5414-21-1

Basic information

• Product Name: 5-BROMOVALERONITRILE
• Synonyms: 5-Bromovaleronitrile,95%;5-BroMovaleronitrile, 95% 1GR;5-BROMOVALERONITRILE FOR SYNTHESIS;1-Cyano-4-bromobutane;4-Cyanobutyl bromide;5-BroMovaleronitile;5-Bromovaleronitrile 98%;Valeronitrile, 5-bromo-
• CAS NO: 5414-21-1
• Molecular Formula: C₅H₈BrN
• Molecular Weight: 162.03
• EINECS: 226-505-8
• Product Categories: Cyanides/Nitriles;Nitrogen Compounds;NULL;C1 to C5
• Mol File: 5414-21-1.mol

Chemical Properties

• Boiling Point: 110-111 °C (12 mmHg)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.388 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.037mmHg at 25°C
• Refractive Index: n20/D 1.478(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: Slightly soluble in water (4.1 g/L at 25°C).
• BRN: 1742080
• CAS DataBase Reference: 5-BROMOVALERONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMOVALERONITRILE(5414-21-1)
• EPA Substance Registry System: 5-BROMOVALERONITRILE(5414-21-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3276 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 5414-21-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
5-Bromovaleronitrile is used as a reactant for the production of 5-Bromo-pentanoic acid, which is an important intermediate in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
5-Bromovaleronitrile is used as a key intermediate in the synthesis of benzyl(methyl)amino)pentanenitrile, which is utilized in the production of N-methylcadaverine, a compound with potential applications in the pharmaceutical industry.
Used in Chemical Research:
5-Bromovaleronitrile is employed in the preparation of 1-cyanobutyl-3-alkylbenzimidazolium bromide salt by reacting with various N-alkylbenzimidazoles. This salt has potential applications in chemical research and development.
Used in Organic Synthesis:
5-Bromovaleronitrile is used in the synthesis of tridecanenitrile through a Ni-catalyzed cross-coupling reaction with dioctylzinc in the presence of tetraene and MgBr2. Tridecanenitrile can be further utilized in the production of various organic compounds and materials.

InChI:InChI=1/C5H8BrN/c6-4-2-1-3-5-7/h1-4H2

Upstream product

• 61862-52-0 5-hydroxy pentanal oxime 
• 123-91-1 1,4-dioxane 
• 109-64-8 1,3-dibromo-propane 
• 75-05-8 acetonitrile 
• 60-29-7 diethyl ether 
• 110-52-1 1,4-dibromo-butane 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 

Downstream Products

• 5454-83-1 5-bromovaleric acid methyl ester 
• 101260-30-4 5-[4-(2-chloro-phenyl)-piperazino]-pentylamine 
• 59121-25-4 5-(methylsulfanyl)pentanenitrile 
• 15102-28-0 5-(1,3-dioxoisoindolin-2-yl)pentanenitrile 
• 15295-69-9 hept-6-ynenitrile 
• 57050-07-4 2-phenyl-3,4,5,6-tetrahydropyridine 
• 2067-33-6 5-bromopentanoic acid 
• 52605-46-6 5-[4-(2-propylmercapto-phenyl)-piperazino]-pentylamine 
• 89600-73-7 Thiocarbamidsaeure-S-<4-cyan-butylester> 
• 3209-45-8 5-(dimethylamino)-pentanenitrile 
• 37094-78-3 benzyl 4-cyanobutyl sulfide 
• 7743-27-3 (4-cyanobutyl)triphenylphosphonium bromide 
• 29304-29-8 2-Phenyl-6-cyanohexaldehyd 
• 2243-27-8 nonanonitrile 

Relevant articles and documents

Synthetic Studies on d-Biotin, Part 6:1 An Expeditious and Enantiocontrolled Approach to the Total Synthesis of d-Biotin via a Polymer-Supported Chiral Oxazaborolidine-Catalyzed Reduction of meso-Cyclic Imide Strategy

An efficient and highly enantioselective synthesis of d-biotin from the known cis-1,3-dibenzyl-2-imidazolidone-4,5-dicarboxylic acid (5) was accomplished in 48% overall yield. The key reactions in the sequence involve the catalytic enantioselective reduction of meso-cyclic imide 6 using polymer-supported chiral oxazoborolidine, derived from (S)-α,α -diphenylprolinol and polymer-bound sulfonyl chloride, and the installation of the C5 side chain at C4 in the thiolactone 9 via a Ni/C-catalyzed Fukuyama coupling reaction.

Cortamidine oxide, a novel disulfide metabolite from the New Zealand basidiomycete (mushroom) cortinarius species

Three disulfide metabolites were isolated from the fruiting bodies of the basidiomycete (mushroom) Cortinarius sp., collected in the Catlins, New Zealand. The structures of these compounds were determined as the unsymmetrical disulfide cortamidine oxide (1), 2,2′-dithiobis(pyridine N-oxide) (2), and the symmetrical disulfide 3. Both 1 and 2 showed significant antimicrobial activity and cytotoxicity. 2,2′-Dithiobis(pyridine N-oxide) (2) and the symmetrical disulfide 3 are assumed to be artifacts of the isolation procedure.

Orthocarbonsaeure-ester mit 2,4,10-Trioxaadamantanstruktur als Carboxylschutzgruppe; Verwendung zur Synthese von substituierten Carbonsaeuren mit Hilfe von Grignard-Reagenzien

The surprising stability of 2,4,10-trioxa-3-adamantyl derivatives 1 against nucleophilic substitution by organomagnesium compounds is discussed and shown to be caused by unfavourable stereoelectronic and steric factors governing the substitution of these cage compounds (Scheme 2).As a consequence, a number of Grignard reagents 2 containing the carboxyl group masked as 2,4,10-trioxa-3-adamantyl group could be prepared and have been reacted in a second step with various electrophiles (cf.Scheme 4).In the products 7-13 and 15b the carboxyl masking group is removed by mild ac id hydrolysis and saponification (cf.Scheme 3) to yield the corresponding acids 16a-21a, 22, and 23a.Acids 21a and 23a have been further transformed to give the macrocyclic lactones 24 and 26, isolated from Galbanum oleo-gum-resin, and acid 22 to give 12-methyl-13-tridecanolide (25), isolated from Angelica root oil.In addition 1-bromo-ω-(2,4,10-trioxa-3-adamantyl)alkanes 1c and 1b have been used to synthesize (+/-)-methyl recifeiolate (29b) and pure cis-ambrettolic acid ((Z)-32a).