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Merck
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주요 문서

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129763

Sigma-Aldrich

2-Methyl-3-butyn-2-ol

98%

동의어(들):

Dimethyl ethynyl carbinol

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모든 사진(3)

About This Item

Linear Formula:
HC≡CC(CH3)2OH
CAS Number:
115-19-5
Molecular Weight:
84.12
Beilstein:
635746
EC Number:
204-070-5
MDL number:
MFCD00004467
UNSPSC 코드:
12352100
PubChem Substance ID:
24847925
NACRES:
NA.22

vapor pressure

15 mmHg ( 20 °C)

Quality Level

200

분석

98%

형태

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.)

작용기

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

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관련 카테고리

일반 설명

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.

애플리케이션

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.

신호어

Danger

유해 및 위험 성명서

H225,H302,H318,H336,H361fd

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - STOT SE 3

표적 기관

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point (°F)

66.2 °F - closed cup

Flash Point (°C)

19 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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시험 성적서(COA)

Lot/Batch Number
BCCG8297
BCCD9106
BCCC4323
BCCB3189
BCBX8402

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문서 라이브러리 방문

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
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
Micaela Crespo-Quesada et al.
Journal of the American Chemical Society, 133(32), 12787-12794 (2011-07-14)
The activity and selectivity of structure-sensitive reactions are strongly correlated with the shape and size of the nanocrystals present in a catalyst. This correlation can be exploited for rational catalyst design, especially if each type of surface atom displays a
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)
Shinji Harada et al.
Chemical communications (Cambridge, England), (9)(9), 948-950 (2007-02-22)
Indium(III)-catalyzed asymmetric alkynylation of aryl, heteroaryl, alkyl and alkenyl aldehydes with 2-methyl-3-butyn-2-ol as an ethyne equivalent donor was realized, and products were obtained in moderate to good yields (up to 97%) and high enantioselectivities (up to 99% ee) using 2-10
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