Skip to Content
MilliporeSigma
All Photos(1)

Documents

544396

Sigma-Aldrich

4-Allyloxybenzaldehyde

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
H2C=CHCH2OC6H4CHO
CAS Number:
40663-68-1
Molecular Weight:
162.19
EC Number:
255-027-2
MDL number:
MFCD00014133
UNSPSC Code:
12352100
PubChem Substance ID:
24878731
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.568 (lit.)

bp

150-152 °C/18 mmHg (lit.)

density

1.058 g/mL at 25 °C (lit.)

SMILES string

C=CCOc1ccc(C=O)cc1

InChI

1S/C10H10O2/c1-2-7-12-10-5-3-9(8-11)4-6-10/h2-6,8H,1,7H2

InChI key

TYNJQOJWNMZQFZ-UHFFFAOYSA-N

General description

4-Allyloxybenzaldehyde can be prepared by reacting 4-hydroxybenzaldehyde and allylbromide in the presence of a base.4 It can undergo chemoselective dithioacetalization in the presence of cobalt(II)chloride.

Application

4-Allyloxybenzaldehyde may be used in the preparation of:
  • 4,6,4′,6′-O-di-4-allyloxybenzylidene-α,α-D-trehalose
  • 3-allyl-4-hydroxybenzaldehyde
  • (±)-4-allyloxymethamphetamine (ALLMA)

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Selective mechanism-based inactivation of rat CYP2D by 4-allyloxymethamphetamine.
Lin LY, et al.
Journal of Pharmacology and Experimental Therapeutics, 277(2), 595-603 (1996)
Synthesis and properties of thermoplastic alternating copolymers containing trehalose and siloxane units by hydrosilylation reaction.
Teramoto N, et al.
Polymer Journal, 39(9), 975-975 (2007)
An isomerization-ring-closing metathesis strategy for the synthesis of substituted benzofurans.
van Otterlo WAL, et al.
Tetrahedron, 61(32), 7746-7755 (2005)
Cobalt (II) chloride catalyzed chemoselective thioacetalization of aldehydes.
De SK.
Tetrahedron Letters, 45(5), 1035-1036 (2004)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service