Cinnamyl Alcohol

HCID 5315892CAS 104-54-1

Grundinformationen

Standard-SMILES
OC/C=C/c1ccccc1
InChIKey
OOCCDEMITAIZTP-QPJJXVBHSA-N
Summenformel
C9H10O
Durchschnittliche Molmasse
134,17 g/mol
Monoisotopische Masse
134,07316494

Überblick

Cinnamyl alcohol is a primary alcohol comprising an allyl core with a hydroxy substituent at the 1-position and a phenyl substituent at the 3-position (geometry of the C=C bond unspecified). It has a role as a plant metabolite.

Namen und Bezeichner

Bevorzugter Name
Cinnamyl Alcohol
IUPAC
(E)-3-phenylprop-2-en-1-ol
Englischer Name
3-Phenyl-2-propen-1-ol
Summenformel
C9H10O
Molmasse
134.18

Namen und Synonyme

cinnamyl alcohol104-54-1cinnamic alcohol3-PHENYL-2-PROPEN-1-OL(E)-3-phenylprop-2-en-1-ol(E)-cinnamyl alcoholStyryl carbinolStyrone3-Phenylallyl alcoholStyryl alcoholZimtalcohol(E)-3-Phenyl-2-propen-1-ol
Weitere Namen anzeigen
Cinnamyl Alcohol >2-Propen-1-ol, 3-phenyl-, (2E)-C11667500 trans-Cinnamyl-alcohol(E)-3-Phenylprop-2-en-1-ol (Cinnamyl alcohol)
2-Propen-1-ol, 3-phenyl-StyrylcarbinolFEMA No. 2294Alkohol skoricovyNSC-8775SS8YOP444FNSC-623440CHEBI:33227

Datenbank-Bezeichner

CAS
104-54-1、4407-36-7
PubChem CID
5315892
DTXSID
DTXSID301314144
ChEMBL
CHEMBL324794
ChEBI
CHEBI:17177
UNII
SS8YOP444F
EC Number
203-212-3、689-359-8
Nikkaji
J106.769I、J9.304A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,9
Polarare Oberfläche (TPSA)
20,2 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
10

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Other Aromatic Compounds
DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics · 3 Einträge

Cosmetics ingredient -> Base; Flavor; Fragrance; Other (Specify)

Cosmetic ingredients (Cinnamyl Alcohol) -> CIR (Cosmetic Ingredient Review)

Masking

SpringerMaterials PropertiesOptical coefficient
Fragrances · 2 Einträge

Fragrance substance (Cinnamic alcohol) -> IFRA amendment 49

Fragrance Ingredient (Cinnamyl alcohol) -> IFRA transparency List

LogP · 2 Einträge

1.700

1.95

Physikochemische Eigenschaften

Schmelzpunkt
34 °C · 34°C
Siedepunkt
250 °C · 250°C(lit.)
Dichte
1.044 · 1.0440
Brechungsindex
1.5819 · 1.5819
storage temp.
Sealed in dry,Room Temperature
Wasserlöslichkeit
Practically insoluble in water

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 2033) of reports.

Warning

H302 (15.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2033 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: 2-Propen-1-ol, 3-phenyl-

Hazard Traits - Fragrance Allergen

Regulation (EC) No 1831/2003 (amended)

2-Propen-1-ol, 3-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propen-1-ol, 3-phenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 25-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/12023

Cinnamyl alcohol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2-Propen-1-ol, 3-phenyl-: Human health tier II assessment
Hazards Summary · 1 Eintrag

Cinnamic alcohol was an allergen in 15 of 20 perfume-sensitive patients patch tested. [HSDB] An irritant; [MSDSonline] Positive patch tests reported in perfume industry and food handlers; One of the chemicals in the fragrance mix; [Kanerva, p. 1771] Included in list of established contact allergens in humans; [EC: Scientific Committee on Consumer Safety: Fragrance allergens in cosmetic products (2011)] Danger of skin sensitization; [MAK]

FDA Requirements121.1164
Hazard Classes and Categories · 3 Einträge

Acute Tox. 4 (15.5%)

Acute Tox. 4 (100%)

Skin sensitisation - category 1

Toxikologische Informationen

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Human Toxicity ExcerptsPATCH TESTS TO SEVERAL SCREENING SETS OF FRAGRANCE MATERIALS WERE PERFORMED ON 20 PERFUME-SENSITIVE PT. MOST COMMON ALLERGEN WAS CINNAMIC ALC (15 OF 20 PT).

