Lilial (HCID 228987)

이름 및 식별자

우선 이름: Lilial
IUPAC: 3-(4-tert-butylphenyl)-2-methylpropanal
현지명: p-t-부틸-α-메틸하이드로신나믹알데히드
영어명: Lily aldehyde
분자식: C14H20O
분자량: 204.31

이름 및 동의어

80-54-6Liliallily aldehyde2-(4-tert-Butylbenzyl)propionaldehydeButylphenyl methylpropionalDTXSID90265004-tert-butyl-alpha-methylhydrocinnamaldehydeBenzenepropanal, 4-(1,1-dimethylethyl)-alpha-methyl-T7540GJV69p-tert-Butyl-alpha-methylhydrocinnamic aldehydeNSC-22275DTXCID606500

이름 더 보기

4-(1,1-다이메틸에틸)-알파-메틸벤젠프로판알p-t-부틸-α-메틸하이드로신나믹알데p-t-부틸-α-메틸하이드로신나믹알데히드부틸페닐메틸프로피오날p-3차-뷰틸-알파-메틸하이드로신남알데하이드LYSMERALLillialLilialdehydesynthetic convallaria aldehyde4-(1,1-Dimethylethyl)-methylbenzenepropanalPropanal, alpha-methyl-beta-(p-tert.-butylphenyl)-

BETA-LILIALRefChem:153446201-289-83-(4-(tert-Butyl)phenyl)-2-methylpropanal3-(4-tert-Butylphenyl)isobutyraldehydeLilestralis3-(4-tert-Butylphenyl)-2-methylpropanalLilyal

데이터베이스 식별자

CAS: 80-54-6
PubChem CID: 228987
DTXSID: DTXSID9026500
ChEMBL: CHEMBL1496715
UNII: T7540GJV69
EC Number: 201-289-8
Nikkaji: J11.845A

물성

구조 계산 물성

XLogP: 3.9
극성 표면적: 17.1 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 1
회전 가능 결합 수: 4
무거운 원자 수: 15
형식 전하: 0
복잡도: 194

실험 및 물리화학적 성질

Cosmetics · 2건

Cosmetics ingredient -> Base; Flavor; Fragrance; Opacifying Agent; Other (Specify)

Masking

Fragrances · 3건

Fragrance substance (p-tert-Butyl-Î±-methylhydrocinnamic aldehyde (p-BMHCA)) -> IFRA amendment 49

Fragrance Ingredient (p-t-Butyl-alpha-methylhydrocinnamic aldehyde) -> IFRA transparency List

Fragrance

PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionCBI; Liquid; Other Solid; Liquid

물리화학적 성질

녹는점: 106 · 106-109 °C
끓는 점: 150 °C · 150°C 10mm
밀도: 0.946 g/mL · 0.946 g/mL at 20 °C(lit.)
증기압: 0.25 Pa · 0.25Pa at 20℃
굴절률: 20 · n20/D 1.505
인화점: 100 °C · 100°C
저장 조건: 2 · 2-8°C
용해도: 클로로포름(적게), 에틸아세테이트(약간)에 용해됨
물리적 상태: Liquid
색상: 무색~연황색
냄새: 100 %에서 · 100.00%에서. 플로랄 머게 워터리 그린 파우더리 커민
냄새 유형: 꽃향기
수용성: 33 mg/L · 33mg/L at 20℃
BRN: 880140 · 880140
Henry's Law Constant: 5.7 · 5.7×10-1 mol/(m3Pa) at 25℃, Dupeux et al. (2022)
주요 응용: 청소용품화장품음식 및 음료개인 위생 관리
화장품 원료 기능: 향기향수
InChI: 1S/C14H20O/c1-11(10-15)9-12-5-7-13(8-6-12)14(2,3)4/h5-8,10-11H,9H2,1-4H3
InChIKey: SDQFDHOLCGWZPU-UHFFFAOYSA-N
SMILES: [H]C(=O)C(C)Cc1ccc(cc1)C(C)(C)C
LogP: 4.2 at · 4.2 at 24℃
NIST: Lilial(80-54-6)
EPA: 4 · Benzenepropanal, 4-(1,1-dimethylethyl)-.alpha.-methyl- (80-54-6)

화학적 성질 · 1건

Lily aldehyde is a homolog of cyclamenaldehyde. The racemic compound is a colorless to slightly yellow liquid with a mild-floral odor, reminiscent of cyclamen and lily of the valley. The aldehyde is prepared by the same routes as cyclamenaldehyde. Other routes start from -methylcinnamaldehyde. -Methylcinnamaldehyde (from benzaldehyde and propionaldehyde) is hydrogenated to -methyldihydrocinnamic alcohol.The alcohol is alkylated with tert-butyl chloride or isobutene to 4-tert-butyl--methyldihydrocinnamic alcohol, which is subsequently dehydrogenated to the desired aldehyde. 4-tert-Butyl--methyldihydrocinnamaldehyde is more stable than cyclamenaldehyde and is a popular component of flower compositions, particularly lily of the valley and linden types, because of its mild, pleasant, blossomfragrance. It is used in a wide range of perfume types, but especially in soap and detergent perfumes.

