, and the solid acid catalyst for esterification is recovered. Toluene is recovered from the filtrate under reduced pressure. The resulting light yellow transparent liquid is ethyl nicotinate. The molar ratio of nicotinic acid to anhydrous ethanol is 1:1–1:2, the weight ratio of nicotinic acid to toluene is 1:0.3–1:8, and the amount of solid acid catalyst added is 0.01–0.1 times the weight of nicotinic acid. The solid acid catalyst for esterification is HND230 solid catalyst.
Upstream & downstream products
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: Ethyl nicotinate is a member of pyridines and an aromatic carboxylic acid.
Related reactions
Compound notes
Loading…