HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Identifiers & Physical Properties
| CAS No. | 110-87-2 |
|---|---|
| Molecular formula | C5H8O |
| Average molar mass | 84.12 g/mol |
| Monoisotopic mass | 84.05751488 g/mol |
| SMILES | C1=COCCC1 |
| InChIKey | BUDQDWGNQVEFAC-UHFFFAOYSA-N |
| PubChem CID | 8080 |
| ChEMBL | CHEMBL3184439 |
| EC No. | 203-810-4 |
| DTXSID | DTXSID6041426 |
Chemical & Physical Properties
| XLogP | 0.7 |
|---|---|
| Topological polar surface area | 9.2 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 6 |
| Formal charge | 0 |
| Complexity | 57 |
| Chemical classes | Other Classes -> Ethers, OtherFlammable agents - 3rd degree |
| SpringerMaterials Properties | Coriolis coupling |
| LogP (partition coefficient) | 0.69 |
| Density | 0.922 @ 19°C0.922 g/mL at 25 °C (lit.) |
| Flash point | 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] |
| Melting point | -70 °C (lit.) |
| Boiling point | 86 °C (lit.) |
| Vapor density | 2.9 (vs air) |
| Vapor pressure | 77.8 hPa (20 °C) |
| Refractive index | n20/D 1.440(lit.) |
| Storage conditions | Store below +30°C. |
| Solubility | 7.7g/l20 g/L (20 ºC) |
| Physical state | Liquid |
| Color | Clear colorless to yellow |
| pH | 7 (5g/l, H2O, 20℃) |
| Explosive limits | 1.1-13.8%(V) |
| BRN | 103493 |
| Stability | Volatile |
| InChI | 1S/C5H8O/c1-2-4-6-5-3-1/h2,4H,1,3,5H2 |
| InChIKey | BUDQDWGNQVEFAC-UHFFFAOYSA-N |
| SMILES | C1COC=CC1 |
| LogP (partition coefficient) | 0.690 |
| CAS DataBase Reference | 110-87-2(CAS DataBase Reference) |
| FDA UNII | T6V9N71IHX |
| NIST Chemistry Reference | 2H-Pyran, 3,4-dihydro-(110-87-2) |
| EPA Substance Registry System | 2H-Pyran, 3,4-dihydro- (110-87-2) |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS07 |
| Signal word | Danger |
| GHS hazard statements | H225-H315-H317-H319-H412 |
| GHS precautionary statements | P210-P233-P273-P280-P303+P361+P353-P305+P351+P338 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | F,Xi |
| Risk statements (R) | 11-36/37/38-36/38-19 |
| Safety statements (S) | 16-26-36-37/39-33-7/9 |
| UN transport number | UN 2376 |
| Water hazard class (WGK) | 3 |
| RTECS number | UP7700000 |
| Autoignition temperature | 240 °C |
| Hazard Note | Highly Flammable/Irritant |
| TSCA inventory status | TSCA listed |
| Hazard class | 3Aquatic Chronic 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2Skin Sens. 1B |
| Packing group | II |
| Customs code | 29329995 |
| Storage class | 3 - Flammable liquids |
| Toxicity | LD50 orally in Rabbit: > 4000 mg/kg |
| REACH registrations | Active |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | 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] |
|---|---|
| Regulatory information | 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 label | Flammable Liquid |
| Fire hazards | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| Health hazards | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:· Inhalation or contact with material may irritate or burn skin and eyes. |
| Hazards summary | A skin and strong eye irritant[Alfa Aesar MSDS] |
| DOT ID and guide | 2376 127 |
| Reactive group | 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 |
| Fire fighting | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Accidental release measures | · 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. |
| First aid | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:General First Aid: |
| Exposure control and personal protection | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Nonfire spill response | 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 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | UP7700000 |
| UN transport number | UN 2376 |
| Customs code | 29329995 |
| Toxicity | LD50 orally in Rabbit: > 4000 mg/kg |
| Risk statements (R) | 11-36/37/38-36/38-19 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS07 |
| Hazard symbols | F,Xi |
| hazard_note | Highly Flammable/Irritant |
| Safety statements (S) | 16-26-36-37/39-33-7/9 |
| Hazard class | 3Aquatic Chronic 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2Skin Sens. 1B |
| Storage class | 3 - Flammable liquids |
| Packing group | II |
| GHS hazard statements | H225-H315-H317-H319-H412 |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| REACH registrations | Active |
| Autoignition temperature | 240 °C |
| GHS precautionary statements | P210-P233-P273-P280-P303+P361+P353-P305+P351+P338 |
Applications & Uses
Uses
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.