7433-56-9

Basic information

• Product Name: TRANS-5-DECENE
• Synonyms: TIMTEC-BB SBB008884;TRANS-5-DECENE;(5E)-5-Decene;(E)-5-C10H20;(e)-5-decen;(E)-5-Decene;5-trans-Decene;epsilon-trans-Decene
• CAS NO: 7433-56-9
• Molecular Formula: C₁₀H₂₀
• Molecular Weight: 140.27
• EINECS: 231-080-7
• Product Categories: Miscellaneous;Acyclic;Alkenes;Organic Building Blocks
• Mol File: 7433-56-9.mol
• Article Data: 75

Chemical Properties

• Melting Point: -73°C
• Boiling Point: 170 °C750 mm Hg(lit.)
• Flash Point: 115 °F
• Appearance: clear, colorless liquid.
• Density: 0.74 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.08mmHg at 25°C
• Refractive Index: n20/D 1.424(lit.)
• Water Solubility: Insoluble in water.
• BRN: 1719487
• CAS DataBase Reference: TRANS-5-DECENE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-5-DECENE(7433-56-9)
• EPA Substance Registry System: TRANS-5-DECENE(7433-56-9)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: UN 3295 3/PG 3
• WGK Germany: 3
• RTECS: HE2080000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 7433-56-9(Hazardous Substances Data)

Usage

Description

TRANS-5-DECENE is a clear, colorless to slightly yellow liquid that has been utilized in various applications due to its unique chemical properties. It is an organic compound that has been studied for its role in the formation of Criegee intermediates in ozonolysis and has been used in the synthesis of bis(10-phenoxathiiniumyl) alkane adducts.

Uses

Used in Chemical Research:
TRANS-5-DECENE is used as a research compound for studying the effect of cyclization and size on the stability of Criegee intermediates formed in ozonolysis. This application is crucial for understanding the underlying chemical reactions and mechanisms involved in ozonolysis, which is a significant process in atmospheric chemistry and organic synthesis.
Used in Organic Synthesis:
In the field of organic synthesis, TRANS-5-DECENE is used as a reactant for the formation of bis(10-phenoxathiiniumyl) alkane adducts when added to phenoxathiin cation radical in acetonitrile solution. This application highlights its utility in creating complex organic molecules and contributes to the development of new compounds with potential applications in various industries.
Used in Atmospheric Chemistry:
TRANS-5-DECENE plays a role in atmospheric chemistry, particularly in the study of ozonolysis, which is the reaction between ozone and unsaturated organic compounds. Understanding the behavior of TRANS-5-DECENE in these reactions can provide insights into the formation of secondary pollutants and the overall impact on air quality and climate.
Used in Material Science:
The unique chemical properties of TRANS-5-DECENE, such as its clear, colorless to slightly yellow liquid state, make it a potential candidate for use in the development of new materials with specific characteristics. Its application in this field could lead to the creation of novel materials with improved properties for various industrial applications.

InChI:InChI=1/C10H20/c1-3-5-7-9-10-8-6-4-2/h9-10H,3-8H2,1-2H3/b10-9-

Upstream product

• 1942-46-7 5-decyne 
• 1003-83-4 2,2-dimethyl-4,7-dihydro-1,3-dioxepin 
• 927-77-5 n-propylmagnesium bromide 
• 542-69-8 1-iodo-butane 
• 41929-38-8 di<(E)-1-hexenyl>chloroborane 
• 20924-19-0 5-Decyl-p-toluolsulfonat 
• 81602-61-1 erythro-5,6-dibromodecane 
• 158734-99-7 di-n-hexyl telluride 
• 592-41-6 1-hexene 
• 152841-71-9 2-Triethylsilanyl-hexan-1-ol 
• 693-04-9 butyl magnesium bromide 
• 72612-74-9 trans-5-bromo-5-decene 
• 109-72-8 n-butyllithium 
• 85260-47-5 cis-2-(1'-butyl)-1-(trimethylsilyl)oxirane 

