Basic information
- CAS
1115-20-4- Standard SMILES
CC(C)(CO)COC(=O)C(C)(C)CO- InChIKey
SZCWBURCISJFEZ-UHFFFAOYSA-N- Molecular formula
- C10H20O4
- Average molar mass
- 204.26 g/mol
- Monoisotopic mass
- 204.13615912
Names & identifiers
- Preferred name
- 3-Hydroxy-2,2-dimethylpropyl hydroxypivalate
- IUPAC
- (3-hydroxy-2,2-dimethylpropyl) 3-hydroxy-2,2-dimethylpropanoate
- English name
- NEOPENTYL GLYCOL MONO(HYDROXYPIVALATE)
- Molecular formula
- C10H20O4
- Molecular weight
- 204.26
Names & synonyms
1115-20-43-Hydroxy-2,2-dimethylpropyl 3-hydroxy-2,2-dimethylpropanoateHydroxypivalic acid neopentyl glycol esterEsterdiol 204Hydroxyneopentyl hydroxypivalate3-Hydroxy-2,2-dimethylpropyl 3-hydroxy-2,2-dimethylpropionateNeopentyl glycol monohydroxypivalate3-(Hydroxypivaloyloxy)-2,2-dimethylpropanol3-HYDROXY-2,2-DIMETHYLPROPYL HYDROXYPIVALATEEster diol 204DTXSID4027361HSDB 5783
Show more names
HPHPHPNEesterdiol204HYDROXYPIVALAYENEOPENTYLGLYCOLMONO3-hydroxy-2,2-dimethylpropyhydroxypivalylhydroxypivalatehydroxyneopentylhydroxypivalateNEOPENTYL GLYCOL MONO(HYDROXYPIVALATE)Hydroxypivalinsureneopentylglycolester
Propanoic acid, 3-hydroxy-2,2-dimethyl-, 3-hydroxy-2,2-dimethylpropyl esterCG0A37GAHJNeopental glycol monohydroxypivalateEINECS 214-222-23-Hydroxy-2,2-dimethylpropyl 2,2-dimethylhydracrylateHydracrylic acid, 2,2-dimethyl-, 3-hydroxy-2,2-dimethylpropyl ester2,2-Dimethyl-1,3-propanediol Mono(hydroxypivalate)DTXCID507361
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 196
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Other Organic Compounds
Physical Description
Liquid
Solid; [IUCLID] White odorless solid; [MSDSonline]
Collision Cross Section151.6 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID4027361]
Physicochemical properties
- Melting point
- 46 · 46-50°C
- Boiling point
- 292 °C · 292°C
- Density
- 1.01 · 1.01
- Flash point
- 292 °C · 292°C
- solubility
- Soluble in methanol(almost transparency).
- pka
- 14.15 · 14.15±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- Water Solubility
- 239 g/L · 239g/L at 25℃
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.3% (5 of 383) of reports.
Danger
H318 (49.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, P305+P354+P338, P317, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 383 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Propanoic acid, 3-hydroxy-2,2-dimethyl-, 3-hydroxy-2,2-dimethylpropyl ester
Propanoic acid, 3-hydroxy-2,2-dimethyl-, 3-hydroxy-2,2-dimethylpropyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 3-hydroxy-2,2-dimethyl-, 3-hydroxy-2,2-dimethylpropyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 02-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11791
Other Safety InformationIMAP assessments - Propanoic acid, 3-hydroxy-2,2-dimethyl-, 3-hydroxy-2,2-dimethylpropyl ester: Environment tier I assessment
Hazards SummaryAn eye irritant, based on animal studies; [IUCLID] An eye irritant; [MSDSonline]
Hazard Classes and CategoriesEye Dam. 1 (49.6%)
Safety data
- tsca
- TSCA listed
Chemistry & industry
Uses & manufacturing
Uses
Used to modify polyesters in automotive coatings; [Ullmann]
Painting (Pigments, Binders, and Biocides) [Category: Paint]
U.S. Production2023: 550,000 - <1,000,000 lb
Industry UsesIntermediate
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Propanoic acid, 3-hydroxy-2,2-dimethyl-, 3-hydroxy-2,2-dimethylpropyl ester: ACTIVE
Applications
DescriptionNeopentyl Glycol Mono(hydroxypivalate) is also known as Hydroxypivalic acid neopentyl glycol ester (HPN). The compound has properties similar to neopentyl glycol but in addition specific characteristics that are responsible for its increasing use. Manufacturers are Eastman Chemical, BASF, and Mitsubishi Gas. World capacity is estimated at 2000 – 2500 t/a. It is highly soluble in polar organic solvents. Both hydroxyl groups undergo the usual reactions of primary alcohols. As with neopentyl glycol, the quaternary structure contributes to the excellent stability of HPN derivatives.
UsesNeopentyl Glycol Mono(hydroxypivalate) is used as a diol modifier in polyesters for powder, coil, and automotive coatings. HPN imparts the polyesters excellent weatherability, flexibility and resin solubility as well as lower melt viscosity and glass transition temperature. In powder coatings hydroxypivalic acid neopentyl glycol ester improves the appearance by increasing the flow and leveling, because it gives less cyclic compounds than neopentyl glycol during the polyester synthesis. Because of their improved flexibility polyesters containing HPN are used in automotive coatings to give enhanced stone chip resistance and in coil coatings with high demand on both flexibility and weather resistance. Acrylated hydroxypivalic acid neopentyl glycol ester is used in UV-curable coatings for inks and wood coating.
Preparation methods
Related reactions
2 records
Compound notes
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