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2-hydroxypropiophenone
2-hydroxypropiophenone is a phenolic ketone compound with formula C9H10O2, known for its phenolic flavor attributes and primarily used for informational and research purposes.
General Material Description
2-hydroxypropiophenone is a phenolic aromatic ketone characterized by a molecular formula of C9H10O2 and a molecular weight of approximately 150.18 g/mol. It is also known by several synonyms, including 1-(2-hydroxyphenyl)-propan-1-one and o-hydroxypropiophenone. Structurally, it consists of a phenyl ring substituted at the ortho position with a hydroxyl group and a propionyl side chain. Its sensory profile is described as phenolic, aligning with its chemical structure. This compound is typically synthesized or isolated for research purposes and is not used in fragrance or flavor formulations. A reliable source for chemical information on 2-hydroxypropiophenone is the PubChem database. It appears as a liquid with specific physicochemical characteristics relevant to laboratory study.
Occurrence, Applicability & Potential Uses
2-hydroxypropiophenone occurs primarily as a synthetic chemical intermediate rather than a naturally occurring substance. While it possesses phenolic flavor properties, it is designated for information and research rather than commercial fragrance or flavor applications. Its phenolic structure suggests potential roles in organic synthesis and analytical standards. According to REACH (EU) regulations, its use is restricted and monitored to ensure safe handling. The compound has no recognized use in food flavorings or perfumes, serving mainly in chemical research and industrial settings.
Physico-Chemical Properties Summary
This compound exhibits physicochemical characteristics such as a boiling point range of 229 to 230 °C at atmospheric pressure and a relatively low vapor pressure measured at 0.047 mmHg at 25 °C. Its specific gravity ranges between 1.104 and 1.107 at 20 °C, and it has a refractive index from 1.548 to 1.55 at the same temperature, indicating its density and optical activity within typical aromatic ketones. The calculated log P value of 2.54 suggests moderate hydrophobicity, compatible with its limited solubility in water (approximately 1951 mg/L at 25 °C). The flash point is approximately 96 °C (converted from 205 °F), highlighting its flammability profile. These properties influence its handling and storage in laboratory environments, affecting volatility, solubility, and stability during experimental use.
FAQ
What is 2-hydroxypropiophenone and what are its key characteristics?
2-hydroxypropiophenone is an aromatic phenolic ketone with the molecular formula C9H10O2. It is recognized for having a phenolic sensory note and is structurally characterized by a hydroxy group in the ortho position relative to a propionyl moiety on the phenyl ring. Although it shares similarities with other hydroxy ketones, it is distinct in its molecular arrangement and physicochemical properties. Commonly, it is studied for its chemical attributes rather than employed in commercial fragrance or flavor products.
How is 2-hydroxypropiophenone typically sourced and what are its main uses?
2-hydroxypropiophenone is primarily synthesized through organic chemical processes for research and development purposes. It does not occur widely in nature and is not a recognized ingredient in flavor or fragrance industries. Its main application is as an informational substance and in laboratory settings for chemical studies. Regulatory standards such as REACH (EU) classify it under controlled substances, limiting its use to non-consumer applications. It may also serve as a reference compound in analytical chemistry due to its defined structure and properties.
What safety considerations and regulations apply to 2-hydroxypropiophenone?
According to available safety data, 2-hydroxypropiophenone is not classified under the Globally Harmonized System (GHS) for any hazards under OSHA (US) regulations. There are no hazard or precautionary statements specified, and toxicity data remain undetermined for oral, dermal, or inhalation routes. The compound is not intended for use in flavors or fragrances, and recommended usage levels reflect this exclusion. Regulatory frameworks monitor its handling primarily within industrial or research contexts to ensure safe management and environmental compliance.
US / EU / FDA / JECFA / FEMA / Scholar / Patents
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| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
Literature & References
| 1-(2-hydroxyphenyl)propan-1-one | |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 69133 |
| Pubchem (sid): | 135027752 |
| Publications by US Patents | |
| 3,946,080 - Flavouring and perfuming ingredients | |
| Furfurylthioacetone | |
Other Information
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| CHEMBL: | View |
| HMDB (The Human Metabolome Database): | Search |
| Export Tariff Code: | 2914.69.9000 |
| ChemSpider: | View |
General Material Information
| Preferred name | 2-hydroxypropiophenone |
| Trivial Name | 2′-Hydroxypropiophenone |
| Short Description | propiophenone, 2'-hydroxy- |
| Formula | C9 H10 O2 |
| CAS Number | 610-99-1 |
| ECHA Number | 210-244-1 |
| FDA UNII | ZGH9CA1BFI |
| Nikkaji Number | J71.690A |
| Beilstein Number | 1860264 |
| MDL | MFCD00002220 |
| Bio Activity Summary | External link |
| NMR Predictor | External link |
| Synonyms |
|
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 150.17709350586 |
| Specific gravity | @ 20 °C |
| Pounds per Gallon | 9.197 to 9.222 |
| Refractive Index | 1.548 to 1.55 @ 20 °C |
| Boiling Point | 229 to 230°C @ 760 mm Hg |
| Vapor Pressure | 0.047 mmHg @ 25 °C |
| Flash Point TCC Value | 96.2 °C TCC |
| logP (o/w) | 2.54 |
| Solubility | |
| water, 1951 mg/L @ 25 °C (est) | Yes |
Organoleptic Properties
| Flavor Type: Phenolic | |
| phenolic | |
| General comment | Phenolic |
Safety Information
Safety information
| Preferred SDS: View | |
| Hazards identification | |
| Classification of the substance or mixture | |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
| None found. | |
| GHS Label elements, including precautionary statements | |
| Pictogram | |
| Hazard statement(s) | |
| None found. | |
| Precautionary statement(s) | |
| None found. | |
| Oral/Parenteral Toxicity: | |
| Not determined | |
| Dermal Toxicity: | |
| Not determined | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in use information
| Category: | |||
| information only not used for fragrances or flavors | |||
| Recommendation for 2-hydroxypropiophenone usage levels up to: | |||
| not for fragrance use. | |||
| Recommendation for 2-hydroxypropiophenone flavor usage levels up to: | |||
| not for flavor use. | |||
Safety references
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :69133 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| 1-(2-hydroxyphenyl)propan-1-one |
| Chemidplus:0000610991 |