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线性分子式:
HC≡CC(CH3)2OH
化学文摘社编号:
分子量:
84.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-070-5
Beilstein/REAXYS Number:
635746
MDL number:
产品名称
2-甲基-3-丁炔-2-醇, 98%
InChI key
CEBKHWWANWSNTI-UHFFFAOYSA-N
InChI
1S/C5H8O/c1-4-5(2,3)6/h1,6H,2-3H3
SMILES string
CC(C)(O)C#C
vapor pressure
15 mmHg ( 20 °C)
assay
98%
form
liquid
autoignition temp.
662 °F
expl. lim.
16.6 %
refractive index
n20/D 1.42 (lit.)
bp
104 °C (lit.)
mp
2.6 °C (lit.)
density
0.868 g/mL at 25 °C (lit.)
functional group
hydroxyl
Quality Level
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Application
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。
General description
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。
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - STOT SE 3
target_organs
Central nervous system
存储类别
3 - Flammable liquids
wgk
WGK 1
flash_point_f
66.2 °F - closed cup
flash_point_c
19 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
Boyall et al.
Organic letters, 2(26), 4233-4236 (2001-01-11)
We report the first example of enantioselective aldehyde additions of 2-methyl-3-butyn-2-ol, a commodity bulk chemical that is readily available. Following a facile fragmentation reaction, the addition reactions provide access to optically active terminal acetylenes as useful building blocks for asymmetric
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)
2-Methyl-3-butyn-2-ol as an acetylene precursor in the Mannich reaction. A new synthesis of suicide inactivators of monoamine oxidase
Fowler JS
The Journal of Organic Chemistry, 42(15) , 2637-2639 (1977)
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 & Catalysis, 349(10), 1738-1742 (2007)
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)
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