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关于此项目
经验公式(希尔记法):
C6H6O3
化学文摘社编号:
分子量:
126.11
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
InChI
1S/C6H6O3/c7-5-2-1-4-3-8-6(5)9-4/h1-2,4,6H,3H2/t4-,6+/m0/s1
SMILES string
[H][C@]1(C=CC2=O)CO[C@]2([H])O1
InChI key
HITOXZPZGPXYHY-UJURSFKZSA-N
assay
≥95% (GC)
form
liquid
storage temp.
2-8°C
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General description
在实验室中,左旋葡萄糖酮(1,6-脱水-3,4-二脱氧-β-D-甘油-己-3-烯吡喃糖-2-酮糖,LGO)可由H3PO4处理的Kraft废纸通过热解合成。 它也可由酸处理的纤维素和纸通过热解合成。 它在多种催化剂存在下可与丙二酸二乙酯、氰基乙酸乙酯、2-硝基丙烷和2-甲基环己酮进行Michael加成反应,得到4-取代的左旋葡萄糖酮衍生物(具有D-赤式构象)。 磁性超强酸(SO4-2/TiO2-Fe3O4)介导的纤维素和杨木的热解可用于LGO的选择性合成。
Application
左旋葡萄糖酮可用于以下物质的合成:
- 多种脱氧、酮和支链糖
- 4-硫代和4-取代糖衍生物
- 羟基二甲基壬酮的天然立体异构体
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
A stereoselective synthesis of ?natural?(4S, 6S, 7S)-serricornin, the sex pheromone of cigarette bettle, from levoglucosenone.
Mori M, et al.
Tetrahedron Letters, 23(44), 4593-4596 (1982)
Some reactions of levoglucosenone.
Shafizadeh F, et al.
Carbohydrate Research, 71(1), 169-191 (1979)
Qiang Lu et al.
Bioresource technology, 171, 10-15 (2014-09-01)
Magnetic superacid (SO4(2-)/TiO2-Fe3O4) was prepared for catalytic fast pyrolysis of cellulose and poplar wood to produce levoglucosenone (LGO). Its catalytic activity was evaluated via pyrolysis-gas chromatography/mass spectrometry (Py-GC/MS) experiments, and compared with the non-magnetic SO4(2-)/TiO2, phosphoric acid (H3PO4) and sulfur
Preparation of 1, 6-anhydro-3, 4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose (levoglucosenone) and some derivatives thereof.
Shafizadeh F and Chin PPS.
Carbohydrate Research, 58(1), 79-87 (1977)
Michael-addition reactions of levoglucosenone.
Shafizadeh F, et al.
Carbohydrate Research, 102(1), 217-230 (1982)
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