4-Hydroxybutyl acrylate
4-HydroxybutyL · 4-Hydroxybutyl2-propenoate · 0/6/78 · 4-HYDROXYBUTYL ACRYLATE · BUTANEDIOL MONOACRYLATE · 1,4-Butanediol 1-acrylate · 1,4-Butanediolmonoacrylate · Acrylic acid 4-hydroxybutyl
Identifiers & Physical Properties
| CAS No. | 2478-10-6 |
|---|---|
| Molecular formula | C7H12O3 |
| Average molar mass | 144.17 g/mol |
| Monoisotopic mass | 144.07864424 g/mol |
| SMILES | C=CC(=O)OCCCCO |
| InChIKey | NDWUBGAGUCISDV-UHFFFAOYSA-N |
| PubChem CID | 75588 |
| ChEMBL | CHEMBL3189040 |
| EC No. | 219-606-3 |
| DTXSID | DTXSID3044623 |
Chemical & Physical Properties
| XLogP | 1.1 |
|---|---|
| Topological polar surface area | 46.5 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 6 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 109 |
| Melting point | -112°C |
| Boiling point | 95 °C/0.1 mmHg (lit.) |
| Density | 1.041 g/mL at 25 °C (lit.) |
| Vapor pressure | 0.5Pa at 20℃ |
| Refractive index | n20/D 1.452(lit.) |
| Flash point | >230 °F |
| Storage conditions | 2-8°C |
| Physical state | clear liquid |
| pKa (acidity coefficient) | 14.99±0.10(Predicted) |
| Color | Colorless to Almost colorless |
| Viscosity | 20cp (25C) |
| Solubility | soluble |
| Freezing point | -112 |
| BRN | 1756545 |
| Exposure limits | ACGIH: TWA 5 mg/m3NIOSH: TWA 5 mg/m3 |
| InChI | 1S/C7H12O3/c1-2-7(9)10-6-4-3-5-8/h2,8H,1,3-6H2 |
| InChIKey | NDWUBGAGUCISDV-UHFFFAOYSA-N |
| SMILES | OCCCCOC(=O)C=C |
| LogP (partition coefficient) | 0.77 at 25℃ |
| CAS DataBase Reference | 2478-10-6(CAS DataBase Reference) |
| FDA UNII | 4O2A4HET1X |
| NIST Chemistry Reference | 4-Hydroxybutyl acrylate(2478-10-6) |
| EPA Substance Registry System | 4-Hydroxybutyl acrylate (2478-10-6) |
| UNSPSC Code | 12162002 |
| NACRES | NA.23 |
| GHS pictogram | GHS05,GHS07 |
| Signal word | Danger |
| GHS hazard statements | H302-H315-H317-H318 |
| GHS precautionary statements | P261-P264-P280-P301+P312-P302+P352-P305+P351+P338 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xn,N,Xi |
| Risk statements (R) | 20/21/22-36/37/38-51/53 |
| Safety statements (S) | 26-37/39-38-61-36/37/39-29 |
| UN transport number | 2922 |
| Water hazard class (WGK) | 3 |
| F | 10 |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2Skin Sens. 1 |
| Packing group | II |
| Customs code | 29161290 |
| Storage class | 10 - Combustible liquids |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 2.6% (9 of 350) of reports.DangerH302 (95.7%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 350 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: 2-Propenoic acid, 4-hydroxybutyl esterStatus: Active Update: 28-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/53572-Propenoic acid, 4-hydroxybutyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (95.7%) |
| F | 10 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | 2922 |
| Customs code | 29161290 |
| Risk statements (R) | 20/21/22-36/37/38-51/53 |
| Signal word | Danger |
| GHS pictogram | GHS05,GHS07 |
| Hazard symbols | Xn,N,Xi |
| Safety statements (S) | 26-37/39-38-61-36/37/39-29 |
| Hazard class | 8Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2Skin Sens. 1 |
| Storage class | 10 - Combustible liquids |
| Packing group | II |
| GHS hazard statements | H302-H315-H317-H318 |
| REACH registrations | Active |
| GHS precautionary statements | P261-P264-P280-P301+P312-P302+P352-P305+P351+P338 |
Applications & Uses
Uses
Hydroxybutyl acrylate was one of the monomers utilized in the preparation of poly(2-hydroxy-3-phenoxypropylacrylate, 4-hydroxybutyl acrylate, dibutyl maleate) membranes.
General Description
4-Hydroxybutyl acrylate (HBA) can be synthesized by the esterification of acrylic acid with 1, 4 butanediol over a catalyst such as Amberlyst 15. 4-Hydroxybutyl acrylate (HBA) exhibits properties such as luster, chemical and scratch resistance. HBA monomers may be used as one of the constituents for the fabrication of a membrane system for controlled release of transdermal drug delivery system.
Preparation & Synthesis
Preparation
4-Hydroxybutylacrylate can be prepared by a condensation reaction of acryloyl chloride and butanediol compounds. It should be noted that this reaction requires strict control of the stoichiometric ratio to prevent the diacylation side reaction of butanediol.