5458-77-5

Basic information

• Product Name: undec-10-enehydrazide
• Synonyms: undec-10-enehydrazide;undec-10-enohydrazide(SALTDATA: FREE);10-undecenohydrazide
• CAS NO: 5458-77-5
• Molecular Formula: C₁₁H₂₂N₂O
• Molecular Weight: 198.31
• Mol File: 5458-77-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 357.6°Cat760mmHg
• Flash Point: 170.1°C
• Appearance: /
• Density: 0.923g/cm³
• Vapor Pressure: 2.69E-05mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: undec-10-enehydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: undec-10-enehydrazide(5458-77-5)
• EPA Substance Registry System: undec-10-enehydrazide(5458-77-5)

Safety Data

• Hazardous Substances Data: 5458-77-5(Hazardous Substances Data)

Usage

General Description

Undec-10-enehydrazide, also known as undecylenic hydrazide, is an organic chemical compound with the molecular formula C11H22N2O. It is a type of hydrazide, which is a class of organic compounds containing the functional group -C(O)NHNH2. Undec-10-enehydrazide is commonly used as a chemical intermediate in the production of various other compounds, including pesticides, pharmaceuticals, and polymers. It has also been investigated for its potential antifungal and antibacterial properties, making it useful in the development of agricultural and healthcare products. Undec-10-enehydrazide may also be used as a crosslinking agent in the synthesis of polymers and as a corrosion inhibitor in metalworking fluids. Overall, undec-10-enehydrazide has a variety of industrial and research applications due to its versatile chemical properties.

InChI:InChI=1/C11H22N2O/c1-2-3-4-5-6-7-8-9-10-11(14)13-12/h2H,1,3-10,12H2,(H,13,14)

Upstream product

• 112-38-9 10-undecenoic acid 
• 111-81-9 Methyl 10-undecenoate 
• 38460-95-6 undec-10-enoyl chloride 
• 133641-66-4 4-undec-10-enoyloxybenzoic acid 

Downstream Products

• 111-81-9 Methyl 10-undecenoate 
• 1415230-16-8 3-(undec-10-enylamido)-2-[4-chlorophenyl]-4-thiazolidinone 
• 1415230-20-4 3-(undec-10-enylamido)-2-[4-chlorophenyl]-5-methyl-4-thiazolidinone 
• 201742-46-3 C₁₈H₂₅ClN₂O 
• 1227737-27-0 C₁₈H₂₄N₂O 
• 364612-57-7 1-(undec-10-enoyl)-4-phenylsemicarbazide 
• 1107003-57-5 3-phenyl-5-(dec-9-enyl)-1H-1,2,4-triazole 
• 1107003-66-6 3-(4'-hydroxyphenyl)-5-(dec-9-enyl)-1H-1,2,4-triazole 
• 1107003-74-6 3-(4',5'-dihydroxyphenyl)-5-(dec-9-enyl)-1H-1,2,4-triazole 
• 97432-52-5 Undecen-(10)-aldehyd-<4-(4-nitro-benzolazo)-benzoylhydrazon> 
• 848890-82-4 Undec-10-enoic acid [1-(3-nitro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 73335-20-3 Undec-10-eneselenoic acid Se-phenyl ester 
• 112-45-8 10-Undecenal 
• 107923-57-9 4-(4-bromo-phenyl)-1-undec-10-enoyl semicarbazide 

Relevant articles and documents

Synthesis of silica-bound amylose by phosphorolytic elongation of immobilised maltoheptaosyl hydrazides

Maltoheptaoside-alkoxysilane anchor molecules were synthesised by fusing aliphatic ω-Si(OEt3) hydrazide linkers with maltoheptaose. After immobilisation of the primers on porous silica, support-bound amylose was synthesised by phosphorolytic synthesis. The hydrazone linkage as a pre-formed cleavage site allowed removal and subsequent characterisation of immobilised amylose, which showed a broad molecular weight distribution. Under HPLC conditions, amylose assumed a non-helical conformation, making surface interactions and not complexation the primary separation mechanism.

Improved protocol toward 1,3,4-oxadiazole-2(3H)-thiones and scale-up synthesis in the presence of SDS as a micelle promoted catalyst

Convenient procedure for in situ cyclization of hydrazinecarbodithioate potassium salts to 1,3,4-oxadiazole-2(3H)-thiones under normal phase micellar media catalysis promoted by sodium dodecyl sulfate (SDS) as an anionic surfactant is reported. The main advantage of this procedure is to provide shorter reaction time for the completion of cyclization; scale-up synthesis is possible and the oxadiazoles were obtained in high to excellent yields (87-100%), making the protocol an attractive alternative to the available methods.

Synthesis, stereochemistry and biological activity of some novel long alkyl chain substituted thiazolidin-4-ones and thiazan-4-one from 10-undecenoic acid hydrazide

The synthesis of four novel compounds, (i) [(11-{[2-(3-nitrophenyl)-4-oxo- 1,3-thiazolidin-3-yl]amino}-11-oxoundecyl)sulfanyl]acetic acid (4), (ii) N-[5-methyl-2-(3-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]undec-10-enamide (5), (iii) 2-[(11-{[5-methyl-2-(3-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]amino}-11- oxoundecyl)sulfanyl]propanoic acid (6) and (iv) 3-[(11-{[2-(3-nitrophenyl)-4- oxo-1,3-thiazinan-3-yl]amino}-11-oxoundecenyl) sulfanyl]propanoic acid (8) from 10-undecenoic acid hydrazide (1) via m-nitrobenzaldehyde-10-undecenohydrazone (2) using mercaptoacetic acid in (i), 2-mercaptopropionic acid in (ii and iii) and 3-mercaptopropionic acid in (iv) is described. The uncyclized products, ({11-[(2E)-2-(3-nitrobenzylidene)hydrazino]-11-oxo-undecyl}sulfanyl)acetic acid (3) and 3-({11-[(2E)-2-(3-nitrobenzylidene)hydrazino]-11-oxoundecyl}sulfanyl) propanoic acid (7) are also obtained in (i) and (iv), respectively. The hydrazones (2), (3) and (7) exist in two conformers as synperiplanar and antiperiplanar. Structural assignment, stereochemistry and biological assays are discussed.