79060-23-4

Basic information

• Product Name: (S)-4,5-ISOPROPYLIDENE-2-PENTENOL
• Synonyms: (S)-4,5-ISOPROPYLIDENE-2-PENTENOL
• CAS NO: 79060-23-4
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19
• Mol File: 79060-23-4.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 242.1°C at 760 mmHg
• Flash Point: 116°C
• Appearance: /
• Density: 1.109g/cm³
• Vapor Pressure: 0.00593mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: (S)-4,5-ISOPROPYLIDENE-2-PENTENOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4,5-ISOPROPYLIDENE-2-PENTENOL(79060-23-4)
• EPA Substance Registry System: (S)-4,5-ISOPROPYLIDENE-2-PENTENOL(79060-23-4)

Safety Data

• Hazardous Substances Data: 79060-23-4(Hazardous Substances Data)

Usage

General Description

(S)-4,5-ISOPROPYLIDENE-2-PENTENOL is a chemical compound also known as dihydrocarvone. It is a colorless liquid with a strong peppermint and caraway odor. (S)-4,5-ISOPROPYLIDENE-2-PENTENOL is commonly used as a flavoring agent in the food and beverage industry, particularly in the production of mint, caraway, and spearmint flavors. It is also used as a fragrance in toiletries and cosmetics. Additionally, (S)-4,5-ISOPROPYLIDENE-2-PENTENOL has applications in the pharmaceutical industry, where it is used as a building block for the synthesis of various pharmaceutical compounds. Overall, this chemical compound has a range of industrial applications, primarily in the flavor and fragrance industry, as well as in pharmaceutical synthesis.

InChI:InChI=1/C8H14O3/c1-8(2)10-6-7(11-8)4-3-5-9/h3-4,7,9H,5-6H2,1-2H3/b4-3+/t7-/m0/s1

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 102355-63-5 5,6-O-isopropylidene-D-mannono-1,4-lactone 
• 36326-38-2 3-<(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>prop-2-enoic acid ethyl ester 
• 91926-90-8 ethyl (Z)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 4757-80-6 (S,E)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde 
• 64520-58-7 ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 81703-93-7 methyl (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate 

Downstream Products

• 122410-16-6 (4S)-2,2-dimethyl-4-<(E)-3-(phenylthiomethoxy)-1-propenyl>-1,3-dioxolane 
• 81703-94-8 methyl (2Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate 
• 794527-75-6 (E)-5-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methylene-pent-4-enenitrile 
• 794527-76-7 (E)-(S)-5-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methylene-pent-4-enenitrile 
• 794527-77-8 2-{(R)-[(2S,3S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-hydroxy-methyl}-acrylonitrile 
• 794527-77-8 2-{(S)-[(2S,3S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-hydroxy-methyl}-acrylonitrile 
• 1082605-56-8 (3S,3'R,4'S)-1-benzyl-3-(4,5-dihydroxypent-1-en-3-yl)pyrrolidine-2-thione 
• 1082605-47-7 (3S,1′R,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]pyrrolidine-2-thione 
• 1082605-53-5 C₁₆H₂₁NO₂S 
• 1082605-51-3 (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione 
• 1082605-49-9 (3R,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)-allyl]pyrrolidine-2-thione 

Relevant articles and documents

5-Formyl- and 5-Carboxydeoxycytidines Do Not Cause Accumulation of Harmful Repair Intermediates in Stem Cells

5-Formyl-dC (fdC) and 5-carboxy-dC (cadC) are newly discovered bases in the mammalian genome that are supposed to be substrates for base excision repair (BER) in the framework of active demethylation. The bases are recognized by the monofunctional thymine DNA glycosylase (Tdg), which cleaves the glycosidic bond of the bases to give potentially harmful abasic sites (AP-sites). Because of the turnover of fdC and cadC during cell state transitions, it is an open question to what extent such harmful AP-sites may accumulate during these processes. Here, we report the development of a new reagent that in combination with mass spectrometry (MS) allows us to quantify the levels of AP-sites. This combination also allowed the quantification of β-elimination (βE) products, which are repair intermediates of bifunctional DNA glycosylases. In combination with feeding of isotopically labeled nucleosides, we were able to trace the intermediates back to their original nucleobases. We show that, while the steady-state levels of fdC and cadC are substantially increased in Tdg-deficient cells, those of both AP- and βE-sites are unaltered. The levels of the detected BER intermediates are 1 and 2 orders of magnitude lower than those of cadC and fdC, respectively. Thus, neither the presence of fdC nor that of cadC in stem cells leads to the accumulation of harmful AP- and βE-site intermediates.

Stereoselective formal synthesis of (-)-fumagillol

A formal synthesis of fumagillol, a congener of fumagillin that possesses varied biological activity, is disclosed. Initial attempts at preparing an allylic sulfide via an α-chloro sulfide met with failure. The successful route involves a carbonyl-ene reaction, one-pot stannyl cupration, methylation of resulting alkenyl copper and further Stille-coupling of the alkenyl stannane as the key steps.

A simple and efficient stereoselective synthesis of (-)-cleistenolide

A simple and straightforward stereoselective synthesis of α,β-unsaturated δ-lactone, (-)-cleistenolide has been accomplished in 10 steps in an overall yield of 19%, starting from inexpensive and commercially available starting materials, respectively. This linear synthesis utilizes Sharpless asymmetric dihydroxylation, sulfur ylide mediated epoxide opening followed by ring-closing metathesis (RCM) for the formation of six-membered lactone ring as the key step sequence.