2-Phenylpropanal
2-PHENYLPROPANAL · HYDRATROPIC ALDEHYDE · HYDRATROPALDEHYDE · HYACINTHAL · 2-PHENYLPROPANOL · FEMA 2886 · NSC 5231 · cumenealdehyde
식별자 및 물리적 특성
| CAS No. | 93-53-8 |
|---|---|
| 분자식 | C9H10O |
| 평균 분자량 | 134.17 g/mol |
| 단동위원소 질량 | 134.07316494 g/mol |
| SMILES | CC(C=O)c1ccccc1 |
| InChIKey | IQVAERDLDAZARL-UHFFFAOYSA-N |
| PubChem CID | 7146 |
| ChEMBL | CHEMBL3730701 |
| ChEBI | CHEBI:149463 |
| EC No. | 202-255-5 |
| DTXSID | DTXSID0052629 |
화학 및 물리적 성질
| XLogP | 1.9 |
|---|---|
| 극성 표면적 | 17.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 103 |
| 물질 분류 | Other Classes -> Aldehydes |
| 향료 | Fragrance Ingredient (2-Phenylpropionaldehyde) -> IFRA transparency List |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 밀도 | 0.998-1.0061.002 g/mL at 25 °C (lit.) |
| 향미제 | EU Flavoring substances |
| 용해도 | Soluble in most fixed oilsSlightly soluble in propylene glycolInsoluble in glycerinSoluble (in ethanol)대부분의 고정 오일인 프로필렌 글리콜에 용해됩니다. 글리세린에 불용성. |
| 끓는 점 | 92.00 to 94.00 °C. @ 12.00 mm Hg202-205 °C92-94 °C/12 mmHg (lit.) |
| 굴절률 | 1.515-1.520n20/D 1.517(lit.) |
| Physical Description | Liquid[Alfa Aesar MSDS]Colourless to pale yellow liquidIntense, green, floral aroma reminiscent of hyacinth |
| 녹는점 | 60°C |
| 증기압 | 40Pa at 20℃ |
| FEMA | 2886 | 2-PHENYLPROPIONALDEHYDE |
| 인화점 | 169 °F |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 액체 |
| 색상 | 무색의 |
| 냄새 | 디프로필렌 글리콜 중 10.00%. 신선하고 날카로운 녹색 히아신스 잎 라일락 |
| 향취 유형 | 녹색 |
| 생물학적 소스 | synthetic |
| 용해도 | 10μg/L |
| JECFA Number | 1467 |
| BRN | 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(분배 계수) | 1.96 |
| EPA | Benzeneacetaldehyde, .alpha.-methyl- (93-53-8) |
화학적 성질
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 | WarningH315 (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. |
|---|---|
| 규제 정보 | Chemical: Benzeneacetaldehyde, .alpha.-methyl-Regulation (EC) No 1831/2003 (amended)Status: Active Update: 30-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/173072-Phenylpropionaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Benzeneacetaldehyde, .alpha.-methyl-: Environment tier I assessment |
| 유해성 요약 | 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 Categories | Skin Irrit. 2 (100%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | CY1460000 |
| 관세 코드 | 29122990 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36/37/39 |
| 기존화학 물질 | KE-28420 |
| F 고인화성물질 | 9-23 |
| 저장 분류 | 10 - Combustible liquids |
용도
출처
Reported found in microbially fermented tea and some varieties of mushrooms.
용도
2-Phenylpropionaldehyde is a precursor in the synthesis of N,N,β-Trimethyl-phenethylamine Hydrochloride (T796625).
일반 설명
2-Phenylpropionaldehyde is used in perfumes for its green hyacinth odor.
제조 및 합성 방법
제조 방법
By alkaline condensation of acetophenone and ethyl chloroacetate; also by distillation of methylphenyl ethylene glycol in 91% yields (under atmospheric pressure).
생산 방법
The 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 ℃.