Citronellic acid
3,7-DIMETHYL-6-OCTENOIC ACID · FEMA 3142 · 6-Octenoic acid, 3,7-dimethyl- · Citronellate · RHODINIC ACID · CITRONELLIC ACID · TIMTEC-BB SBB006596 · Citronellic acid 98%
식별자 및 물리적 특성
| CAS No. | 502-47-6 |
|---|---|
| 분자식 | C10H18O2 |
| 평균 분자량 | 170.25 g/mol |
| 단동위원소 질량 | 170.13067982 g/mol |
| SMILES | CC(C)=CCCC(C)CC(=O)O |
| InChIKey | GJWSUKYXUMVMGX-UHFFFAOYSA-N |
| PubChem CID | 10402 |
| ChEMBL | CHEMBL2288023 |
| ChEBI | CHEBI:80507 |
| EC No. | 207-939-7 |
| DTXSID | DTXSID1047106 |
화학 및 물리적 성질
| XLogP | 3 |
|---|---|
| 극성 표면적 | 37.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 5 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 167 |
| 물질 분류 | Other Classes -> Organic Acids |
| 지질 | Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Branched fatty acids [FA0102] |
| 향료 | Fragrance Ingredient (3,7-Dimethyl-6-octenoic acid) -> IFRA transparency List |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 밀도 | 0.920-0.926 (20 °C)0.923 g/mL at 25 °C(lit.) |
| 향미제 | EU Flavoring substances |
| 용해도 | slightlyInsoluble in glycerol, watersoluble in most fixed oils, propylene glycolsoluble (in ethanol)Almost insoluble in water, soluble in tslcohol and oils. |
| 끓는 점 | 121.00 to 122.00 °C. @ 1.00 mm Hg121-122 °C (1 mm Hg)121-122 °C1 mm Hg(lit.) |
| 녹는점 | 257 °C |
| 굴절률 | 1.455-1.462n20/D 1.454(lit.) |
| Physical Description | Liquid[Sigma-Aldrich MSDS]SolidColourless liquidsmokey, whisky aroma |
| Collision Cross Section | 148.8 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID1047106] |
| FEMA | 3142 | 3,7-DIMETHYL-6-OCTENOIC ACID |
| 인화점 | >230 °F |
| 저장 조건 | Storage temp. 2-8°C |
| pKa(산도 계수) | 4.78±0.10(Predicted) |
| 물리적 상태 | 투명한 액체 |
| 색상 | 무색~연황색 |
| 냄새 | 디프로필렌 글리콜 중 10.00%. 녹색 잔디 연기가 자욱한 지방 꽃 |
| 향취 유형 | 녹색 |
| 생물학적 소스 | synthetic |
| 용해도 | 물에 불용성. |
| JECFA Number | 1221 |
| 화장품 원료 기능 | 항지루성항균향기 |
| InChI | 1S/C10H18O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,9H,4,6-7H2,1-3H3,(H,11,12) |
| InChIKey | GJWSUKYXUMVMGX-UHFFFAOYSA-N |
| SMILES | CC(CC\C=C(\C)C)CC(O)=O |
| LogP(분배 계수) | 3.35 |
| EPA | 6-Octenoic acid, 3,7-dimethyl- (502-47-6) |
화학적 성질
Citronellic acid has a green-grassy odor.
안전 및 규제
| GHS 분류 | DangerH311 (> 99.9%): Toxic in contact with skin [Danger Acute toxicity, dermal]P262, P264, P270, P280, P302+P352, P316, P321, P361+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1635 reports by companies from 6 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Chemical: 6-Octenoic acid, 3,7-dimethyl-Regulation (EC) No 1831/2003 (amended)6-Octenoic acid, 3,7-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A moderate skin irritant[RTECS] Safe when used as a flavoring agent in food[JECFA] A skin irritantToxic by skin absorption[Sigma-Aldrich MSDS] See Citronellol. |
| Hazard Classes and Categories | Acute Tox. 3 (> 99.9%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | RH3230000 |
| 운송 번호(UN) | UN 2810 6.1/PG 3 |
| 관세 코드 | 29161995 |
| 위험 문구(R) | 21-38 |
| 위험 표시 | Xn |
| 안전 문구(S) | 36/37 |
| 포장분류 | III |
| 위험 등급 | 6.1Acute Tox. 3 DermalSkin Irrit. 2 |
| 기존화학 물질 | KE-11663 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
용도
출처
The d-form is reportedly a constituent of Java citronella, geranium, Borosma pulchellum, Xanthoxylum piperitum, bitter-orange leaves, lemongrass, Calytrix virgata and Calytrix tetragona leaves; the l-form has been reportedly identified in cypress oil (Callitirs glauca R. Br.), Callitirs intratropica, in the oil of Chamaecyparis obtusa and of Thujopsis dolabrata; the d,l-form is isolated from camphor oil. Also reported found in mandarin peel oil, swangi (Citrus hystrix D.C.), peppermint oil and black tea.
용도
Citronellic acid was used in synthesis of stereoisomers of 3,11- dimethylnonacosan-2-one and 29-hydroxy-3,11-dimethylnonacosan-2-one.
제조 및 합성 방법
제조 방법
By oxidation of citronellal; also by the conversion of pulegone.