Lilial (HCID 228987)

名称と識別子

優先名称: Lilial
IUPAC: 3-(4-tert-butylphenyl)-2-methylpropanal
現地名: 3-(4-tert-ブチルフェニル)イソブチルアルデヒド
英語名: Lily aldehyde
分子式: C14H20O
分子量: 204.31

名称と別名

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

名称をさらに表示

3-(4-tert-ブチルフェニル)イソブチルアルデヒド4-tert-ブチル-α-メチルベンゼンプロパナール2-メチル-3-(4-tert-ブチルフェニル)プロパナールp-tert-ブチル-α-メチルベンゼンプロピオンアルデヒドα-メチル-4-tert-ブチルベンゼンプロパナールp-tert-ブチル-α-メチルベンゼンプロパナール4-(1,1-ジメチルエチル)-α-メチルベンゼンプロパナールリリアールp-tert-ブチル-α-メチルヒドロシンナムアルデヒド2-メチル-3-[4-(1,1-ジメチルエチル)フェニル]プロピオンアルデヒドリリアルデヒドリリーアルデヒド2-メチル-3-(4-tert-ブチルフェニル)プロピオンアルデヒドリリ-アルデヒドp-t-ブチルーα-メチルヒドロシンナミックアルデヒド３（４ｔｅｒｔブチルフェニル）２メチルプロピオンアルデヒド3-(4-tert-ブチルフェニル)-2-メチルプロピオンアルデヒド4-tert-ブチル-α-メチルヒドロシンナムアルデヒド3-（4-tert-ブチルフェニル）-2-メチルプロパナールブチルフェニルメチルプロピオナールLYSMERALLillialLilialdehydesynthetic 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

データベース識別子

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

物性

構造計算による物性

XLogP: 3.9
極性表面積: 17.1 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 4
重原子数: 15
形式電荷: 0
複雑度: 194

実験および物理化学的性質

Cosmetics · 2 件

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

Masking

Fragrances · 3 件

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

物理化学的性質

融点: 106 · 106-109 °C
沸点: 150 °C · 150°C 10mm
比重(密度): 0.946 g/mL · 0.946 g/mL at 20 °C(lit.)
蒸気圧: 0.25 Pa · 0.25Pa at 20℃
屈折率: 20 · n20/D 1.505
闪点: 100 °C · 100°C
貯蔵温度: 2 · 2-8°C
溶解性: Chloroform (Sparingly), Ethyl Acetate (Slightly)
外見: Liquid
色: Colorless to Light yellow
臭い (Odor): 100 %で。フローラル · 100.00%で。フローラルミュゲウォータリーグリーンパウダリークミン
においのタイプ: 花柄
水溶解度: 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)
主な用途: 洗浄剤化粧品食品および飲料パーソナルケア
化粧品成分の機能: 香料香料
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℃
CAS データベース: 80 · 80-54-6(CAS DataBase Reference)
NISTの化学物質情報: Lilial(80-54-6)
EPAの化学物質情報: 4 · Benzenepropanal, 4-(1,1-dimethylethyl)-.alpha.-methyl- (80-54-6)

化学的性質 · 1 件

化学的特性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.

安全と法規制

GHS分類

GHS Classification · 6 件

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)

危険有害性情報

Regulatory Information · 6 件

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 · 5 件

Acute Tox. 4 (98.7%)

Acute toxicity - category 4

Skin corrosion/irritation - Category 2

Flammable liquids - Category 4

Repr. 1B

安全データ

F: 10
wgk: 2
tsca: TSCA listed
rtecs: MW4895000
ridadr: UN 3082 9/PG 3
hs_code: 29121900
risk_code: 22-38-51/53-62-43
化審法: (3)-2667 優先評価化学物質
消防法: 危-4-3-III
hazard_code: Xn,N
safety_code: 60-61-36/37
Hazard Classifications: Acute Tox. 4 OralAquatic Chronic 3Repr. 1BSkin Irrit. 2Skin Sens. 1
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

用途と製造

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

Consumer UsesFragrance

Industry UsesFragrance

IFRA Fragrance Standards · 6 件

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 · 3 件

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 · 3 件

Fragrance Ingredients

Cosmetics -> Masking

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

応用分野 · 3 件

用途スズラン系調合香料、セッケン洗剤用香料

使用In 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.

一般的な説明2-(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.

調製方法 · 1 件

Lily 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.