Regulatorische Informationen

FDA Requirements121.1164

Sicherheitsdaten

hs_code
2906.29.6000
RTECS-Nr.
GE2200000

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 3 Einträge

In general, esters containing an aromatic ring system are expected to be hydrolyzed in vivo. Cinnamyl alcohol is hydrolyzed to [DB14184].

ACIDIC & NEUTRAL URINARY METABOLITE OF CINNAMYL ALC WAS IDENTIFIED THROUGH A COMMON METABOLIC SCHEME.

Cinnamyl alcohol is a known human metabolite of beta-methylstyrene.

FDA Pharmacological Classification · 6 Einträge

SS8YOP444F

CINNAMYL ALCOHOL

Established Pharmacologic Class [EPC] - Standardized Chemical Allergen

Physiologic Effects [PE] - Increased Histamine Release

Physiologic Effects [PE] - Cell-mediated Immunity

Chemical Structure [CS] - Allergens

Absorption, Distribution and Excretion · 3 Einträge

Cinnamyl alcohol is 66% absorbed through the skin and shown to be rapidly absorbed from the gut.

Cinnamyl alcohol is metabolized and excreted primarily in the urine and, to a minor extent, in the feces. After oral or intraperitoneal administration to rats and mice, 76–77% of the dose of cinnamyl alcohol was recovered in the urine and feces within 24 h.

CINNAMYL ALC IS EXCRETED UNCHANGED IN NEUTRAL EXTRACT WHEN GIVEN TO RATS.

Cellular LocationsCytoplasm

Verwendung und Herstellung

Uses · 4 Einträge

CIR ingredient: Cinnamyl Alcohol

Used as a fragrance, flavoring agent, deodorant, and chemical intermediate (chemical resistant coatings, photosensitive polymers, and lithographic plates); [HSDB]

AS DEODORANT IN 12.5% SOLN IN GLYCEROL

FRAGRANCE, EG, FOR COLOGNES, SOAPS, AND LOTIONS; FIXATIVE FOR PERFUME BLENDS; IN MFR OF CHEM RESISTANT COATINGS; FLAVORING AGENT FOR FOOD (EG, CANDY, GUM, BEVERAGES); CHEM INTERMEDIATE FOR CINNAMYL ESTERS USED IN PERFUMERY; IN MFG OF PHOTOSENSITIVE POLYMERS & LITHOGRAPHIC PLATES

U.S. Exports · 2 Einträge

(1977) No Data

(1979) No Data

U.S. Imports · 2 Einträge

(1977) 6.74X10+5 GRAMS (PRINCPL CUSTMS DISTS)

(1979) 5.00X10+5 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 3 Einträge

2023: <75,000 lb

(1974) 6.81X10+7 G-CONSUMPTION IN FRAGRANCES

(1979) PROBABLY GREATER THAN 9.08X10+5 GRAMS

Industry UsesFixing agent (mordant)
IFRA Fragrance Standards · 6 Einträge

Cinnamic alcohol

Cinnamyl alcohol; 3-Phenylallyl alcohol; 3-Phenyl-2-propen-1-ol; 2-Propen-1-ol, 3-phenyl-; Styrone; Styryl alcohol; Zimtalcohol; Styryl carbinol

IFRA_STD_017.pdf

49

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Restriction: This material should be used only in the limited quantity as stated in the Standard

Anwendungen

Verwenden3-Phenylprop-2-en-1-ol is a reactant in the preparation of isobenzofuranones.

Anbieter50 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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