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(R)-2-phenyl propyl alcohol

(R)-2-phenyl propyl alcohol is a chiral aromatic alcohol valued for its floral and green scent, widely employed as a flavor and fragrance agent.
Chemical Structure

General Material Description

(R)-2-phenyl propyl alcohol, also known as (R)-beta-methylphenethyl alcohol, is a chiral aromatic alcohol characterized by the molecular formula C9H12O. This compound presents as a clear liquid exhibiting floral and green sensory notes with nuances of hyacinth and peony. It is known under several synonyms including (+)-2-Phenyl-1-propanol and (R)-hydratropic alcohol. A detailed profile is available via its PubChem entry. Sourced mainly through synthetic routes, it is utilized for its distinct scent attributes in flavor and fragrance industries.

Occurrence, Applicability & Potential Uses

(R)-2-phenyl propyl alcohol occurs predominantly as a synthetic chiral alcohol used extensively in flavor and fragrance applications due to its pronounced floral and green odor characteristics. It serves as a key ingredient to impart complex sensory profiles, including notes reminiscent of hyacinth, hawthorn foliage, peony, and fruity nuances. Its usage complies with fragrance industry standards such as IFRA (Global), which recommends usage limits to ensure consumer safety. This compound enhances both perfumes and flavor formulations, contributing substantivity and desirable aromatic qualities.

Physico-Chemical Properties Summary

(R)-2-phenyl propyl alcohol exhibits physical properties relevant to its formulation and application in fragrances and flavors. It has a molecular weight of approximately 136.19 g/mol and a specific gravity near 0.975 at 25 °C, indicating a slightly dense liquid state. Its boiling point ranges from 232 to 233 °C at atmospheric pressure, with a significantly lower boiling range under reduced pressure. The compound’s vapor pressure at ambient temperature is low, contributing to its moderate volatility. A log P value of about 1.86 reflects balanced lipophilicity, facilitating solubility in alcohols and propylene glycol, while its estimated water solubility is moderate. It possesses a flash point of 94 °C (201 °F), which must be considered in handling. These characteristics influence formulation stability, evaporation rate, and sensory release in applications.

FAQ

What is (R)-2-phenyl propyl alcohol and why is it important?
(R)-2-phenyl propyl alcohol is a chiral aromatic alcohol with the molecular formula C9H12O. It is prized for its distinct floral and green odor profile featuring notes of hyacinth and peony. This compound is primarily utilized as a flavor and fragrance agent, valued for enhancing aromatic compositions in perfumes and food flavorings. It is characterized by several synonyms reflecting its structure and stereochemistry.
How is (R)-2-phenyl propyl alcohol used and where does it typically occur?
This alcohol is mainly synthesized for use in the flavor and fragrance industries due to its sensory attributes. Its medium-strength floral scent and sweet green facets make it suitable for complex fragrance blends, especially botanical and fresh-themed products. Conforming to global standards such as IFRA ensures its appropriate and safe inclusion in consumer goods. It does not naturally occur in significant quantities but is valued for its tailored aromatic contribution.
What regulatory standards and safety considerations apply to (R)-2-phenyl propyl alcohol?
(R)-2-phenyl propyl alcohol is regulated under fragrance industry frameworks such as IFRA (Global), which sets usage limits—for example, up to 8% in fragrance concentrates—to ensure safety in consumer exposure. Safety assessments report no significant hazards under standard conditions, with precaution advised to avoid skin and eye contact. Material safety data sheets are available from chemical suppliers, providing further handling and hazard information. The compound’s CAS number 19141-40-3 allows accurate identification for regulatory compliance.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

General Material Information

Preferred name (R)-2-phenyl propyl alcohol
Trivial Name (+)-2-Phenyl-1-propanol
Short Description (R)-beta-methylphenethyl alcohol
Formula C9 H12 O
CAS Number 19141-40-3
FDA UNII 9D7U4Y35UR
Beilstein Number 1906760
MDL MFCD00145206
COE Number 2257
NMR Predictor External link
Synonyms
  • (R)- hydratropic alcohol
  • (R)- hydratropyl alcohol
  • (R)-1-hydroxy-2-phenyl propane
  • (R)-beta- methyl phenethyl alcohol
  • (R)-p- methyl phenethyl alcohol
  • (R)-para- methyl phenethyl alcohol
  • (R)-alpha- methyl phenyl ethyl alcohol
  • (R)-2-methyl-2-phenyl ethanol
  • (R)-beta- methylphenethyl alcohol
  • (R)-2-phenyl propan-1-ol
  • (R)-beta- phenyl propyl alcohol
  • (R)-(+)-2-phenyl-1-propanol
  • (R)-2-phenyl-1-propanol
  • (2R)-2-phenylpropan-1-ol
  • (2R)-2-phenylpropan-1-ol
  • Benzeneethanol, β-methyl-, (βR)-
  • Phenethyl alcohol, β-methyl-, (R)-(+)-
  • Benzeneethanol, β-methyl-, (R)-
  • Phenethyl alcohol, β-methyl-, (+)-
  • (βR)-β-Methylbenzeneethanol
  • (2R)-2-Phenyl-1-propanol
  • (R)-(+)-β-Methylphenethyl alcohol
  • (+)-2-Phenyl-1-propanol
  • (R)-(+)-2-Phenyl-1-propanol
  • (+)-β-Methylbenzeneethanol
  • (R)-2-Phenylpropanol
  • (R)-2-Phenyl-1-propanol
  • (+)-2-Phenylpropanol

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 136.19383239746
Specific gravity @ 25 °C
Pounds per Gallon
Boiling Point 110 to 111°C @ 10 mm Hg
Boiling Point 232 to 233°C @ 760 mm Hg
Vapor Pressure 0.033 mmHg @ 25 °C
Flash Point TCC Value 93.89 °C TCC
logP (o/w) 1.858 est
Solubility
alcohol Yes
propylene glycol Yes
water, 5677 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Floral
floral, hyacinth, hawthorn, foliage, fruity, peony
Odor strength medium
Substantivity 14 hour(s) at 100.00 %
Luebke, William tgsc, (2007) At 100.00 %. floral hyacinth hawthorn foliage fruity peony
Flavor Type: Green
green, floral, spicy, cortex, hyacinth, balsamic, phenolic, honey
Luebke, William tgsc, (2007) Sweet green floral spicy cortex hyacinth balsamic phenolic honey

Potential Uses

Applications
Odor purposes Floral , Green , Hyacinth , Peony

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (R)-2-phenyl propyl alcohol usage levels up to:
8.0000 % in the fragrance concentrate.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :177050
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(2R)-2-phenylpropan-1-ol
Chemidplus:0019141403