CONIFERYL ALCOHOL Chemical Properties

Melting point:

75-80 °C(lit.)

Boiling point:

163-165 °C3 mm Hg(lit.)

Density 

1.1272 (rough estimate)

refractive index 

1.5080 (estimate)

RTECS 

SL5367000

Flash point:

163-165°C/3mm

storage temp. 

-20°C

solubility 

alcohol: moderately soluble(lit.)

pka

9.99±0.35(Predicted)

form 

Solid

color 

Pale Yellow to Light Yellow

Sensitive 

Light Sensitive

Merck 

14,2504

BRN 

2048961

Stability:

Light Sensitive

InChIKey

JMFRWRFFLBVWSI-UHFFFAOYSA-N

LogP

0.920 (est)

CAS DataBase Reference

458-35-5(CAS DataBase Reference)

EPA Substance Registry System

Phenol, 4-(3-hydroxy-1-propenyl)-2-methoxy- (458-35-5)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

F 

4.8-8-10-23

TSCA 

Yes

HS Code 

29095000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

CONIFERYL ALCOHOL Usage And Synthesis

Chemical Properties

beige crystalline powder

Physical properties

White (colorless) crystals. M.P. 74°C. Very slightly soluble in water, soluble in alcohol and oils.

Uses

Coniferyl alcohol was used as a fungal growth inhibitor.

Definition

ChEBI: A phenylpropanoid that is one of the main monolignols, produced by the reduction of the carboxy functional group in cinnamic acid and the addition of a hydroxy and a methoxy substituent to the aromatic ring.

Application

CONIFERYL ALCOHOL can polymerize with weak mineral acids and certain organic acids, turning into an amorphous, odorless gum. This chemical could find extensive use as a fixative and blender in various types of floral, balsamic and Oriental fragrances. However, it is not generally available in the state of chemical or olfactory purity desirable to the perfumer.

General Description

Coniferyl alcohol is one of the preferred substrate of the eucalpytus globus enzyme.

Purification Methods

It is soluble in EtOH and insoluble in H2O. It can, however, be recrystallised from EtOH and distilled in a vacuum. It polymerises in dilute acid. The benzoyl derivative has m 95-96o (from pet ether), and the tosylate has m 66o. [Derivatives: Freudenberg & Achtzehn Chem Ber 88 10 1955, UV: Herzog & Hillmer Chem Ber 64 1288 1931, Beilstein 6 II 1093.]

CONIFERYL ALCOHOL(458-35-5)Related Product Information

• 4-BENZYLOXY-3-METHOXYCINNAMIC ACID
• 3,4,5-TRIMETHOXYCINNAMIC ACID
• 4-ACETOXY-3-METHOXYCINNAMIC ACID
• 3,4-DIMETHOXYCINNAMIC ACID
• 2-BROMO-4,5-DIMETHOXYCINNAMIC ACID
• Sodium ferulic
• 3-BROMO-4-HYDROXY-5-METHOXYCINNAMIC ACID
• (E)-3-(4-hydroxy-3-methoxy-phenyl)acrylic acid methyl este
• RESCINNAMINE
• 2-BROMO-4,5-METHYLENEDIOXYCINNAMIC ACID
• trans-2,3,4-Trimethoxycinnamic acid
• 4,5-METHYLENEDIOXY-2-NITROCINNAMIC ACID
• 3,4-(Methylenedioxy)cinnamic acid
• ELEUTHEROSIDE B
• Ferulic Acid
• 3,4,5-TRIMETHOXYCINNAMIC ACID ETHYL ESTER
• 4,5-DIMETHOXY-2-NITROCINNAMIC ACID
• trans-2,4,5-Trimethoxycinnamic acid