2,3-dihydrofuran

• ChemBase编号: 85864
• 分子式: C4H6O
• 平均质量: 70.08984
• 单一同位素质量: 70.04186481
• SMILES: O1C=CCC1
• Canonical SMILES: C1CC=CO1
• InChI: InChI=1S/C4H6O/c1-2-4-5-3-1/h1,3H,2,4H2
• InChIKey: JKTCBAGSMQIFNL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,3-dihydrofuran
• IUPAC传统名: 2,3-dihydrofuran
• 别名: 2,3-二氢呋喃; 2,3-DHF; 2,3-Dihydrofuran; 2,3-Dihydrofuran; 4,5-Dihydrofuran; NSC 85221

登记号

• CAS号: 1191-99-7
• EC号: 214-747-7
• MDL号: MFCD00003205
• Beilstein号: 103168
• PubChem SID: 162072980; 24863187; 24851953
• PubChem CID: 70934
• CHEBI ID: 51662
• Chemspider ID: 64096
• 维基百科标题: 2,3-Dihydrofuran

理论计算性质

• LogD (pH = 7.4): 0.542326
• Log P: 0.542326
• 摩尔折射率: 20.6466 cm^3
• 极化性: 7.817887 Å^3
• 极化表面积: 9.23 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.542326

分子性质

理化性质

• 沸点: 54°C; 54.6°C (source); 54-55 °C(lit.); 54-55°C; 54-55°C
• 闪点: -20 °C; -24.4°C; -24°C(-11°F); -4 °F
• 密度: 0,927 g/mL; 0.927; 0.927 g/ml; 0.927 g/mL at 25 °C(lit.)
• 折射率: 1.4245; n20/D 1.423; n20/D 1.423(lit.)
• 蒸汽压: 14.46 psi ( 55 °C); 3.67 psi ( 20 °C)

安全信息

• 保存条件: 2-8°C
• 保存注意事项: Irritant
• 欧盟危险性物质标志: 易燃性(Flammable) (F); X
• 联合国危险货物编号: 1993; UN3271
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 3YE
• 危险公开号: 11-19; 11-19-22-36; R:11
• 安全公开号: 16-33; 9-16-26-33-36; S:9-16-29
• 欧盟危险货物分类: F1
• 欧盟危险识别号(EUHIN): 3B
• 美国ERG指导号: 128
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS06
• GHS警示词: Danger
• GHS危险声明: H225; H225-H301-H319
• GHS警示性声明: P210; P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1993 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99%; ≥99.0% (GC); 97%; 98+%; 99%
• 级别: purum
• 其他组分: ~0.5% potassium carbonate as stabilizer
• Empirical Formula (Hill Notation): C4H6O

详细说明

MP Biomedicals - 05221761

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02157728

1 ml = approx. 0.93 g

Toronto Research Chemicals - D446410

2,3-Dihydrofuran is a dehydration product of tetrahydrofuran (THF). 2,3-Dihydrofuran is also used in the preparation of niologically active compounds such as antitumor agents.

Sigma Aldrich - 37298

Other Notes
α-锂化/烷化途径生成 γ-酮酸1

Sigma Aldrich - 200018

包装
1 L in glass bottle
100 mL in glass bottle
Application
用于与 2-吡喃酮进行的镧系元素催化 Diels-Alder 反应1,2以及与乙烯基卡宾体进行的铑(II)稳定化环加成反应的多功能试剂。3

Sigma Aldrich - 482080

Legal Information
Eastman Chemical Company 制造。Aldrich Chemical Company 分销。

参考文献

• Kohlweyer, U. et al.: FEMS Microbiol. Lett., 186, 301 (2000)
• Li, J. et al.: Lett. Drug Design Disc., 9, 379 (2000)
• For lithiation at the 5-position, see: Tetrahedron Lett., 4187 (1977); Org. Synth. Coll., 9, 530 (1998). For alkylation by active methylene compounds, catalyzed by trans-Dichlorobis(triphenylphosphine)palladium(II), 10491, see: J. Org. Chem., 47, 2812 (1982). For catalytic asymmetric arylation, see: J. Am. Chem. Soc., 113, 1417 (1991); Pure Appl. Chem., 64, 421 (1992).
• Forms tetrahydrofuranyl esters (acyl hemiacetals) with carboxylic acids. These react with Grignard reagents to give good yields of ketones with minimal enolization or double addition (tertiary alcohol formation). The utility of other acyl hemiacetals as ketone precursors has also been studied: J. Org. Chem., 61, 6071 (1996):