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Merck
CN

488216

Sigma-Aldrich

丁烯二醇

≥99%

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别名:
3-丁烯-1,2-二醇
线性分子式:
CH2=CHCH(OH)CH2OH
CAS号:
分子量:
88.11
Beilstein:
1633578
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥99%

bp

195 °C/733 mmHg (lit.)

密度

1.047 g/mL at 25 °C (lit.)

SMILES字符串

OCC(O)C=C

InChI

1S/C4H8O2/c1-2-4(6)3-5/h2,4-6H,1,3H2

InChI key

ITMIAZBRRZANGB-UHFFFAOYSA-N

一般描述

3,4-二羟基-1-丁烯,也称为3-丁烯-1,2-二醇(BDdiol),是1,3-丁二烯的代谢产物。 它形成用于合成不同手性结构单元的前体。 BDdiol经过氧化,形成羟甲基乙烯基酮(HMVK)。 在环氧化物水解酶(EH)存在下,1,2-环氧-3-丁烯(EB)水解形成BDdiol。

应用

使用3,4-二羟基-1-丁烯:
  • 作为反应剂以通过连续流过程合成循环有机碳酸酯。
  • 制备用于定向药物相关RNA的取代恶唑烷酮配体。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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


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Versatile and scalable synthesis of cyclic organic carbonates under organocatalytic continuous flow conditions
Gerardy R, et al.
Catalysis Science & Technology, 9(24), 6841-6851 (2019)
3-Butene-1, 2-diol: An attractive precursor for the synthesis of enantiomerically pure organic compounds.
Rao AVR, et al.
Tetrahedron, 45(22), 7031-7040 (1989)
Christopher L Sprague et al.
Chemical research in toxicology, 17(6), 819-826 (2004-06-23)
3-Butene-1,2-diol (BDD), a major metabolite of 1,3-butadiene (BD), can readily be oxidized to hydroxymethylvinyl ketone (HMVK), a Michael acceptor. In previous studies, 4-(N-acetyl-l-cystein-S-yl)-1,2-dihydroxybutane (DHB), a urinary metabolite of BD that was used to assess human BD exposure, was suggested to
J G Filser et al.
Chemico-biological interactions, 135-136, 249-265 (2001-06-09)
First-pass metabolism of 1,3-butadiene (BD) leading to 1,2-epoxy-3-butene (EB), 1,2:3,4-diepoxybutane (DEB), 3-butene-1,2-diol (B-diol), 3,4-epoxy-1,2-butanediol (EBD) and crotonaldehyde (CA) was studied quantitatively in the once-through BD perfused liver of mouse and rat by means of an all-glass gas-tight perfusion system. Metabolites
Crina M Orac et al.
Journal of medicinal chemistry, 54(19), 6786-6795 (2011-08-05)
The enantiomers and the cis isomers of two previously studied 4,5-disubstituted oxazolidinones have been synthesized, and their binding to the T-box riboswitch antiterminator model RNA has been investigated in detail. Characterization of ligand affinities and binding site localization indicates that

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