2-Phenylpropanal (HCID 7146)

개요

2-phenylpropanal is a member of the class of phenylacetaldehydes that is phenylacetaldehyde in which a hydrogen alpha to the aldehyde carbonyl group has been replaced by a methyl group. The major species at pH 7.3.

이름 및 식별자

우선 이름: 2-Phenylpropanal
IUPAC: 2-phenylpropanal
영어명: 2-PHENYLPROPIONALDEHYDE
분자식: C9H10O
분자량: 134.18

이름 및 동의어

2-Phenylpropanal2-PhenylpropionaldehydeHydratropaldehyde93-53-8Hydratropic aldehydeHyacinthalCumene aldehydeHydratropa aldehydeHydrotropic aldehyde2-Phenyl-1-propanalalpha-Phenylpropionaldehydealpha-Formylethylbenzene

이름 더 보기

2-PHENYLPROPANOLFEMA 2886NSC 5231cumenealdehyde2-PHENYLPRPANAL

Aldehyd hydratropovyalpha-Methylphenylacetaldehydealpha-Methylbenzeneacetaldehyde2-phenylpropanaldehydealpha-Methyl-alpha-toluic aldehydeFEMA No. 2886DTXSID00526298JKX55PKZQ

데이터베이스 식별자

CAS: 93-53-8
PubChem CID: 7146
DTXSID: DTXSID0052629
ChEMBL: CHEMBL3730701
ChEBI: CHEBI:149463
UNII: 8JKX55PKZQ
EC Number: 202-255-5
Nikkaji: J35.593C

물성

구조 계산 물성

XLogP: 1.9
극성 표면적: 17.1 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 1
회전 가능 결합 수: 2
무거운 원자 수: 10
형식 전하: 0
복잡도: 103

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Aldehydes

FragrancesFragrance Ingredient (2-Phenylpropionaldehyde) -> IFRA transparency List

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.998-1.006

Flavoring AgentsEU Flavoring substances

Solubility · 2건

Soluble in most fixed oils; Slightly soluble in propylene glycol; Insoluble in glycerin

Soluble (in ethanol)

물리화학적 성질

녹는점: 60 °C · 60°C
끓는 점: 92 · 92-94 °C/12 mmHg (lit.)
밀도: 1.002 g/mL · 1.002 g/mL at 25 °C (lit.)
증기압: 40 Pa · 40Pa at 20℃
FEMA: 2886 · 2886 | 2-PHENYLPROPIONALDEHYDE
굴절률: 20 · n20/D 1.517(lit.)
인화점: 169 °F · 169 °F
저장 조건: 2 · 2-8°C
용해도: 대부분의 고정 오일인 프로필렌 글리콜에 용해됩니다. 글리세린에 불용성.
물리적 상태: 액체
색상: 무색의
냄새: 10 % · 디프로필렌 글리콜 중 10.00%. 신선하고 날카로운 녹색 히아신스 잎 라일락
냄새 유형: 녹색
생물학적 소스: synthetic
수용성: 10 μg/L · 10μg/L
JECFA Number: 1467 · 1467
BRN: 4291321 · 4291321
주요 응용: 청소용품화장품음식 및 음료개인 위생 관리
화장품 원료 기능: 향수
InChI: 1S/C9H10O/c1-8(7-10)9-5-3-2-4-6-9/h2-8H,1H3
InChIKey: IQVAERDLDAZARL-UHFFFAOYSA-N
SMILES: [H]C(=O)C(C)c1ccccc1
LogP: 1.96 · 1.96
EPA: Benzeneacetaldehyde, .alpha.-methyl- (93-53-8)

화학적 성질 · 1건

2-PHENYLPROPIONALDEHYDE identified in dried mushroom, is a colorless liquid with a green hyacinth odor. Hydratropaldehyde can be hydrogenated to hydratropic alcohol, which is also used to a limited extent by reaction of p-ethylbenzyl chloride and isobutyric aldehyde in the presence of catalysts. The product is used in perfumes for, for example, household products.

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P318, P321, P332+P317, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1680 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: Benzeneacetaldehyde, .alpha.-methyl-

Regulation (EC) No 1831/2003 (amended)

Status: Active Update: 30-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/17307

2-Phenylpropionaldehyde: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzeneacetaldehyde, .alpha.-methyl-: Environment tier I assessment

Hazards Summary · 1건

Decreased sperm counts in 14-day oral study of male rats at 75 and 250 mg/kg/day; [EPA - TSCATS] Causes coma in oral lethal-dose studies of rats; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 데이터

wgk: 3
tsca: TSCA listed
rtecs: CY1460000
HS 번호: 29122990
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36/37/39
기존화학 물질: KE-28420
F 고인화성물질: 9-23
스토리지 클래스: 10 - Combustible liquids

화학 및 산업

약리 정보

Cellular LocationsCytoplasm

용도 및 제조

UsesUsed as a flavoring agent; [FDA]

IFRA Fragrance Standards · 6건

2-Phenylpropionaldehyde

Benzeneacetaldehyde, Î±-methyl-; Hydratropaldehyde; Î±-Methylphenylacetaldehyde; Î±-Methyltolualdehyde; 2-Phenylpropanal; Î±-Phenylpropionaldehyde; (R)-2-Phenylpropionaldehyde; (S)-2-Phenylpropionaldehyde; Hydratropic aldehyde (commercial name)

IFRA_STD_075.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

Use Classification · 4건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationBenzeneacetaldehyde, .alpha.-methyl-: ACTIVE

Restriction Limits in the Finished Product (%) · 6건

0.029 [Products applied to the lips]

0.0087 [Products applied to the axillae]

0.096 [Products applied to the face/body using fingertips]

0.16 [Products related to fine fragrances]

0.041 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]

0.041 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]

응용 분야 · 3건

출처Reported found in microbially fermented tea and some varieties of mushrooms.

용도2-Phenylpropionaldehyde is a precursor in the synthesis of N,N,β-Trimethyl-phenethylamine Hydrochloride (T796625).

일반 설명2-Phenylpropionaldehyde is used in perfumes for its green hyacinth odor.

제조 방법 · 2건

By alkaline condensation of acetophenone and ethyl chloroacetate; also by distillation of methylphenyl ethylene glycol in 91% yields (under atmospheric pressure).

생산 방법The most important synthetic route to 2-phenylpropionaldehyde is the rhodiumcatalyzed hydroformylation of styrene. The catalyst [HCo(CO)4] is unsuitable in this process because it favors the hydrogenation of styrene. The use of chiral rhodium complexes leads to the formation of optically active aldehydes when prochiral olefins, such as styrene, are used. Asymmetric hydroformylation, however, has so far found only small industrial application because of insufficient purity of the enantiomers. Other synthetic methods are the gas-phase oxidation of a-methylstyrene on Cu, Bi–Mo– P–SiO2, or Pd salt catalysts, the rearrangement of epoxidized a-methylstyrene, and the dehydrogenation of 2-phenyl-1-propanol on Ag catalysts at reaction temperatures of ca. 600 ℃.