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Merck

488216

Sigma-Aldrich

丁烯二醇

≥99%

别名:

3-丁烯-1,2-二醇

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About This Item

线性分子式:
CH2=CHCH(OH)CH2OH
CAS号:
分子量:
88.11
Beilstein:
1633578
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

≥99%

bp

195 °C/733 mmHg (lit.)

密度

1.047 g/mL at 25 °C (lit.)

官能基

hydroxyl

SMILES 字串

OCC(O)C=C

InChI

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

InChI 密鑰

ITMIAZBRRZANGB-UHFFFAOYSA-N

一般說明

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。

應用

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。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

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

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
R A Kemper et al.
Chemical research in toxicology, 9(7), 1127-1134 (1996-10-01)
3-Butene-1,2-diol (BDD) is a metabolite of the carcinogenic petrochemical 1,3-butadiene. BDD is produced by cytochrome P450-mediated oxidation of 1,3-butadiene to butadiene monoxide, followed by enzymatic hydrolysis by epoxide hydrolase. The metabolic disposition of BDD is unknown. The current work characterizes
Christopher L Sprague et al.
Toxicological sciences : an official journal of the Society of Toxicology, 80(1), 3-13 (2004-05-07)
3-Butene-1,2-diol (BDD) is a major metabolite of 1,3-butadiene (BD), but the role of BDD in BD toxicity and carcinogenicity remains unclear. In this study, the acute toxicity of BDD was investigated in male Sprague-Dawley rats and B6C3F1 mice. Of the
E Malvoisin et al.
Xenobiotica; the fate of foreign compounds in biological systems, 12(2), 137-144 (1982-02-01)
1. In rat liver microsomes, 1,3-butadiene was metabolized to butadiene monoxide, which was subsequently transformed into 3-butene-1,2-diol by microsomal epoxide hydrolase. 2. In the metabolism of butadiene oxide in microsomes, four metabolites were detected, namely two stereoisomers of DL-diepoxybutane, and

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