469602
4-Benzyloxybutyric acid
95%
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About This Item
Linear Formula:
C6H5CH2O(CH2)3CO2H
CAS Number:
Molecular Weight:
194.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
InChI
1S/C11H14O3/c12-11(13)7-4-8-14-9-10-5-2-1-3-6-10/h1-3,5-6H,4,7-9H2,(H,12,13)
SMILES string
OC(=O)CCCOCc1ccccc1
InChI key
CXEFZVVLTJQWBF-UHFFFAOYSA-N
assay
95%
refractive index
n20/D 1.512 (lit.)
bp
135 °C/0.3 mmHg (lit.)
density
1.097 g/mL at 25 °C (lit.)
functional group
carboxylic acid, ether, phenyl
Quality Level
Related Categories
General description
4-Benzyloxybutyric acid can be synthesized from γ-butyrolactone. It participates in the asymmetric total synthesis of erythromycin.
Application
4-Benzyloxybutyric acid may be used in the synthesis of benzyloxybutyryl (BOB) esters of alcohols by standard acylation techniques or by the Jacobsen asymmetric nucleophilic ring opening of epoxides.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
监管及禁止进口产品
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Synthesis of tylonolide, the aglycone of tylosin.
Masamune S, et al.
Journal of the American Chemical Society, 104(20), 5523-5526 (1982)
Asymmetric total synthesis of erythromcin. 1. Synthesis of an erythronolide A secoacid derivative via asymmetric induction.
Woodward RB, et al.
Journal of the American Chemical Society, 103(11), 3210-3213 (1981)
What about BOB? A synthetically useful protecting group.
Clark MA and Ganem B.
Tetrahedron Letters, 41(49), 9523-9526 (2000)
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