Downstream Products

• 76649-93-9 1-Methyl-4-(6-phenylselanyl-decane-5-sulfonyl)-benzene 
• 77825-73-1 erythro-5-(Phenylseleno)-6-(p-toluenesulfonyl)decane 
• 124-18-5 decane 
• 5205-34-5 decan-5-ol 
• 820-29-1 decan-5-one 
• 6540-98-3 6-hydroxydecan-5-one 
• 5579-73-7 decane-5,6-dione 
• 54884-84-3 decane-5,6-diol 
• 2165-61-9 (E)-5,6-epoxydecane 
• 109-52-4 valeric acid 
• 456-56-4 phenyl trifluoromethylsulfide 
• 583-03-9 1-Phenyl-1-pentanol 
• 112-17-4 n-decyl acetate 
• 54884-84-3 C₁₀H₂₂O₂ 

Relevant articles and documents

SYNTHESIS OF PHEROMONE DERIVATIVES VIA Z-SELECTIVE OLEFIN METATHESIS

Disclosed herein are methods for synthesizing fatty olefin metathesis products of high Z-isomeric purity from olefin feedstocks of low Z-isomeric purity. The methods include contacting a contacting an olefin metathesis reaction partner, such as acylated alkenol or an alkenal acetal, with an internal olefin in the presence of a Z-selective metathesis catalyst to form the fatty olefin metathesis product. In various embodiments, the fatty olefin metathesis products are insect pheromones. Pheromone compositions and methods of using them are also described.

Cationic Tungsten Imido Alkylidene N-Heterocyclic Carbene Complexes That Contain Bulky Ligands

Neutral and cationic tungsten imido alkylidene complexes of the general formulas W(NtBu)(CHR1)(OR2)Cl(NHC), W(N-2,6-bis(2,4,6-tri-iPr-C6H4)phenyl)(CHR1)Cl2(NHC), [W(NtBu)(CHR1)(OR2)(NHC)][B(ArF)4] and [W(N-2,6-bis(2,4,6-tri-iPr-C6H4)phenyl)(CHR1)Cl(NHC)][B(ArF)4] (R1= CMe3, CMe2Ph; R2= sterically demanding alkoxide; B(ArF)4= tetrakis(3,5-(CF3)2-C6H3)borate; NHC = N-heterocyclic carbene) were prepared. Two electronically different NHCs, namely 1,3-dimethylimidazol-2-ylidene (IMe) and 1,3-dimethyl-4,5-dichloroimidazol-2-ylidene (IMeCl), as well as a variety of terphenolates and a chiral biphenolate were employed.Z-selective homometathesis (HM) of unfunctionalized olefins was achieved with a selectivity of up to 90% and decent turnover numbers (TON) of up to 480 in the HM of 1-dodecene. Additionally, the reactivity of the cationic tungstentert-butylimido complexes in the reaction with vinyltrimethylsilane and ethylene was investigated, which yielded the corresponding silyl-alkylidene complex and, for the first time, a fully characterized cationic tungsten(IV) NHC ethylene complex.

An Annelated Mesoionic Carbene (MIC) Based Ru(II) Catalyst for Chemo- And Stereoselective Semihydrogenation of Internal and Terminal Alkynes

The catalytic utility of [RuL1(CO)2I2] (1), containing an annelated π-conjugated imidazo-naphthyridine-based mesoionic carbene (MIC) ligand (L1), is evaluated for E-selective alkyne semihydrogenation. The precatalyst 1, in combination with 2 equiv of AgBArF, semihydrogenates a broad range of internal alkynes with molecular hydrogen (5 bar) in water. (E)-Alkenes are accessed in high yields, and a number of reducible functional groups are tolerated. A chelate MIC ligand and two cis carbonyls provide a well-defined platform at the Ru center for hydrogenation and isomerization. The loss of two iodides and the presence of two carbonyls render the Ru center electron deficient and thus the formation of metal vinylidenes with terminal alkynes is avoided. This is leveraged for the semihydrogenation of terminal alkynes by the same catalytic system in isopropyl alcohol. Reaction profile, isomerization, kinetic, and DFT studies reveal initial alkyne hydrogenation to a (Z)-alkene, which further isomerizes to an (E)-alkene via metal-catalyzed Z → E isomerization.