23068-91-9

Basic information

• Product Name: METHYL 5,5-DIMETHOXYVALERATE
• Synonyms: METHYL 5,5-DIMETHOXYVALERATE;Methyl 5,5-dimethoxypentanoate
• CAS NO: 23068-91-9
• Molecular Formula: C₈H₁₆O₄
• Molecular Weight: 176.21
• Product Categories: C8 to C9;Carbonyl Compounds;Esters
• Mol File: 23068-91-9.mol

Chemical Properties

• Boiling Point: 70-72 °C2 mm Hg(lit.)
• Flash Point: 145 °F
• Appearance: /
• Density: 1.012 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.38mmHg at 25°C
• Refractive Index: n20/D 1.422(lit.)
• CAS DataBase Reference: METHYL 5,5-DIMETHOXYVALERATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 5,5-DIMETHOXYVALERATE(23068-91-9)
• EPA Substance Registry System: METHYL 5,5-DIMETHOXYVALERATE(23068-91-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 23068-91-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 5,5-DIMETHOXYVALERATE is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its ability to participate in the synthesis of complex molecules makes it a valuable asset in the development of new drugs and therapies.
Used in Chemical Synthesis:
METHYL 5,5-DIMETHOXYVALERATE is used as a key component in the synthesis of seven-membered carbocycles. These carbocycles are important structural elements in many organic compounds and have a wide range of applications in various industries.
Used in Organic Chemistry Research:
METHYL 5,5-DIMETHOXYVALERATE is used as a research tool in organic chemistry, particularly in the study of ester reactions and the synthesis of complex organic molecules. Its unique properties make it an interesting subject for scientific investigation.
Used in the Synthesis of 5-(phenylamino)-4-(phenylimino)methyl)-4-pentenoic acid derivatives:
METHYL 5,5-DIMETHOXYVALERATE is used as a starting material in the synthesis of 5-(phenylamino)-4-(phenylimino)methyl)-4-pentenoic acid derivatives. These derivatives have potential applications in various fields, including pharmaceuticals and materials science.
Used in the Synthesis of 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphatidylcholine:
METHYL 5,5-DIMETHOXYVALERATE is used as a reactant in the synthesis of 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphatidylcholine, a complex lipid molecule with potential applications in the study of cellular membranes and related biological processes.

InChI:InChI=1/C8H16O4/c1-10-7(9)5-4-6-8(11-2)12-3/h8H,4-6H2,1-3H3

Upstream product

• 67-56-1 methanol 
• 6838-66-0 1,2-bis((trimethylsilyl)oxy)cyclopent-1-ene 
• 694-28-0 2-chlorocyclopentanone 
• 69381-32-4 2-iodocyclopentanone 
• 930-68-7 cyclohexenone 
• 1056246-36-6 2-bromocyclopentanone 
• 120-92-3 cyclopentanone 
• 86290-14-4 2,2-dimethoxy-3,4-dihydropyrane 
• 53744-52-8 dimethyl 2-(3,3-dimethoxypropyl)-1,3-propanedioate 
• 6026-86-4 methyl 4-formylbutanoate 
• 72473-15-5 formyl-4 methoxycarbonyl-2 butanoate de methyle 
• 14273-92-8 methyl 5-hydroxypentanoate 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 142-29-0 cyclopentene 

Downstream Products

• 80718-98-5 N-<1-(6-bromo-3,4-dimethoxyphenyl)but-3-en-1-yl>-5,5-dimethoxypentanamide 
• 80696-85-1 N-<1-(3,4-dimethoxy-6-iodophenyl)but-3-en-1-yl>-5,5-dimethoxypentanamide 
• 97974-65-7 N-<1-(3-iodo-4-methoxyphenyl)but-3-en-1-yl>-5,5-dimethoxypentanamide 
• 1065330-01-9 N-[(2,4-dichlorophenyl)methyl]-1-ethyl-6-oxo-2-piperidinecarboxamide 
• 1065330-02-0 N-[(2,4-dichlorophenyl)methyl]-1-methyl-6-oxo-2-piperidinecarboxamide 
• 1420217-72-6 C₁₈H₁₈N₂O₂*ClH 
• 1395046-19-1 benzyl 5,5-dimethoxypentanoate 
• 1373920-45-6 (E)-N-((E)-4-carboxy-2-((phenylamino)methylene)butylidene)benzenaminium chloride 
• 1335283-64-1 (4E)-5-(phenylamino)-4-((phenylimino)methyl)pent-4-enoic acid hydrochloride 
• 1226578-56-8 C₂₀H₁₈N₂O₆*ClH 
• 4175-88-6 5,5-dimethoxypentanamine 
• 80696-89-5 rel-(2S,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one 
• 80696-87-3 rel-(2R,4S,10R)-4-(3,4-dimethoxy-6-iodophenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one 
• 80696-88-4 rel-(2S,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-2-(formyloxy)octahydro-4H-quinolizin-6-one 

Relevant articles and documents

OZONOLYTIC CLEAVAGE OF CYCLOALKENES TO TERMINALLY DIFFERENTIATED PRODUCTS

Conditions are reported which convert cycloalkenes to terminally differentiated product through the intermediacy of α-alkoxy hydroperoxides.

