하이드록시시트로넬랄

Hydroxycitronellal

HCID 7888CAS 107-75-5

기본 정보

표준 SMILES
CC(CC=O)CCCC(C)(C)O
InChIKey
WPFVBOQKRVRMJB-UHFFFAOYSA-N
분자식
C10H20O2
평균 분자량
172.26 g/mol
단동위원소 질량
172.14632988

개요

Hydroxycitronellal is the tertiary alcohol arising from addition of water across the C=C double bond of citronellal. It has a role as a fragrance and an allergen. It is functionally related to a citronellal.

이름 및 식별자

우선 이름
Hydroxycitronellal
IUPAC
7-hydroxy-3,7-dimethyloctanal
현지명
하이드록시시트로넬랄
영어명
3,7-Dimethyl-7-hydroxyoctanal
분자식
C10H20O2
분자량
172.26

이름 및 동의어

Hydroxycitronellal7-Hydroxy-3,7-dimethyloctanal107-75-57-Hydroxycitronellal3,7-Dimethyl-7-hydroxyoctanalCitronellal hydratePhixiaCyclaliaCyclosiaLaurineFixolLilyl aldehyde
이름 더 보기
7-하이드록시-3,7-디메틸옥탄하이드록시시트로넬랄하이드록시시트로넬알OCTANAL, 7-HYDROXY-3,7-DIMETHYLFEMA 2583hydroxycitoronellalHYDROXYCITRONELLAL(AS)7-hydroxy-3,7-dimethyl-octana
Muguettine principleOctanal, 7-hydroxy-3,7-dimethyl-Musuettine principleOxydihydrocitronellalhydroxy citronellal1-OCTANAL, 3,7-DIMETHYL-7-HYDROXY-FEMA No. 2583DTXSID6042232

데이터베이스 식별자

CAS
107-75-5
PubChem CID
7888
DTXSID
DTXSID6042232
ChEMBL
CHEMBL3186027
ChEBI
CHEBI:53459
UNII
8SQ0VA4YUR
EC Number
203-518-7
Nikkaji
J2.859B

물성

구조 계산 물성

XLogP
1.6
극성 표면적
37.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
6
무거운 원자 수
12

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Plant Oils and Extracts
Cosmetics · 2건

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

Masking

FragrancesFragrance Ingredient (Hydroxycitronellal) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.918-0.923
Flavoring AgentsEU Flavoring substances

물리화학적 성질

녹는점
22 · 22-23 °C
끓는 점
257 °C · 257 °C(lit.)
밀도
0.923 g/mL · 0.923 g/mL at 25 °C(lit.)
증기압
0.547 Pa · 0.547Pa at 20℃
FEMA
2583 · 2583 | HYDROXYCITRONELLAL
굴절률
20 · n20/D 1.448(lit.)

화학적 성질

clear colourless liquid

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 2046) of reports.

Warning

H317 (> 99.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]

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

Aggregated GHS information provided per 2046 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 5건

Chemical: Octanal, 7-hydroxy-3,7-dimethyl-

Hazard Traits - Fragrance Allergen

Octanal, 7-hydroxy-3,7-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octanal, 7-hydroxy-3,7-dimethyl- 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: 15-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12695

Hydroxycitronellal: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Octanal, 7-hydroxy-3,7-dimethyl-: Human health tier II assessment
Hazards Summary · 1건

A severe eye and moderate skin irritant; Causes cutaneous sensitization in 3-day intermittent dermal studies of mice; [RTECS] Fragrance ingredient that is a recognized contact allergen in consumers; [EC: SCCNFP] Safe when used as a flavoring agent in food; [JECFA] Contained in fragrance mix; [Kanerva, p. 1803] An irritant; [Sigma-Aldrich MSDS] See Citronellal.

Hazard Classes and Categories · 3건

Skin Sens. 1 (> 99.9%)

Eye irritation - category 2A

Serious eye damage/eye irritation - Category 2

독성 정보

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
RG7850000
ridadr
UN1230 - class 3 - PG 2 - Methanol, solution
HS 번호
29124990
risk_code
38-41-43

화학 및 산업

약리 정보

Biological Half-LifeThe mean elimination half-life has been found to be 3.3 h.
Metabolism/Metabolites · 1건

Studies in rabbits have shown that hydroxycitronellal is converted to two primary metabolites: reduction to the alcohol 7-hydroxycitronellol and oxidation to the carboxylic acid 7-hydroxycitronellylic acid. On average, about 50% of hydroxycitronellal is excreted as 7-hydroxycitronellylic acid which is therefore regarded as the major metabolite.

