所有图片(1)
About This Item
线性分子式:
C6H5CH2OCH2CHO
CAS号:
分子量:
150.17
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平
方案
97%
表单
liquid
包含
0.5% hydroquinone as stabilizer
折射率
n20/D 1.518 (lit.)
沸点
118-120 °C/13 mmHg (lit.)
密度
1.069 g/mL at 25 °C (lit.)
官能团
aldehyde
ether
phenyl
SMILES字符串
O=CCOCc1ccccc1
InChI
1S/C9H10O2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-6H,7-8H2
InChI key
NFNOAHXEQXMCGT-UHFFFAOYSA-N
一般描述
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。
应用
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。
警示用语：
Warning
危险分类
Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
235.4 °F - closed cup
闪点(°C)
113 °C - closed cup
个人防护装备
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)
Evans DA, et al.
Journal of the American Chemical Society, 121, 669-685 (1999)
Formal total syntheses of Myxothiazols by three different approaches starting from benzyloxyacetaldehyde.
Backhaus D.
Tetrahedron Letters, 41(13), 2087-2090 (2000)
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)
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