129763
2-Methyl-3-butyn-2-ol
98%
Synonym(s):
Dimethyl ethynyl carbinol
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Linear Formula:
HC≡CC(CH3)2OH
CAS Number:
Molecular Weight:
84.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-070-5
Beilstein/REAXYS Number:
635746
MDL number:
Assay:
98%
Form:
liquid
vapor pressure
15 mmHg ( 20 °C)
Quality Level
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
SMILES string
CC(C)(O)C#C
InChI
1S/C5H8O/c1-4-5(2,3)6/h1,6H,2-3H3
InChI key
CEBKHWWANWSNTI-UHFFFAOYSA-N
General description
2-Methyl-3-butyn-2-ol (MBY) is used as a precursor in the Mannich reaction and can undergo selective semihydrogenation to produce fine chemicals.
Application
2-Methyl-3-butyn-2-ol can be used as a reactant to synthesize:,·
- Aryl-2-methyl-3-butyn-2-ols via Pd-catalyzed Sonogashira coupling reaction with various aryl bromides.
- 2-Methyl-3-buten-2-ol (MBE) by Pd/γ-Al2O3 catalyzed selective hydrogenation reaction. MBE is applicable as an important intermediate in the synthesis of vitamin A.
- Diarylacetylenes via Pd-catalyzed Sonogashira coupling reaction with aryl chlorides in the presence of Cs2CO3 as a base.
- Optically active propargylic alcohols by enantioselective addition reaction with various aldehydes in the presence of Zn(OTf)2 and N-methylephedrine.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - STOT SE 3
target_organs
Central nervous system
Storage Class
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
Regulatory Information
危险化学品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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
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
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 129763-100ML | 04061838726513 |
| 129763-5ML | 04061838125033 |
| 129763-1L | 04061838726520 |