蒸汽压
15 mmHg ( 20 °C)
质量水平
方案
98%
表单
liquid
自燃温度
662 °F
expl. lim.
16.6 %
折射率
n20/D 1.42 (lit.)
沸点
104 °C (lit.)
mp
2.6 °C (lit.)
密度
0.868 g/mL at 25 °C (lit.)
官能团
hydroxyl
SMILES字符串
CC(C)(O)C#C
InChI
1S/C5H8O/c1-4-5(2,3)6/h1,6H,2-3H3
InChI key
CEBKHWWANWSNTI-UHFFFAOYSA-N
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一般描述
2-甲基-3-丁炔-2-醇(MBY) 可用作Mannich反应的前体，并可通过选择性半氢化反应生成精细化学品。
应用
2-甲基-3-丁炔-2-醇可用作反应物，通过钯催化的与各种芳基溴化物的 Sonogashira 偶联反应合成：
- 芳基-2-甲基-3-丁炔-2-醇。
- Pd/γ-Al2O3 催化的 2-甲基-3-丁烯-2-醇（MBE）选择性加氢反应。MBE 可作为合成维生素 A 的重要中间体。
- 在 Cs2CO3 作为碱的存在下，通过 Pd 催化的 Sonogashira 与芳基氯化物的偶联反应合成二芳基乙炔。
- 在 Zn(OTf)2 和 N-甲基麻黄碱存在下，通过与各种醛的对映选择性加成反应合成具有光学活性的炔丙醇。
警示用语：
Danger
危险分类
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - STOT SE 3
靶器官
Central nervous system
储存分类代码
3 - Flammable liquids
WGK
WGK 1
闪点(°F)
66.2 °F - closed cup
闪点(°C)
19 °C - closed cup
个人防护装备
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
Torstein Fjermestad et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(36), 10050-10057 (2011-07-21)
Density functional calculations were carried out to ascertain the origin of enantioselectivity in the brucine N-oxide (BNO)-assisted enantioselective Pauson-Khand reaction (PKR) of norbornene with 2-methyl-3-butyn-2-ol. The computed ee value in acetone is 68 % (R), which compares well to the previously
Continuous 2-Methyl-3-Butyn-2-ol Selective Hydrogenation on Pd/?-Al2O3 as a Green Pathway of Vitamin A Precursor Synthesis
Fernandez-Ropero AJ, et al.
Catalysts, 11(4), 501-501 (2021)
Palladium-Catalyzed Efficient and One-Pot Synthesis of Diarylacetylenes from the Reaction of Aryl Chlorides with 2-Methyl-3-butyn-2-ol
Yi Chenyi, et al.
advanced synthesis and catalysis, 349(10), 1738-1742 (2007)
Andrea Caporale et al.
Beilstein journal of organic chemistry, 10, 384-393 (2014-03-08)
Two efficient protocols for the palladium-catalyzed synthesis of aryl-2-methyl-3-butyn-2-ols from aryl bromides in the absence of copper were developed. A simple catalytic system consisting of Pd(OAc)2 and P(p-tol)3 using DBU as the base and THF as the solvent was found
General kinetic modeling of the selective hydrogenation of 2-methyl-3-butyn-2-ol over a commercial palladium-based catalyst
Vernuccio S, et al.
Industrial & Engineering Chemistry Research, 54(46), 11543-11551 (2015)
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