3,4-ジヒドロ-2H-ピラン
3,4-dihydro-2H-pyran
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基本情報
- CAS
110-87-2- 標準SMILES
C1=COCCC1- InChIKey
BUDQDWGNQVEFAC-UHFFFAOYSA-N- 分子式
- C5H8O
- 平均分子量
- 84.12 g/mol
- 単同位体質量
- 84.05751488
概要
Dihydro-2h-pyran appears as a clear colorless liquid with an ethereal odor. Less dense than water. Vapors heavier than air.
名称と識別子
- 優先名称
- 3,4-dihydro-2H-pyran
- IUPAC
- 3,4-dihydro-2H-pyran
- 現地名
- 3,4-ジヒドロ-2H-ピラン
- 英語名
- 3,4-Dihydro-2H-pyran
- 分子式
- C5H8O
- 分子量
- 84.12
名称と別名
3,4-Dihydro-2H-pyran110-87-2DIHYDROPYRAN3,4-Dihydropyran2,3-Dihydro-4H-pyran2H-3,4-Dihydropyran5,6-Dihydro-4H-pyran2H-Pyran, 3,4-dihydro-delta2-DihydropyranPyran, dihydro-DTXSID6041426T6V9N71IHX
名称をさらに表示
3,4-ジヒドロ-2H-ピランジヒドロピラン2,3-ジヒドロ-4H-ピラン5,6-ジヒドロ-4H-ピラン3,4-ジヒドロ2H-ピランΔ2-ジヒドロピラン2,3-ジヒドロピラン2,3‐ジヒドロピラン3,4‐ジヒドロ‐2H‐ピラン3,4-ジヒドロ-2H-ピラン, 99%DHPDHP3,4-Dihydro-2H-pyraneDIHYDROPYRANE3,4-Dihydro-2-pyran3,4-dihydro-2h-pyra
NSC-57860NSC-73472DTXCID4021426RefChem:910852,3-DIHYDRO-GAMMA-PYRAN203-810-4Dihydro-2H-pyran2,3-Dihydropyran
データベース識別子
- CAS
110-87-2、25512-65-6、3174-74-1- PubChem CID
- 8080
- DTXSID
DTXSID6041426- ChEMBL
CHEMBL3184439- UNII
- T6V9N71IHX
- EC Number
- 203-810-4
- Nikkaji
- J43.463I
物性
構造計算による物性補完中
- XLogP
- 0.7
- 極性表面積
- 9.2 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 0
- 重原子数
- 6
- 形式電荷
- 0
- 複雑度
- 57
実験および物理化学的性質
Chemical Classes
Other Classes -> Ethers, Other
Flammable agents - 3rd degree
SpringerMaterials PropertiesCoriolis coupling
LogP0.69
Density0.922 @ 19°C
Flash Point0 °F (NFPA, 2010)
Physical Description
Dihydro-2h-pyran appears as a clear colorless liquid with an ethereal odor. Less dense than water. Vapors heavier than air.
Liquid
Clear colorless liquid with an ethereal odor; [CAMEO] Unpleasant odor; [Alfa Aesar MSDS]
物理化学的性質
- 融点
- -70 °C · -70 °C (lit.)
- 沸点
- 86 °C · 86 °C (lit.)
- 比重(密度)
- 0.922 g/mL · 0.922 g/mL at 25 °C (lit.)
- 蒸気密度
- 2.9 · 2.9 (vs air)
- 蒸気圧
- 77.8 hPa · 77.8 hPa (20 °C)
- 屈折率
- 20 · n20/D 1.440(lit.)
- 闪点
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H225 (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.
Warning
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
危険有害性情報
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/12042
2H-Pyran, 3,4-dihydro-: HSNO Approval: HSR001129 Approved with controls
The 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 LabelFlammable 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
化学と産業
用途と製造
UsesPermitted for use as an inert ingredient in non-food pesticide products; [EPA] Used in organic syntheses; [REPROTOX]
U.S. Production2023: 75,000 - <500,000 lb
Industry UsesIntermediate
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
2H-Pyran, 3,4-dihydro-: ACTIVE
応用分野
用途有機合成用、OH基の保護試薬。
用途水酸基(アルコール、フェノール)の保護試薬。
使用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.
使用用途ジヒドロピランの主な使用用途は、有機合成原料・有機合成試薬です。特に、アルコールやフェノールなどの水酸基の保護に用いられます。酸触媒を用いてジヒドロピランをアルコールと反応させると、テトラヒドロピラニル基を生成し、アルコールの保護基の役割を果たします。 また、ジヒドロピランはやテトラヒドロピラニルエーテルを生成する原料としても用いられる化合物です。
調製方法
純化方法Partially dry dihydropyran with Na2CO3, then fractionally distil it. The fraction b 84-85o is refluxed with Na until hydrogen no longer evolves when fresh Na is added. It is then dried, and distilled again through a 60 x 1.2cm column packed with glass rings [Brandon et al. J Am Chem Soc 72 2120 1950, UV: Elington et al. J Chem Soc 2873 1952, NMR: Bushweller & O'Neil Tetrahedron Lett 4713 1969]. It has been characterised as the 3,5-dinitrobenzoyloxy-tetrahydrofuran derivative, m 103o which forms pale yellow crystals from dihydropyran/Et2O [Woods & Kramer J Am Chem Soc 69 2246 1947]. [Beilstein 17/1 V 181.]
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