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H360Fd: May damage fertility; Suspected of damaging the unborn child [Danger Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Danger

H302 (98.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P321, P330, P332+P317, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 6건

Chemical: Benzenepropanal, 4-(1,1-dimethylethyl)-.alpha.-methyl-

Hazard Traits - Reproductive Toxicity

Benzenepropanal, 4-(1,1-dimethylethyl)-.alpha.-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenepropanal, 4-(1,1-dimethylethyl)-.alpha.-methyl- 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: 09-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13572

Substance: 2-(4-tert-butylbenzyl)propionaldehyde

3-(4-tert-Butylphenyl)-2-methylpropanal: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Phenyl propanaldehydes

Hazard Classes and Categories · 5건

Acute Tox. 4 (98.7%)

Acute toxicity - category 4

Skin corrosion/irritation - Category 2

Flammable liquids - Category 4

Repr. 1B

안전 데이터

wgk: 2
tsca: TSCA listed
rtecs: MW4895000
ridadr: UN 3082 9/PG 3
HS 번호: 29121900
risk_code: 22-38-51/53-62-43
hazard_code: Xn,N
safety_code: 60-61-36/37
기존화학 물질: KE-11394
F 고인화성물질: 10
Hazard Classifications: Acute Tox. 4 OralAquatic Chronic 3Repr. 1BSkin Irrit. 2Skin Sens. 1
스토리지 클래스: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

화학 및 산업

용도 및 제조

U.S. Production2023: 1,000,000 - <2,500,000 lb

Consumer UsesFragrance

Industry UsesFragrance

IFRA Fragrance Standards · 6건

p-tert-Butyl-Î±-methylhydrocinnamic aldehyde (p-BMHCA)

Benzenepropanal, 4-(1,1-dimethylethyl)-alpha-methyl-; p-t-Bucinal; 2-(4-tert-Butylbenzyl)propionaldehyde; p-t-Butyl-alpha-methylhydrocinnamaldehyde; Butylphenyl methylpropional; alpha-Methyl-Ã-(p-t-butylphenyl)propionaldehyde; Lilestralis (commercial name); Lilial (commercial name); Lysmeral (commercial name)

IFRA_STD_015.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_Prohibition: This material should not be used as a fragrance ingredient

Household Products · 3건

Cosmetics product ingredient: 2-(4-tert-Butylbenzyl)propionaldehyde (Lilial; BUTYLPHENYL METHYLPROPIONAL)

Information on 377 consumer products that contain Butylphenyl Methylpropional in the following categories is provided:

Information on 2 consumer products that contain Butylphenyl methylpropional in the following categories is provided:

Use Classification · 3건

Fragrance Ingredients

Cosmetics -> Masking

Environmental transformation -> Pesticide transformation products (metabolite, successor)

응용 분야 · 2건

용도In addition to its applications in the perfume and aroma industry, lilial is used mainly for the synthesis of substituted 3-(4-tert-butylphenyl)-2-methylpropylamines, a new class of substances with fungicidal properties. These compounds are effective against mildew in barley and wheat.

일반 설명2-(4-tert-Butylbenzyl)propionaldehyde is categorized under the synthetic fragrance class of compounds widely utilized in consumer products such as perfumes, after shave lotions, cosmetics, etc.

제조 방법 · 1건

생산 방법Lily aldehyde is produced industrially almost solely by aldol condensation of 4-tert-butylbenzaldehyde and propionaldehyde to give 4-tert-butyl-α-methylcinnamaldehyde, which can be hydrogenated selectively on noble metal catalysts such as Pd, Rh, Pd – Pr2O3 on Al2O3, or on modified cobalt catalysts. The aldol condensation and the hydrogenation can be carried out in one step in the presence of a hydrogenation catalyst. The Friedel – Crafts reaction of 4-tertbutylbenzene with methacrolein or methacrolein diacetate proceeds in an analogous manner to the preparation of cyclamenaldehyde. Further possibilities are the Rh-catalyzed hydroformylation of 1-(4-tert-butylphenyl)-1- methoxypropene and subsequent partial hydrogenation, the palladium salt catalyzed reaction of 4-tert-butylphenylhalide with methallylalcohol, and the dehydrogenation of 3-(4-tert-butylphenyl)-2-methylpropanol on silver catalysts.