382183
苄氧基乙醛
97%
别名:
α-苄氧基乙醛, (苄氧基)乙醛, (苯甲氧基)乙醛, 2-(苄氧基)乙醛, 2-(苯基甲氧基)乙醛
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关于此项目
线性分子式:
C6H5CH2OCH2CHO
化学文摘社编号:
分子量:
150.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
262-349-7
MDL number:
Assay:
97%
Form:
liquid
InChI key
NFNOAHXEQXMCGT-UHFFFAOYSA-N
InChI
1S/C9H10O2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-6H,7-8H2
SMILES string
O=CCOCc1ccccc1
assay
97%
form
liquid
contains
0.5% hydroquinone as stabilizer
refractive index
n20/D 1.518 (lit.)
bp
118-120 °C/13 mmHg (lit.)
density
1.069 g/mL at 25 °C (lit.)
functional group
aldehyde, ether, phenyl
Quality Level
General description
苄氧基乙醛是一种非天然醛。在存在 C2-对称性双（恶唑啉基）吡啶 Cu(II) 配合物（催化剂）的条件下，它可与甲硅烷基乙烯酮缩醛亲核试剂进行对映选择性 Mukaiyama 羟醛反应。
Application
苄氧基乙醛可用于合成以下成分：
- (3S,5S)-6-苄氧基-3,5-二羟基己酸甲酯
- (S)-5-苄氧基-4-羟基戊烷-2-酮
- 噻虫唑
苄氧基乙醛可用于通过抗体催化合成 1-脱氧-L-木酮糖。
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
L Vidal et al.
Applied microbiology and biotechnology, 68(4), 489-497 (2005-02-24)
The glyA gene encoding a serine hydroxymethyl transferase (SHMT) with threonine aldolase activity was isolated from Streptococcus thermophilus YKA-184 chromosomal DNA. This aldolase is a pyridoxal 5'-phosphate-dependent enzyme that stereospecifically catalyzes the interconversion of L-threonine to glycine and acetaldehyde. The
A short enantioselective synthesis of 1-deoxy-L-xylulose by antibody catalysis.
Shabat D, et al.
Tetrahedron Letters, 40(8), 1437-1440 (1999)
C2-symmetric copper (II) complexes as chiral Lewis acids. Scope and mechanism of catalytic enantioselective aldol additions of enolsilanes to (benzyloxy) acetaldehyde.
Evans DA, et al.
Journal of the American Chemical Society, 121(4), 669-685 (1999)
Formal total syntheses of Myxothiazols by three different approaches starting from benzyloxyacetaldehyde.
Backhaus D.
Tetrahedron Letters, 41(13), 2087-2090 (2000)
Evans DA, et al.
Journal of the American Chemical Society, 121, 669-685 (1999)
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