ISOSAFROLE Chemical Properties

Melting point:

7.5°C

Boiling point:

77-86 °C3.5 mm Hg(lit.)

Density 

1.12 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.573(lit.)

Flash point:

>230 °F

storage temp. 

Store at -20°C

solubility 

insoluble in H2O; ≥76.4 mg/mL in EtOH; ≥8.8 mg/mL in DMSO

form 

oil

color 

yellow

Odor

at 10.00 % in dipropylene glycol. sweet sassafrass spicy

Odor Type

spicy

Merck 

13,5244

Dielectric constant

3.4（21℃）

LogP

3.344 (est)

CAS DataBase Reference

120-58-1(CAS DataBase Reference)

IARC

3 (Vol. 10, Sup 7) 1987

EPA Substance Registry System

Isosafrole (120-58-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-38

Safety Statements 

36

WGK Germany 

3

RTECS 

DA5950000

HS Code 

29329100

Hazardous Substances Data

120-58-1(Hazardous Substances Data)

Toxicity

LD50 oral in rat: 1340mg/kg

MSDS

• Language:English Provider:SigmaAldrich

ISOSAFROLE Usage And Synthesis

Description

Isosafrole has an anise odor. It may be synthesized by alkaline isomerization of safrole using KOH at the boil or an alcoholic NaOH solution at room temperature under pressure.

Chemical Properties

Isosafrole has an anise-like odor. Use of isosafrole in foods is not permitted in the United States

Chemical Properties

CLEAR SLIGHTLY YELLOW LIQUID

Occurrence

Of the two isomers (cis- and trans-), the trans-form is the more stable and has been isolated in the pure state, probably occurring in the essential oil of ylang-ylang; it has been identified in the oils of Illicium religiosum and Ligusticum acutilobum Sieb. and Zucc.

Uses

Manufacture of heliotropin, perfumes, flavors, pesticide synergists.

Preparation

From safrole by treatment with potassium or sodium hydroxide in the dry state or alcoholic solution, under pressure or at atmospheric pressure (Arctander, 1969).

Definition

ChEBI: Isosafrole is a member of benzodioxoles.

General Description

Colorless fragrant liquid with odor of anise. Used in small quantities in root beer and sarsaparilla flavors.

Reactivity Profile

ISOSAFROLE may react with strong reducing agents.

Hazard

Questionable carcinogen.

Synthesis

iso-SAFROLE is synthesized from Safrole by treatment with Potassium or Sodium hydroxide in dry state or alcoholic solution, under pressure or at atmospheric pressure.

Metabolism

On oxidation, isosafrole gives rise initially to an allyl alcohol and another, unidentified, conjugated alcohol, which are further oxidized to the vinyl ketone and piperonyl acrolein, respectively. Condensation of On oxidation, isosafrole gives rise initially to an allyl alcohol and another, unidentified, conjugated alcohol, which are further oxidized to the vinyl ketone and piperonyl acrolein, respectively. Condensation of the vinyl ketone with an amine would then lead to the formation of tertiary aminomethylenedioxypropiophenones (Mannich bases) (McKinney, Oswald, Fishbein & Walker, 1972).

ISOSAFROLE(120-58-1)Related Product Information

• 2-BROMO-4,5-METHYLENEDIOXYCINNAMIC ACID
• ISOSAFROLE
• 3,4-(METHYLENEDIOXY)BENZYLIDENEACETONE
• 3,4-(Methylenedioxy)cinnamic acid
• 1-(3,4-METHYLENEDIOXYPHENYL)-1-PENTEN-3-ONE
• N-OCTYL SULPHOXIDE OF ISOSAFROLE,Isosafrole octyl sulfoxide,isosafrole,octylsulfoxid
• 1,3-Cyclopentadiene
• 1,3-Benzodioxole
• Safrole
• Sassafras oil
• ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE
• 5-(3,4-METHYLENEDIOXYPHENYL)-2,4-PENTADIENOIC ACID
• (BENZO[3,4-D]1,3-DIOXOLAN-5-YLMETHYLENE)METHANE-1,1-DICARBONITRILE
• 3,4-METHYLENEDIOXYCHALCONE
• 3-(1,3-BENZODIOXOL-5-YL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE
• 1,5-BIS-(1,3-BENZODIOXOL-5-YL)-3-PENTADIENONE
• 1-(3,4-METHYLENEDIOXY-PHENYL)-4,4-DIMETHYL-PENT-1-EN-3-ONE
• TRANS-ISOMYRISTICIN