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3,4-Dihydro-2H-pyran
DHP · DIHYDROPYRAN · 3,4-DIHYDROPYRAN · dihydro-2H-pyran · 3,4-Dihydro-2H-pyrane · DIHYDROPYRANE · 3,4-Dihydro-2-pyran · 2,3-DIHYDRO-4H-PYRAN
Identifikatoren & physikalische Daten
| CAS No. | 110-87-2 |
|---|---|
| Summenformel | C5H8O |
| Durchschnittliche Molmasse | 84,12 g/mol |
| Monoisotopische Masse | 84,05751488 g/mol |
| SMILES | C1=COCCC1 |
| InChIKey | BUDQDWGNQVEFAC-UHFFFAOYSA-N |
| PubChem CID | 8080 |
| ChEMBL | CHEMBL3184439 |
| EC No. | 203-810-4 |
| DTXSID | DTXSID6041426 |
| Lokaler Name | 3,4-Dihydro-2H-pyran |
Chemische & physikalische Eigenschaften
| XLogP | 0,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 9,2 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 57 |
| Stoffklassen | Other Classes -> Ethers, OtherFlammable agents - 3rd degree |
| SpringerMaterials Properties | Coriolis coupling |
| LogP (Verteilungskoeffizient) | 0.69 |
| Dichte | 0.922 @ 19°C0.922 g/mL at 25 °C (lit.) |
| Flammpunkt | 0 °F (NFPA, 2010)4 °F |
| Physical Description | Dihydro-2h-pyran appears as a clear colorless liquid with an ethereal odor. Less dense than water. Vapors heavier than air.Clear colorless liquid with an ethereal odor[CAMEO] Unpleasant odor[Alfa Aesar MSDS] |
| Schmelzpunkt | -70 °C (lit.) |
| Siedepunkt | 86 °C (lit.) |
| Dampfdichte | 2.9 (vs air) |
| Dampfdruck | 77.8 hPa (20 °C) |
| Brechungsindex | n20/D 1.440(lit.) |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | 7.7g/l20 g/L (20 ºC) |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to yellow |
| pH | 7 (5g/l, H2O, 20℃) |
| Explosionsgrenze | 1.1-13.8%(V) |
| BRN | 103493 |
| Stabilität | Volatile |
| InChI | 1S/C5H8O/c1-2-4-6-5-3-1/h2,4H,1,3,5H2 |
| InChIKey | BUDQDWGNQVEFAC-UHFFFAOYSA-N |
| SMILES | C1COC=CC1 |
| LogP (Verteilungskoeffizient) | 0.690 |
| CAS Datenbank | 110-87-2(CAS DataBase Reference) |
| NIST chemische Informationen | 2H-Pyran, 3,4-dihydro-(110-87-2) |
| EPA chemische Informationen | 2H-Pyran, 3,4-dihydro- (110-87-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P272, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 180 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.WarningH317: May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| Regulatorische Informationen | Chemical: 2H-Pyran, 3,4-dihydro-2H-Pyran, 3,4-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2H-Pyran, 3,4-dihydro- 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: 29-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/120422H-Pyran, 3,4-dihydro-: HSNO Approval: HSR001129 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| Gesundheitsgefahren | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:· Inhalation or contact with material may irritate or burn skin and eyes. |
| Gefahrenübersicht | A skin and strong eye irritant[Alfa Aesar MSDS] |
| DOT-Nummer und Handbuch | 2376 127 |
| Reaktive Gruppe | Ethers |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | Ethers, such as DIHYDRO-2H-PYRAN, can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert. |
| DOT Hazard Classification | 2,3-DihydropyranUN2376Class 3 Flammable and combustible liquid (49 eCFR § 173.120)PG II: the degree of danger presented by the material is medium |
| Air and Water Reactions | Highly flammable. Slightly soluble in water. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%)Flammable liquids - Category 2Skin sensitization - Category 1BFlammable agents - 3rd degree, Reactive agents - 1st degree |
| Brandbekämpfung | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Freisetungsmaßnahmen | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| Erste Hilfe | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:General First Aid: |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Freisetung ohne Brand | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Isolation and Evacuation | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:Immediate precautionary measure |
| Protective Action Criteria (PAC) | 14 [mg/m3]150 [mg/m3]910 [mg/m3] |
| Personal Protective Equipment (PPE) | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Emergency Response Planning Guidelines | CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. |
| Toxicity Data | LC50 (rat) > 10,700 mg/m3/4hr |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2376 |
| Zollcode | 29329995 |
| RTECS-Nr. | UP7700000 |
| R-Sätze (R) | 11-36/37/38-36/38-19 |
| Toxizität | LD50 orally in Rabbit: > 4000 mg/kg |
| Gefahrensymbole | F,Xi |
| hazard_note | Highly Flammable/Irritant |
| Sicherheitshinweise (S) | 16-26-36-37/39-33-7/9 |
| Gefahrenklasse | 3Aquatic Chronic 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2Skin Sens. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
| Selbstentzündungstemperatur | 240 °C |
Anwendungen & Verwendung
Verwenden
Widely used hydroxyl-protecting reagent3,4-Dihydro-2H-pyran is used as a hydroxyl-protecting reagent in organic synthesis. It acts as an intermediate in synthetic chemistry. It is used to protect various reactive functional groups. It is involved in the polymerization reaction either alone or with unsaturated compound and finds application in polymer industries. Further, it is employed in the preparation of bicyclic compounds of epoxide-fused, halo compounds and allenic alcohols.