Encyclopedia / Pharmaceutical Intermediates / Organic Intermediate / Flavor & Fragrance Intermediates

Lily aldehyde

CAS：80-54-6
MW:204.30800
MF：C14H20O

Lily aldehyde (also known as lysmeral or Lilial) is a chemical compound commonly used as a perfume in cosmetic preparations and laundry powders1-3. It is fresh light green floral lily muguet lindenblossom aldehyde. Lilial is used in a wide variety of compositions where it confers a particularly recommended for floral notes such as muguet, linden-blossom and cyclamen2. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Lily aldehyde

1.2 Synonyms: 1-{[(4R,7S,10S,16S,19R)-19-AMINO-7-(2-AMINO-2-OXOETHYL)-10-(3-AMINO-3-OXOPROPYL)-13-[(2S)-BUTAN-2-YL]-20,20-DIMETHYL-16-(2-METHYLPROPYL)-6,9,12,15,18-PENTAOXO-1,2-DITHIA-5,8,11,14,17-PENTAAZACYCLOICOSAN-4-YL]CARBONYL}PROLYL-L-LEUCYLGLYCINAMIDE; 1-{[19-Amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-sec-butyl-16-isobutyl-20,20-dimethyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}prolylleucylglycina mide; 2-Methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal; 3-(4-tert-butylphenyl)-2-methylpropanal; 3-(4-tert-Butylphenyl)isobutyraldehyde (beta-); 4-(1,1-Dimethylethyl)-methylbenzenepropanal; 4-07-00-00802; 4-tert-butyl-alpha-methyl hydrocinnamic aldehyde; alpha-Methyl, beta-(p-tert-butylphenyl)propionaldehyde; Benzenepropanal, 4-(1,1-dimethylethyl)-α-methyl-; BUTYLPHENYL METHYLPROPIONAL; EINECS 201-289-8; Glycinamide, 1-[[19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-20,20-dimethyl-13-(1-methylpropyl)-16-(2-methylpropyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloeicos-4-yl]c arbonyl]prolylleucyl-; Lilial; Lilial Lilestralis; Lilial solution; MFCD00047655; Propionaldehyde, Β-(4-tert-butylphenyl)-α-methyl-; synthetic convallaria aldehyde; UNII-T7540GJV69; VHY1&1R DX1&1&1;

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1.3 CAS No.: 80-54-6

1.4 CID: 228987

1.5 EINECS: 201-289-8

1.6 Molecular Formula: C14H20O

1.7 Inchi: 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

1.8 InChkey: SDQFDHOLCGWZPU-UHFFFAOYSA-N

1.9 Canonical Smiles: CC(CC1=CC=C(C=C1)C(C)(C)C)C=O

1.10 Isomers Smiles: CC(CC1=CC=C(C=C1)C(C)(C)C)C=O

2. Properties

2.1 Appearance: Liquid

2.2 Chemical Properties: Lilial is a colorless to pale yellow liquid, as yet has not been found in nature. It has a higher stability than the homologous cyclamenaldehyde and therefore is used as scent in soaps.

2.3 Color/Form: Liquid

2.4 Contact Allergens: Lilial? is a synthetic compound listed as a fragranceallergen. Its presence is indicated on cosmetics withinthe EU. Lily aldehyde Preparation Products And Raw materials Preparation Products

2.5 Water Solubility: Insoluble

2.6 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Description

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-but

Liquid

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3.2 Methods of Manufacturing: The preparation method is to add phosphorus oxychloride to dimethylformamide (DMF) below 20°C, increase the temperature to 70-80°C, add 4-tert-butylpropiophenone dropwise, and then react at 70-80°C 5h, then treated with 30% sodium hydroxide below 70℃ to obtain 96% enal, which is hydrogenated and reduced under palladium/carbon catalysis to obtain the corresponding saturated aldehyde, namely 2-methyl-3- (4-tert-Butylphenyl) propionaldehyde.

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3.3 Produe Method: 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.

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3.4 Usage: 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.

