but-3-en-2-one

• ChemBase编号: 104368
• 分子式: C4H6O
• 平均质量: 70.08984
• 单一同位素质量: 70.04186481
• SMILES: CC(=O)C=C
• Canonical SMILES: CC(=O)C=C
• InChI: InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3
• InChIKey: FUSUHKVFWTUUBE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: but-3-en-2-one
• IUPAC传统名: methyl vinyl ketone
• 别名: 丁烯酮; 甲基乙烯酮; 丁烯酮; 甲基乙烯基酮; 3-丁烯-2-酮; Methyl vinyl ketone; 3-Buten-2-one; METHYL VINYL KETONE; METHYL VINYL KETONE (STABILIZED); Butenone; Methyl vinyl ketone; MVK; Methylene acetone; Vinyl methyl ketone; 3-Buten-2-one

登记号

• CAS号: 78-94-4
• EC号: 201-160-6
• MDL号: MFCD00008777
• Beilstein号: 506021
• 默克索引号: 146134
• PubChem SID: 24885962; 24897283; 162091530; 24856333
• PubChem CID: 6570
• CHEBI ID: 48058
• Chemspider ID: 6322
• 维基百科标题: Methyl_vinyl_ketone

理论计算性质

• Acid pKa: 19.94529
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.8625728
• LogD (pH = 7.4): 0.8625728
• Log P: 0.8625728
• 摩尔折射率: 20.8425 cm^3
• 极化性: 7.9271245 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -7 °C (20 °F); -7°C; -7 °C; -7°C
• 沸点: 32-34°C/60mm; 34 °C/120 mmHg(lit.); 81.4 °C (178.5 °F); 81.4°C; 81.4 °C
• 闪点: 19.4 °F; -6.6°C; -6°C(21°F); -7 °C
• 自燃点: 491 °C (915 °F)
• 密度: 0.836 at 20 °C (water = 1); 0.836 g/ml; 0.8407 g/cm^3; 0.856; 0.86 g/mL at 20 °C; 0.864 g/mL at 25 °C(lit.)
• 折射率: 1.4120; n20/D 1.411(lit.); n20/D 1.412
• 蒸汽压: 310 mmHg ( 55 °C); 71 mmHg ( 20 °C); 83.9 mm Hg at 25 °C (SRC), 160 mbar (120 mm Hg) at 34 °C
• 蒸汽密度: 1.3 (vs air); 2.41 (air = 1)

安全信息

• 保存条件: 0°C
• RTECS编号: EM9800000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 1251; UN1251
• 德国WGK号: 3
• 联合国危险货物等级: 3/8; 6.1
• 联合国危险货物包装类别(PG): 1; I; Truck Only
• 澳大利亚Hazchem: 2WE
• 危险公开号: 11-26/27/28-34-40-43-50/53-68; 11-26/27/28-34-43-50/53; 11-26/28-34; R:9-11-20-28-43; R:9-20-28-43
• 安全公开号: 16-26-28-36/37/39-45-61; 4-7/9-20-26-28-33-36/37/39-45-60; S:16-28-29-36/37/39-45; S:28-29-36/37/39-45
• 欧盟危险货物分类: TF1
• 欧盟危险识别号(EUHIN): 6.1A
• 美国ERG指导号: 131P
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06; GHS08; GHS09
• GHS警示词: Danger
• NFPA704:
  

  3

  4

  2
• 爆炸极限: 15.64 %
• GHS危险声明: H225-H300 +H310 + H330-H314-H317-H341-H351-H410; H225-H300 +H310 + H330-H314-H317-H410; H225-H300-H330-H314-H318
• GHS警示性声明: P210-P260-P264-P273-P280-P284; P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501A
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1251 6.1/PG 1
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95.0% (GC); 90%; 99%; tech. 90%, stab. with 0.5% hydroquinone
• 级别: purum; technical grade
• 杂质: ~5% water; <7% water
• 其他组分: ~0.5% acetic acid as stabilizer; ~0.5% hydroquinone as stabilizer; 0.3-1.0% hydroquinone as stabilizer; 0.5% hydroquinone and 0.1% acetic acid as stabilizer
• 线性分子式: CH2=CHCOCH3

详细说明

MP Biomedicals - 05206832

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02155704

(3-Buten-2-one) 1 ml = approx. 0.86 g Stabilized with 1% hydroquinone

Sigma Aldrich - M87509

包装
100, 500 mL in glass bottle

Sigma Aldrich - 269549

Application
硫醇1、吲哚2和香豆素3的 Michael 受体
铁(II) 催化吲哚 C-3 位烷基化反应的底物。可利用过量的乙烯基酮生成 2,3-二烷基吲哚。
包装
5, 100, 500 mL in glass bottle

Sigma Aldrich - 69692

Caution
储存时可变为褐色

参考文献

• For an example of the conjugate addition of aldehydes (Stetter reaction), see: Org. Synth. Coll., 8, 620 (1993); for reaction scheme, see 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, L08750.
• For examples of use as a building block in asymmetric syntheses, see: Org. Synth. Coll., 7, 363 (1990); 9, 610 (1998); for reaction schemes for these, see 2-Methylcyclopentane-1,3-dione, A13936, and (S)-(-)-1-Phenylethylamine, A12632, respectively.