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质量水平
方案
≥99%
沸点
195 °C/733 mmHg (lit.)
密度
1.047 g/mL at 25 °C (lit.)
官能团
hydroxyl
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。
警示用语：
Warning
危险分类
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
储存分类代码
10 - Combustible liquids
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
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)
Metabolism of 1,3-butadiene to toxicologically relevant metabolites in single-exposed mice and rats.
Johannes Georg Filser et al.
Chemico-biological interactions, 166(1-3), 93-103 (2006-04-18)
1,3-Butadiene (BD) was carcinogenic in rodents. This effect is related to reactive metabolites such as 1,2-epoxy-3-butene (EB) and especially 1,2:3,4-diepoxybutane (DEB). A third mutagenic epoxide, 3,4-epoxy-1,2-butanediol (EBD), can be formed from DEB and from 3-butene-1,2-diol (B-diol), the hydrolysis product of
R J Krause et al.
Drug metabolism and disposition: the biological fate of chemicals, 25(8), 1013-1015 (1997-08-01)
Incubations of butadiene monoxide (BMO) with mouse, rat, and human liver microsomes or cDNA-expressed human microsomal epoxide hydrolase led to 3-buten-1,2-diol (BDD) detection; the BDD peak exhibited a GC/MS fragmentation pattern similar to that of reference material. Incubations with rat
M W Powley et al.
Carcinogenesis, 26(9), 1573-1580 (2005-05-13)
1,3-Butadiene (BD) is a confirmed rodent carcinogen and a suspect human carcinogen that forms mutagenic epoxide metabolites during biotransformation. Species differences in the roles of individual DNA reactive intermediates in BD mutagenicity and carcinogenicity are not completely understood. Evidence suggests
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)
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