3,4-디메톡시벤즈알데히드
3,4-다이메톡시벤즈알데하이드 · 3,4-디메톡시벤즈알데히드 · 베라트르알데하이드 · 베라트르알데히드 · 3,4-DIMETHOXYBENZALDEHYDE · 3,4-DIMETHOXYANILINE · Benzaldehyde, 3,4-dimethoxy- · VERATRYL ALDEHYDE
식별자 및 물리적 특성
| CAS No. | 120-14-9 |
|---|---|
| 분자식 | C9H10O3 |
| 평균 분자량 | 166.17 g/mol |
| 단동위원소 질량 | 166.06299418 g/mol |
| SMILES | COc1ccc(C=O)cc1OC |
| InChIKey | WJUFSDZVCOTFON-UHFFFAOYSA-N |
| PubChem CID | 8419 |
| ChEMBL | CHEMBL1088937 |
| ChEBI | CHEBI:17098 |
| EC No. | 204-373-2 |
| DTXSID | DTXSID7026285 |
| 현지명 | 3,4-디메톡시벤즈알데히드 |
화학 및 물리적 성질
| XLogP | 1.5 |
|---|---|
| 극성 표면적 | 35.5 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 147 |
| 향료 | Fragrance Ingredient (Veratraldehyde) -> IFRA transparency List |
| LogP(분배 계수) | 1.22 |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 향미제 | EU Flavoring substances |
| 용해도 | less than 1 mg/mL at 72 °F (NTP, 1992)6.32 mg/mL at 25 °Cinsoluble in cold watersoluble in hot water oilssoluble (in ethanol)알코올: 자유롭게 용해됨 |
| 인화점 | greater than 230 °F (NTP, 1992)>230 °F |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 끓는 점 | 538 °F at 760 mmHg (NTP, 1992)281.00 °C. @ 760.00 mm Hg281 °C281 °C @760 [mm Hg]281 °C (lit.) |
| 녹는점 | 108 to 109 °F (NTP, 1992)58 °C40-43 °C (lit.) |
| Physical Description | Veratraldehyde appears as needles or chunky light peach powder. Has an odor of vanilla beans. (NTP, 1992)Solidwhite crystalline solid |
| 밀도 | 1.1708 (rough estimate) |
| 증기압 | 0.09Pa at 24℃ |
| 굴절률 | 1.5260 (estimate) |
| FEMA | 3109 | VERATRALDEHYDE |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 덩어리 또는 융합된 고체 |
| 색상 | 흰색에서 노란색으로 |
| 비중 | 1.15 (liquid) |
| 냄새 | 디프로필렌 글리콜 중 10.00%. 달콤한 우디 바닐라 |
| 향취 유형 | 크림 같은 |
| 생물학적 소스 | synthetic |
| 용해도 | 22&C에서 <0.1g/100mL |
| Merck | 14,9951 |
| JECFA Number | 877 |
| BRN | 473899 |
| 안정성 | 안정적인. 강염기, 강산화제와 호환되지 않습니다. |
| 주요 응용 | 향료 및 향 |
| 화장품 원료 기능 | 향수 |
| InChI | 1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3 |
| InChIKey | WJUFSDZVCOTFON-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1ccc(OC)c(OC)c1 |
| LogP(분배 계수) | 0.8 at 25℃ |
| NIST | Benzaldehyde, 3,4-dimethoxy-(120-14-9) |
| EPA | Veratraldehyde (120-14-9) |
화학적 성질
Veratraldehyde is a crystalline solid (mp 44.5–45°C) with a woody, vanillalike odor. Veratraldehyde can be prepared by methylation of vanillin. It is used in oriental and warm, woody fragrances, as well as in flavor compositions for vanilla notes. It is an intermediate in, for example, the synthesis of pharmaceuticals.
안전 및 규제
| GHS 분류 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1759 reports by companies from 13 notifications to the ECHA C&L Inventory.H302: Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 규제 정보 | Chemical: Benzaldehyde, 3,4-dimethoxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 15-04-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/203943,4-Dimethoxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | This compound is probably combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: Exposure to this compound may cause skin, eye, mucous membrane or upper respiratory tract irritation. |
| 반응성 그룹 | Aldehydes |
| Reactivity Profile | VERATRALDEHYDE is incompatible with strong oxidizing agents and strong bases. (NTP, 1992). VERATRALDEHYDE is an aldehyde. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Acute toxicity (Oral) - Category 4 |
| 소화 | Fires involving this compound may be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| 응급 처치 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
용도
출처
Reported among the constituents of the essential oils of Cymbopogon javanensis and Eryngium poterium. Also reported found in raspberry, ginger, peppermint oil, Bourbon vanilla and mastic gum oil.
용도
Veratraldehyde was used in the preparation of 4-chloromethyl-2-(dimethoxyphenyl)-1,3-dioxolane. It was used in the synthesis of (+)-lithospermic acid, having anti-HIV activity. It forms 1:1 inclusion complexes with cyclodextrins. It reacts with 3-acetyl-2,5-dimethythiophene to yield chalcone dye, (2E)-3-(3,4-Dimethoxyphenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one.
일반 설명
Needles or chunky light peach powder. Has an odor of vanilla beans.
제조 및 합성 방법
제조 방법
Prepared from vanillin by methylation of vanillin with dimethylsulfate under mildly alkaline conditions.