Cinnamyl Alcohol

HCID 5315892CAS 104-54-1

기본 정보

표준 SMILES
OC/C=C/c1ccccc1
InChIKey
OOCCDEMITAIZTP-QPJJXVBHSA-N
분자식
C9H10O
평균 분자량
134.17 g/mol
단동위원소 질량
134.07316494

개요

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.

이름 및 식별자

우선 이름
Cinnamyl Alcohol
IUPAC
(E)-3-phenylprop-2-en-1-ol
영어명
3-Phenyl-2-propen-1-ol
분자식
C9H10O
분자량
134.18

이름 및 동의어

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
이름 더 보기
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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
1.9
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
10

실험 및 물리화학적 성질

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

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

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

Masking

SpringerMaterials PropertiesOptical coefficient
Fragrances · 2건

Fragrance substance (Cinnamic alcohol) -> IFRA amendment 49

Fragrance Ingredient (Cinnamyl alcohol) -> IFRA transparency List

LogP · 2건

1.700

1.95

물리화학적 성질

녹는점
34 °C · 34°C
끓는 점
250 °C · 250°C(lit.)
밀도
1.044 · 1.0440
굴절률
1.5819 · 1.5819
저장 조건
Sealed in dry,Room Temperature
수용성
물에 거의 녹지 않음

안전 및 규제

GHS 분류

GHS Classification · 6건

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

유해성 정보

Regulatory Information · 6건

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 · 1건

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 · 3건

Acute Tox. 4 (15.5%)

Acute Tox. 4 (100%)

Skin sensitisation - category 1

독성 정보

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).

규제 정보

FDA Requirements121.1164

안전 데이터

rtecs
GE2200000
HS 번호
2906.29.6000

화학 및 산업

약리 정보

Metabolism/Metabolites · 3건

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 · 6건

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 · 3건

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

용도 및 제조

Uses · 4건

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 · 2건

(1977) No Data

(1979) No Data

U.S. Imports · 2건

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

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

U.S. Production · 3건

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 · 6건

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

응용 분야

용도3-Phenylprop-2-en-1-ol is a reactant in the preparation of isobenzofuranones.

공급사50 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
郑州汇聚化工有限公司0371-53399770 18037166334 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]

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