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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12O
Molecular Weight 136.191
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-PHENYL-1-PROPANOL

SMILES

OCCCC1=CC=CC=C1

InChI

InChIKey=VAJVDSVGBWFCLW-UHFFFAOYSA-N
InChI=1S/C9H12O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,10H,4,7-8H2

HIDE SMILES / InChI

Molecular Formula C9H12O
Molecular Weight 136.191
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15236842 | https://www.ncbi.nlm.nih.gov/pubmed/19957926 | https://www.ncbi.nlm.nih.gov/pubmed/13639974

3-Phenyl-1-propanol is a fragrance ingredient used in many compounds. It may be found in fragrances used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. It is a colorless slightly oily liquid, possessing a warm and mild, balsamic-floral, sweet odor of moderate tenacity. This material has been reported to occur in nature, with highest quantities observed in Guava and Feyoa. The worldwide volume of use for 3-phenyl-1-propanol is in the region of 100–1000 metric tons per year. 3-Phenyl-1-propanol was used to study the hydrogenation of trans-cinnamaldehyde using water-soluble organometallic complexes. It was used as starting reagent during the enantioselective synthesis of (S)- and (R)-dapoxetine.

Originator

Sources: Compt. rend. (1906), 143, 829-31.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effects of cinnamaldehyde on the glucose transport activity of GLUT1.
2011-02
Improvement in the generation of adsorption isotherm data in the elution by characteristic points method--the ECP-slope approach.
2010-11-12
Intercalation of 3-phenyl-1-proponal into OTS SAMs on silica nanoasperities to create self-repairing interfaces for MEMS lubrication.
2010-11-02
Fractional extraction and structural characterization of opium poppy and cotton stalks hemicelluloses.
2010-10
Synthesis and characterization of monoisomeric 1,8,15,22-substituted (A3B and A2B2) phthalocyanines and phthalocyanine-fullerene dyads.
2010-08-06
The development and evaluation of a conducting matrix for the electrochemical regeneration of the immobilised co-factor NAD(H) under continuous flow.
2010-05-21
Aminodifluorosulfinium salts: selective fluorination reagents with enhanced thermal stability and ease of handling.
2010-05-21
Development of a novel catalytic membrane reactor for heterogeneous catalysis in supercritical CO₂.
2010-01-13
Highly efficient, enantioselective syntheses of (S)-(+)- and (R)-(-)-dapoxetine starting with 3-phenyl-1-propanol.
2010-01-01
Aminodifluorosulfinium tetrafluoroborate salts as stable and crystalline deoxofluorinating reagents.
2009-11-05
Dual stereoselectivity in the dialkylzinc reaction using (-)-beta-pinene derived amino alcohol chiral auxiliaries.
2009-03-20
Peak shapes of acids and bases under overloaded conditions in reversed-phase liquid chromatography, with weakly buffered mobile phases of various pH: a thermodynamic interpretation.
2009-01-02
Enzymatic esterification in aqueous miniemulsions.
2009
Overloaded elution band profiles of ionizable compounds in reversed-phase liquid chromatography: influence of the competition between the neutral and the ionic species.
2008-12
Predatory mite attraction to herbivore-induced plant odors is not a consequence of attraction to individual herbivore-induced plant volatiles.
2008-06
Glucosylation of phenols and phenylalkyl alcohols using cultured plant cells.
2007-10
Thermodynamic characterization of separations on alkaline-stable silica-based C18 columns: why basic solutes may have better capacity and peak performance at higher pH.
2007-09-07
Absorption, distribution, metabolism, and elimination of the direct renin inhibitor aliskiren in healthy volunteers.
2007-08
One-pot regioselective synthesis of chromanyl(phenyl)-lambda(3)-iodanes: tandem oxidative cyclization and lambda(3)-iodanation of 3-phenylpropanols.
2007-05-10
Synthesis and SAR of 1,2-trans-(1-hydroxy-3-phenylprop-1-yl)cyclopentane carboxamide derivatives, a new class of sodium channel blockers.
2006-03-01
Chromatographic separation of phenylpropanol enantiomers on a quinidine carbamate-type chiral stationary phase.
2005-10-14
Propylphenols are metabolites in the anaerobic biodegradation of propylbenzene under iron-reducing conditions.
2005-06
Ultrasound-assisted hydrogenation of cinnamaldehyde.
2005-03
Synthesis and biological evaluation of 14-alkoxymorphinans. 21. Novel 4-alkoxy and 14-phenylpropoxy derivatives of the mu opioid receptor antagonist cyprodime.
2004-06-03
Simple synthesis of beta-D-glycopyranosides using beta-glycosidase from almonds.
2004-02
Volatile components and aroma active compounds in aqueous essence and fresh pink guava fruit puree (Psidium guajava L.) by GC-MS and multidimensional GC/GC-O.
2003-02-26
Comparison of the adsorption equilibrium of a few low-molecular mass compounds on a monolithic and a packed column in reversed-phase liquid chromatography.
2002-11-29
S-Substituted cysteine derivatives and thiosulfinate formation in Petiveria alliacea-part II.
2002-11
Amicoumacin antibiotic production and genetic diversity of Bacillus subtilis strains isolated from different habitats.
2002-06
Fragrance contact dermatitis - a worldwide multicenter investigation (Part III).
2002-03
Shifting the biotransformation pathways of L-phenylalanine into benzaldehyde by Trametes suaveolens CBS 334.85 using HP20 resin.
2001-04
ED50 G(Na) block predictions for phenyl substituted and unsubstituted n-alkanols.
2001-03-15
Prochiral selectivity in H(2)O(2)-promoted oxidation of arylalkanols catalysed by chloroperoxidase. The role of the interactions between the OH group and the amino-acid residues in the enzyme active site.
2001-02
Patents

Patents

Sample Use Guides

maximum daily exposure on the skin of 0.0204 mg/kg for high end users
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:48:07 GMT 2025
Edited
by admin
on Mon Mar 31 18:48:07 GMT 2025
Record UNII
U04IC2765C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FEMA NO. 2885
Preferred Name English
3-PHENYL-1-PROPANOL
FCC   FHFI  
Systematic Name English
.GAMMA.-PHENYLPROPYL ALCOHOL
Systematic Name English
3-PHENYLPROPAN-1-OL
Systematic Name English
HYDROCINNAMIC ALCOHOL
Common Name English
3-PHENYL-1-PROPANOL [FCC]
Common Name English
HYDROCINNAMYL ALCOHOL
Systematic Name English
3-PHENYL-1-PROPANOL [FHFI]
Common Name English
ALVERINE CITRATE IMPURITY B [EP IMPURITY]
Common Name English
3-PHENYLPROPYL ALCOHOL
Systematic Name English
.GAMMA.-PHENYLPROPANOL
Systematic Name English
PHENYLPROPYL ALCOHOL
Systematic Name English
PHENYLETHYL CARBINOL
Systematic Name English
NSC-16942
Code English
1-PROPANOL, 3-PHENYL-
Systematic Name English
3-PHENYLPROPANOL
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 40511
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
JECFA EVALUATION 3-PHENYL-1-PROPANOL
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
204-587-6
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
MESH
C016655
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
FDA UNII
U04IC2765C
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
NSC
16942
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
DAILYMED
U04IC2765C
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
HSDB
8266
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
EPA CompTox
DTXSID6041638
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
JECFA MONOGRAPH
171
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
PUBCHEM
31234
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
RXCUI
2479688
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
CAS
122-97-4
Created by admin on Mon Mar 31 18:48:07 GMT 2025 , Edited by admin on Mon Mar 31 18:48:07 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
EP