522-09-8

Basic information

• Product Name: diisoeugenol
• Synonyms: NSC 16745
• CAS NO: 522-09-8
• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.4
• Mol File: 522-09-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 179-180℃
• Boiling Point: 476.6°Cat760mmHg
• Flash Point: 242°C
• Appearance: /
• Density: 1.151
• Vapor Pressure: 1.05E-09mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: diisoeugenol(CAS DataBase Reference)
• NIST Chemistry Reference: diisoeugenol(522-09-8)
• EPA Substance Registry System: diisoeugenol(522-09-8)

Safety Data

• Hazardous Substances Data: 522-09-8(Hazardous Substances Data)

Usage

General Description

Diisoeugenol is a chemical compound that belongs to the class of phenylpropanoids, and it is found naturally in certain plants, including ylang-ylang, bay leaf, and nutmeg. It is often used as a fragrance ingredient in perfumes, soaps, and other personal care products due to its sweet, spicy, and floral aroma. Additionally, diisoeugenol has been studied for its potential antimicrobial, antioxidant, and anti-inflammatory properties, making it a valuable ingredient in the pharmaceutical and food industries. However, it is important to note that diisoeugenol can cause skin irritation and allergy in some individuals, so it is recommended to use it with caution and under professional guidance.

InChI:InChI=1/C20H24O4/c1-5-13-11(2)20(12-6-7-16(21)18(8-12)23-3)15-9-17(22)19(24-4)10-14(13)15/h6-11,13,20-22H,5H2,1-4H3

Upstream product

• 97-54-1 2-methoxy-4-propenylphenol 
• 121-33-5 vanillin 
• 898546-99-1 (S)-4-benzyl-3-((2R,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-methylpropanoyl)oxazolidin-2-one 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 

Downstream Products

• 15224-73-4 (+/-)-5-acetoxy-3c-(4-acetoxy-3-methoxy-phenyl)-1r-ethyl-6-methoxy-2t-methyl-indan 
• 4483-47-0 1β-ethyl-5,6-dimethoxy-3α-(3',4'-dimethoxyphenyl)-2β-methylindane 
• 102898-11-3 (+/-)-5-ethoxy-3t-(4-ethoxy-3-methoxy-phenyl)-1r-ethyl-6-methoxy-2c-methyl-indan 
• 102898-11-3 (+/-)-5-ethoxy-3c-(4-ethoxy-3-methoxy-phenyl)-1r-ethyl-6-methoxy-2t-methyl-indan 
• 4483-47-0 1-(3,4-dimethoxy-phenyl)-3-ethyl-5,6-dimethoxy-2-methyl-indane 
• 4483-47-0 (1S,2S,3S)-1-ethyl-5,6-dimethoxy-3-(3,4-dimethoxyphenyl)-2-methylindane 

Relevant articles and documents

Inhibition of platelet thromboxane formation and phosphoinositides breakdown by diisoeugenol

Diisoeugenol inhibited the platelet aggregation and ATP release of rabbit platelets caused by ADP, arachidonic acid, platelet-activating factor (PAF), collagen and thrombin. Prolongation of the incubation time of platelets with diisoeugenol did not cause

Stereocontrolled syntheses of (-)- And (+)-γ-diisoeugenol along with optically active eight stereoisomers of 7,8′-epoxy-8,7′-neolignan

It was shown that reduction of the tertiary benzylic hydroxy group of (2R,3S,4R,5S)-3,5-bis(4-benzyloxy-3-methoxyphenyl)-2,4-dimethyltetrahydro-3-furanol 17 followed by the intramolecular Friedel-Crafts reaction gave exclusively indane with (7S,7′S,8R,8′R)-2,7′-cyclo-7,8′-neolignan structure 18 along with (7S,7′R,8S,8′R)-7,8′-epoxy-8,7′-neolignan structure 19. Indane 18 was converted to (-)-γ-diisoeugenol ((-)-4). On the other hand, (2S,3R,4R,5S)-3,5-bis(4-benzyloxy-3-methoxyphenyl)-2,4-dimethyltetrahydro-3-furanol 22 did not afford indane, but the tetrahydrofuran structure with (7S,7′S,8S,8′S)-7,8′-epoxy-8,7′-neolignan structure 23 and 7′-epi-23.

holds the non-rope to divide method for the preparation of intermediates

The invention relates to a preparation method of a tofisopam intermediate 3-[2-(3,4-dimethoxy benzoic acyl)-4,5-dimethoxyphenyl]-penta-2-ketone, and belongs to the technical field of pharmaceutical synthesis. The method comprises the following step: carrying out reaction on 1-(3,4-dimethoxy-phenyl)-3-ethyl-5,6-dimethoxy-2-methyl-indan as an initial material, copper compounds as catalysts, and hydrogen peroxide as an oxidant under an acid condition, so as to prepare the tofisopam intermediate 3-[2-(3,4-dimethoxy benzoic acyl)-4,5-dimethoxyphenyl]-penta-2-ketone. According to the preparation method, the content of heavy metals in the wastewater is greatly lowered, chromium compounds with carcinogenesis are avoided, the production capacity of tofisopam is released, and the environment is protected.