所有图片(1)

P50803

Sigma-Aldrich

炔丙醇

99%

别名:
2-丙炔-1-醇
线性分子式:
HC≡CCH2OH
CAS号:
分子量:
56.06
Beilstein:
506003
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

100

蒸汽密度

1.93 (vs air)

蒸汽压

11.6 mmHg ( 20 °C)

测定

99%

折射率

n20/D 1.432 (lit.)

bp

114-115 °C (lit.)

mp

−53 °C (lit.)

密度

0.963 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES string

OCC#C

InChI

1S/C3H4O/c1-2-3-4/h1,4H,3H2

InChI key

TVDSBUOJIPERQY-UHFFFAOYSA-N

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应用

Propargyl alcohol has been used as a key starting material in the [4+2] cycloisomerization mediated synthesis of various phthalide derivatives.
It can also be used to synthesize:
  • A variety of regioselective furan-3-carboxamides by reacting with 3-oxo amides using Ag2CO3 as a promoter.
  • β-oxopropyl esters by reacting with carboxylic acids in the presence of (arene) (phosphine)ruthenium(II) complex as a catalyst.

包装

1 L in glass bottle
100, 500 mL in glass bottle

警示用语:

Danger

危险分类

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT RE 2

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(F)

91.4 °F - closed cup

闪点(C)

33 °C - closed cup

个人防护装备

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

分析证书

原产地证书 (CofO)

Synthesis of β-oxopropyl esters by catalytic addition of carboxylic acids and N-protected amino acids to propargyl alcohol.
Devanne D, et al.
The Journal of Organic Chemistry, 53(4), 925-926 (1988)
A Stephen K Hashmi et al.
The Journal of organic chemistry, 77(17), 7761-7767 (2012-08-11)
The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3-ones formed as side-products.
Ming Chen et al.
Journal of the American Chemical Society, 134(26), 10947-10952 (2012-06-27)
Chiral Brønsted acid catalyzed asymmetric allenylboration reactions are described. Under optimized conditions, anti-homopropargyl alcohols 2 are obtained in high yields with excellent diastereo- and enantioselectivities from stereochemically matched aldehyde allenylboration reactions with (M)-1 catalyzed by the chiral phosphoric acid (S)-4.
Guangyan Zhang et al.
Polymers, 11(2) (2019-04-10)
The temperature responsive PEGylated polyaspartamide derivative, denoted as mPEG-PAAHP, was synthesized by the click reaction. FTIR and ¹H NMR were adopted to characterize and confirm the chemical structures of the obtained mPEG-PAAHPs. The temperature responsive behavior investigated by transmittance and
Jin Kyoon Park et al.
Organic letters, 14(18), 4790-4793 (2012-09-06)
The catalytic regioselective hydroboration of propargylic alcohols and ethers was investigated using NHC-CuCl. We observe that different NHC-CuCl complexes catalyze hydroborations of propargylic substrates with opposite regioselectivity. A 6-NHC-CuCl complex provides α-selectivity whereas β-selectivity is achieved using a 5-NHC-CuCl complex.

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