488216
丁烯二醇
≥99%
别名:
3-丁烯-1,2-二醇
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关于此项目
线性分子式:
CH2=CHCH(OH)CH2OH
化学文摘社编号:
分子量:
88.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-835-1
Beilstein/REAXYS Number:
1633578
MDL number:
Assay:
≥99%
InChI key
ITMIAZBRRZANGB-UHFFFAOYSA-N
InChI
1S/C4H8O2/c1-2-4(6)3-5/h2,4-6H,1,3H2
SMILES string
OCC(O)C=C
assay
≥99%
bp
195 °C/733 mmHg (lit.)
density
1.047 g/mL at 25 °C (lit.)
functional group
hydroxyl
Quality Level
General description
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。
Application
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。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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)
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
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
R A Kemper et al.
Drug metabolism and disposition: the biological fate of chemicals, 26(9), 914-920 (1998-09-12)
3-Butene-1,2-diol (BDD), a metabolite of 1,3-butadiene, is rapidly metabolized by B6C3F1 mice at doses ranging from 10 to 250 mg/kg. Calculation of plasma clearance suggested that the kinetics of BDD metabolism were dose-dependent. Clearance varied 5-fold in this dose range.
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