FDA Pharmacological Classification · 6건

8SQ0VA4YUR

HYDROXYCITRONELLAL

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 ExcretionTmax was found to be 2.70 ± 1.36
Cellular LocationsCytoplasm

용도 및 제조

UsesPermitted for use as an inert ingredient in non-food pesticide products; [EPA] Used as a fragrance; [EC: SCCNFP] Used as flavoring agent or adjuvant; [FDA]
U.S. Production2023: 8,500,000 - <10,000,000 lb
Consumer UsesFragrance
Industry UsesFragrance
IFRA Fragrance Standards · 6건

Hydroxycitronellal

Hydroxycitronellal; Citronellalhydrate; 7-Hydroxy-3,7-dimethyloctanal; 3,7-Dimethyl-7-hydroxyoctanal; Octanal, 7-hydroxy-3,7-dimethyl-; Oxydihydrocitronellal; Laurinal (commercial name); Laurine (commercial name)

IFRA_STD_043.pdf

51

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

Household Products · 2건

Cosmetics product ingredient: Hydroxycitronellal (7-Hydroxycitronellal)

Information on 159 consumer products that contain Hydroxycitronellal in the following categories is provided:

응용 분야 · 3건

개요Hydroxycitronellal has an intense, sweet, floral, lily-type odor. It may be prepared by hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; P-pinene is converted to myrcene, which on hydration may yield either linalool or a mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl- 7-hydroxy-2-octen-2-al over palladium carbon in ethyl acetate solution.

출처Reported found in pepper

용도Hydroxycitronellal is a fragrance for use in various perfumes, antiseptics, insecticides and household products; some perfumery uses (sweet pea Pois De Senteur; gardenia; cherry; melon; mint).

제조 방법 · 1건

The most important synthetic routes to hydroxydihydrocitronellal are listed as follows. 1) Synthesis from citronellal: One of the oldest routes to hydroxydihydrocitronellal is the hydration of the citronellal bisulfite adduct (obtained at low temperature) with sulfuric acid, followed by decomposition with sodium carbonate. A more recent development is hydration of citronellal enamines or imines, followed by hydrolysis. 2) Synthesis from citronellol. Citronellol is hydrated to 3,7-dimethyloctane-1,7- diol, for example, by reaction with 60% sulfuric acid. The diol is dehydrogenated catalytically in the vapor phase at low pressure to give highly pure hydroxydihydrocitronellal in excellent yield.The process is carried out in the presence of, for example, a copper–zinc catalyst; at atmospheric pressure, noble metal catalysts can also be used. 3) Synthesis from 7-hydroxygeranyl/-neryl dialkylamine: The starting material can be obtained by treatment of myrcene with a dialkylamine in the presence of an alkali dialkylamide, followed by hydration with sulfuric acid. The 7-hydroxygeranyl/-neryl dialkylamine isomerizes to the corresponding 7-hydroxyaldehyde enamine in the presence of a palladium(II)- phosphine complex as catalyst. Hydrolysis of the enamine gives 7-hydroxydihydrocitronellal [151].

공급사50 곳

北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
추가 설명 · 7건

순도시험(1) 비중 : 이 품목의 비중은 0.918~0.923이어야 한다. (2) 굴절률 : 이 품목의 굴절률 은 1.447~1.450이어야 한다. (3) 용상 : 이 품목 1mL를 50% 에탄올 1mL에 녹일 때, 그 액은 징명하여야 한다. (4) 산가 : 이 품목의 산가는 향료시험법 중 산가측정법에 따라 시험할 때, 5 이하이어야 한다.

순도시험(1) 비중 : 이 품목의 비중은 0.925~0.930이어야 한다. (2) 굴절률 : 이 품목의 굴절률 은 1.441~1.444이어야 한다. (3) 용상 : 이 품목 1mL를 50% 에탄올 2mL에 녹일 때, 그 액은 징명하여야 한다. (4) 산가 : 이 품목의 산가는 향료시험법 중 산가측정법에 따라 시험할 때, 1 이하이어야 한다. (5) 히드록시시트로넬랄 : 이 품목 약 5g을 정밀히 취해 향료시험법 중 알데히드류 및 케톤류함량측정법의 히드록실아민법 중 제2법에 따라 시험할 때, 검체 1g에 대응하는 0.5N 염산의 소비량은 3% 이하이어야 한다. 다만, 방치시간은 1시간으로 한다.

확인시험이 품목 1mL에 아황산수소나트륨시액 5mL를 넣어 흔들어 섞으면 발열하며 녹고 냉각하면 결정성덩어리로 된다.

확인시험이 품목 1mL에 에탄올 1mL 및 0.5N 황산 1mL를 넣어 수욕 중에서 흔들어 섞으면서 약 3분간 가열하면 특이한 향기를 발생한다.

정량법이 품목 약 1.5g을 정밀히 달아 향료시험법 중 알데히드류 및 케톤류함량측정법의 히드록실아민법 중 제1법에 따라 시험하고 다음 계산식에 따라 함량을 구한다. 다만, 가열시간은 5분간으로 한다.a : 검체 1g에 대응하는 0.5N 알콜성수산화칼륨용액의 소비량(mL)b : 순도시험 (5)에서 얻은 0.5N 염산의 소비량(mL)

정량법이 품목 약 1g을 정밀히 달아 향료시험법 중 알데히드류 및 케톤류함량측정법의 히드록실아민법 중 제2법에 따라 시험한다. 다만, 방치시간은 1시간으로 한다.0.5N 염산 1mL = 86.13mg C10H20O2

정의ChEBI: The tertiary alcohol arising from addition of water across the C2C double bond of citronellal.

관련 반응

7건

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