Basic information Safety Supplier Related

((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE

Basic information Safety Supplier Related

((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE Basic information

Product Name:
((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE
Synonyms:
  • (3,3-dimethoxy-1-propenyl)-benzen
  • (3,3-dimethoxy-1-propenyl)-Benzene
  • 1,1-dimethoxy-3-phenylprop-2-ene
  • 3-phenyl-2-propenaldimethylacetal
  • (E)-(3,3-dimethoxyprop-1-en-1-yl)benzene
  • ((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE
  • CINNAMIC ALDEHYDE DIMETHYL ACETAL
  • CINNAMALDEHYDE DIMETHYL ACETAL
CAS:
4364-06-1
MF:
C11H14O2
MW:
178.23
EINECS:
224-454-6
Mol File:
4364-06-1.mol
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((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE Chemical Properties

Boiling point:
270.46°C (rough estimate)
Density 
1.0292 (rough estimate)
refractive index 
1.5103 (estimate)
form 
liquid
Odor
at 10.00 % in dipropylene glycol. fresh green spicy cinnamon herbal
Odor Type
spicy
LogP
2.689 (est)
EPA Substance Registry System
Benzene, (3,3-dimethoxy-1-propenyl)- (4364-06-1)
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Safety Information

Toxicity
The acute oral LD50 value in rats was reported as 3.7 g/kg (3.3-4.1 g/kg) (Moreno, 1972a). The acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1972b).
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((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE Usage And Synthesis

Chemical Properties

Almost colorless oily liquid. B.P. 239° C. Sp.Gr. 1.02. Fresh-green, spicy-herbaceous Cassia-cinnamon type odor, more Cassia-like than the Diethyl acetal, yet less harsh than the aldehyde. Sweet spicy -herbaceous taste, but not nearly as sweet as the alciehyde.

Occurrence

Has apparently not been reported to occur in nature.

Uses

((E)-3,3-DIMETHOXY-PROPENYL)-BENZENE is used as a lasting topnote ingredient in many types of “modem” fragrances, not only in copies of successful French perfumes, but also in general as a novelty along with aldehydic-floral or Oriental-spicy or sweet-woody fragrance types. It forms interesting topnotes with alifatic aldehydes in Rose-Jasmin fragrances, and gives pleasant variations of woody-Oakmoss types. Stable in soap and may introduce Cinnamon type odor when used at a sufficiently high level of concentration.

Uses

(E)-Cinnamaldehyde Dimethyl Acetal is synthesized from trans-cinnamaldehyde (C442020) and is used for the preparation of benzyl(aryl)triazoles and their selective human aromatase (cytochrome P 450 19A1) inhibitory activity.

Preparation

By the interaction of cinnamic aldehyde and methanol in the presence of a catalyst or by treating cinnamic aldehyde with trimethyl orthoformate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 1962, 1970 DOI: 10.1021/jo00831a052

((E)-3,3-DIMETHOXY-PROPENYL)-BENZENESupplier

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