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365696

Sigma-Aldrich

4-Methoxyphenylacetyl chloride

98%

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About This Item

Linear Formula:
CH3OC6H4CH2COCl
CAS Number:
Molecular Weight:
184.62
Beilstein/REAXYS Number:
908061
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

refractive index

n20/D 1.54 (lit.)

bp

143 °C/10 mmHg (lit.)

density

1.208 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(CC(Cl)=O)cc1

InChI

1S/C9H9ClO2/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3

InChI key

CXJOONIFSVSFAD-UHFFFAOYSA-N

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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

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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


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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)
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 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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