MECHANISTIC AND SYNTHETIC ASPECTS OF THE ACID-CATALYSED HYDROLYSIS OF 2,2-DIMETHOXY-3,4-DIHYDROPYRANS INTO 3,4-DIHYDRO-α-PYRONES AND δ-KETO ESTERS

Acid-catalysed hydrolysis of 2,2-dimethoxy-3,4-dihydropyrans (1) yields mixtures of δ-keto esters (2) and 3,4-dihydro-α-pyrones (3).The amount of 3 increases with increasing alkyl substitution in the 3-, 5- and 6-position of 1 and when the hydrolysis is carried out in a two-phases system of water/dichloromethane.It is shown that 3 is formed directly from 1 whereas 2 is formed directly from 1 and by methanolysis of 3.The mechanistic and synthetic aspects of these hydrolysis reactions are discussed.

Ozonolysis of 3-caren-5-one

Cleavage by ozonolysis of a cyclic unsaturated ketone, 3-caren-5-one, was investigated under different conditions. The main reaction product is ketocaronic acid. A scheme of ketocaronic acid formation was suggested basing on kinetics of ozone reaction with 3-caren-5-one and thermal decomposition of peroxides.

Oxidation of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate in alcohols and acetic acid

The reaction of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate (CS) in alcohols and acetic acid gave the corresponding alkyl esters of oxo acids (80-96%) and oxo acids (78-96%), respectively, by oxidative cleavage of the C(R).C=O bond. In the case of 2-iodocycloalkanones in methanol, the dimethyl ester was obtained in good yield. A treatment of 5α-cholestan-3-one with CS in methanol produced 2-acetal 3-ester of 2,3-seco derivative in good yield. The effects of cerium(IV) and copper(II) salts are also discussed.

Dehydrooligopeptides. XVI. Convenient syntheses of two kinds of antrimycins Av and Dv containing dehydrovaline residues

Eight kinds of peptide antibiotics, antrimycins (1), consist of four sorts of unusual α-amino acids, that is, hydroxymethylserine, (2S,3S)-2,3-diaminobutanoic acid, (S)-2,3,4,5-tetrahydro-3-pyridazinecarboxylic acid, and dehydrovaline (ΔVal) or (E)-dehydr

Useful Syntheses of (3S)-2,3,4,5-Tetrahydropyridazine-3-carboxylic Acid and Its Dehydrotetrapeptide Derivatives

The stereoselective synthesis of (3S)-2,3,4,5-tetrahydropyridazine-3-carboxylic acid (Pya), which is a cyclic α-amino acid at center of antrimycins (1), was successful.Moreover, the synthesis of the C-terminal dehydrotetrapeptide of 1 containing Pya residue at N-terminus is described.

Ozonolysis of Symmetrically 1,2-Disubstituted Ethylenes in HCl/Methanol Solutions: Acid Catalyzed Reactions of Primary Cleavage Products

The ozonolysis of olefins in 1 M anhydrous solutions of hydrogen chloride in methanol at /= 0 deg C was investigated.Upon warm-up of the ozonolysis products, the peroxidic primary fragmentation products were converted into non peroxidic end-products by HCl-catalyzed reactions.Cyclopentene (1a) and cyclohexene (1b), e.g., afforded mixtures of the corresponding α,ω-dialdehydebis(dimethyl acetals) (8), dimethyl α,ω-dicarboxylates (9), and methyl ω-aldehyde dimethyl acetal carboxylates (10).Norbornene (1c) gave a mixture of the correspondingly substituted 1,3-cyclopentane compounds (8c - 10c), phenanthrene (22) gave a mixture of methyl 2'-formyl-2-biphenylcarboxylate (24a), 2,2'-biphenyldicarbaldehyde (24b), and dimethyl 2,2'-biphenyldicarboxylate (24c).A reaction scheme was advanced for the rationalization of the types and the distribution of the products.It was partly substantiated by model reactions.