4. Safety and Handling

4.1 Safety: Hazard Codes:Xn,N
Risk Statements:22-38-51/53
22:Harmful if swallowed
38:Irritating to the skin
51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements:60
60:This material and/or its container must be disposed of as hazardous waste
RIDADR:UN 3082 9/PG 3
WGK Germany:2

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4.2 Specification: Safety Statements:60
60:This material and/or its container must be disposed of as hazardous waste

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Skin sensitization, Category 1B

Reproductive toxicity, Category 2

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed H315 Causes skin irritation H317 May cause an allergic skin reaction H361 Suspected of damaging fertility or the unborn child H412 Harmful to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P272 Contaminated work clothing should not be allowed out of the workplace. P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P273 Avoid release to the environment.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P333+P313 If skin irritation or rash occurs: Get medical advice/attention. P308+P313 IF exposed or concerned: Get medical advice/ attention.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

Mass spectrum (electron ionization)

7. Synthesis Route

80-54-6Total: 15 Synthesis Route

939-97-9 127 Suppliers

80-54-6 87 Suppliers

84472-74-2

80-54-6 87 Suppliers

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8. Precursor and Product

precursor:

253185-03-4

939-97-9

3972-65-4

13586-68-0

513-42-8

180850-14-0

105328-68-5

84454-49-9

84472-74-2

product:

67306-03-0

56107-04-1

9. Computed Properties

Molecular Weight：204.30800g/mol
Molecular Formula：C₁₄H₂₀O
Compound Is Canonicalized：True
Exact Mass：3.9
XLogP3-AA：204.151415257
Monoisotopic Mass：204.151415257
Complexity：194
Rotatable Bond Count：4
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：1
Topological Polar Surface Area：17.1
Heavy Atom Count：：15
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：1
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADceBwIAAAAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAGgAAAAAADwCgmAIyAIAAAACIAihSgAACAAAgAAAIiAEAAIgIIDKAERCAIAAggAAIiAcIiMCPwAAAAAAAAACAAAAAAAAAAAAAAAAAAA==

10.Other Information

Storage Conditions: The preparation method is to add phosphorus oxychloride to dimethylformamide (DMF) below 20°C, increase the temperature to 70-80°C, add 4-tert-butylpropiophenone dropwise, and then react at 70-80°C 5h, then treated with 30% sodium hydroxide below 70℃ to obtain 96% enal, which is hydrogenated and reduced under palladium/carbon catalysis to obtain the corresponding saturated aldehyde, namely 2-methyl-3- (4-tert-Butylphenyl) propionaldehyde.

View all

Mesh Entry Terms: 4-tert-butyl-alpha-methylhydrocinnamaldehyde

Production: 1,000,000 - 10,000,000 lb

Manufacturing Info: All other chemical product and preparation manufacturing|Benzenepropanal, 4-(1,1-dimethylethyl)-.alpha.-methyl-: ACTIVE

Use Classification: Cosmetics -> Masking|Environmental transformation -> Pesticide transformation products (metabolite, successor)

11. Toltal 76 Suppliers View more

Hebei Yanxi Chemical Co.,Ltd

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Tel: Update Time:2024/11/14

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Hebei Crovell Biotech Co. Ltd

^1YR

Tel: Update Time:2024/11/15

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Baoji Guokang Healthchem co.,ltd

^1YR

Tel: Update Time:2024/11/15

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Factory Supply Lilial CAS 80-54-6 with fast express shipping

Tianjin Furun Tongda International Trade Co., LTD

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Tel: Update Time:2024/11/15

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Factory Supply 2-(4-tert-butylbenzyl)propionaldehyde

Amitychem Corporation

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Tel: Update Time:2023/06/28

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12. Related Questions

: Alcuni prodotti per l’igiene personale contengono Lilial, dovremmo preoccuparci della sua presenza come cancerogeno nella nostra vita quotidiana?Migliaia di prodotti, tra cui bagnoschiuma, shampoo, doccia schiuma, deodoranti e profumi, contengono una sostanza chiamata "Lilial", che è stata classificata come "reprotossica" d..; What are the effects and benefits of Lily aldehyde?Lily aldehyde is a colorless and transparent liquid that can dissolve in ethanol and oil, but not in water. It emits a sweet and refreshing lily fragrance and has minimal irritation to the skin. It is..; Why is Lily Aldehyde the Preferred Choice for Perfumes?Lily of the Valley, scientifically known as Convallaria Majalis, is a perennial flower that belongs to the lily family. In France, it is also known as muguet. For many years, perfumers have found it c..; How to prepare and apply Lily aldehyde?Background and overview[1] Lily aldehyde (p?tert.?butyl?α?methylhydrocinamicaldehyde, abbreviation: lilial) is one of the most produced varieties of synthetic spices. It is liquid under normal c..

13. Realated Product Infomation