365696
4-Methoxyphenylacetyl chloride
98%
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About This Item
Linear Formula:
CH3OC6H4CH2COCl
CAS Number:
Molecular Weight:
184.62
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
908061
InChI
1S/C9H9ClO2/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3
SMILES string
COc1ccc(CC(Cl)=O)cc1
InChI key
CXJOONIFSVSFAD-UHFFFAOYSA-N
assay
98%
refractive index
n20/D 1.54 (lit.)
bp
143 °C/10 mmHg (lit.)
density
1.208 g/mL at 25 °C (lit.)
Application
4-Methoxyphenylacetyl chloride may be used in the synthesis of:
- substituted spiro[4.5]decane
- 1-(4′-hydroxybenzyl)-6, 7-dihydroxy-1, 2, 3, 4-tetrahydroisoquinoline (higenamine), a cardiotonic principle of aconite root
- 2,5-naphthyridine
- (R)-(+)-nor-roefractine
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
supp_hazards
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
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N Cabedo et al.
Journal of natural products, 61(6), 709-712 (1998-06-27)
(R)-(+)-nor-Roefractine (1) was synthesized by the Bischler-Napieralski route, using asymmetric reduction of the 1, 2-didehydro precursor imine with sodium (S)-N-CBZ-prolinyloxyborohydride. Compound 1 was able to displace [3H]-raclopride (a D2 dopamine receptor-selective ligand) from its specific binding sites in rat striatum
Michael A Letavic et al.
Bioorganic & medicinal chemistry letters, 17(9), 2566-2569 (2007-02-20)
A series of novel tetrahydronaphthyridine-based histamine H(3) ligands that have serotonin reuptake transporter inhibitor activity is described. The 1,2,3,4-tetrahydro-2,6-naphthyridine scaffold is assembled via the addition of a nitrostyrene to a metalated pyridine followed by reduction and cyclization to form the
Synthesis of substituted spiro [4.5] deca-3, 6, 9-triene-2, 8-diones: an expeditious route to the spiro [4.5] decane terpene skeleton.
Haack RA and Beck KR.
Tetrahedron Letters, 30(13), 16505-16508 (1989)
Synthesis of higenamine, A cardiotonic principle of aconite root.
Chang K-C, et al.
Archives of Pharmacal Research, 7(2), 133-136 (1984)
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