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  • Basic information

    1. Product Name: 4-Vinyl-1-cyclohexene
    2. Synonyms: 4-ethenyl-Cyclohexene;4-vinyl-1-cyclohexen;4-vinyl-cyclohexen;Butadiene dimer;butadienedimer;Cyclohexene, 4-vinyl-;cyclohexene,4-ethenyl-;Cyclohexenylethylene
    3. CAS NO:100-40-3
    4. Molecular Formula: C8H12
    5. Molecular Weight: 108.18
    6. EINECS: 202-848-9
    7. Product Categories: Industrial/Fine Chemicals;Monomers;Polymer Science;Vinyl Halides, Amines, Amides, and Other Vinyl Monomers;Alpha Sort;Alphabetic;Chemical Class;Hydrocarbons;NeatsGasoline, Diesel,&Petroleum;OlefinsVolatiles/ Semivolatiles;Substance classes;T-ZAnalytical Standards;V
    8. Mol File: 100-40-3.mol
    9. Article Data: 96
  • Chemical Properties

    1. Melting Point: -101 °C
    2. Boiling Point: 126-127 °C(lit.)
    3. Flash Point: 68 °F
    4. Appearance: Off-white to beige-brownish/Powder
    5. Density: 0.832 g/mL at 25 °C(lit.)
    6. Vapor Density: 3.76 (vs air)
    7. Vapor Pressure: 10.2 mm Hg ( 25 °C)
    8. Refractive Index: n20/D 1.463(lit.)
    9. Storage Temp.: 2-8°C
    10. Solubility: N/A
    11. Water Solubility: 50mg/L(25 oC)
    12. BRN: 1901553
    13. CAS DataBase Reference: 4-Vinyl-1-cyclohexene(CAS DataBase Reference)
    14. NIST Chemistry Reference: 4-Vinyl-1-cyclohexene(100-40-3)
    15. EPA Substance Registry System: 4-Vinyl-1-cyclohexene(100-40-3)
  • Safety Data

    1. Hazard Codes: F,Xn
    2. Statements: 11-38-40-65-62-52/53
    3. Safety Statements: 16-33-36/37-62
    4. RIDADR: UN 1993 3/PG 2
    5. WGK Germany: 2
    6. RTECS: GW6650000
    7. F: 10-23
    8. HazardClass: 3.1
    9. PackingGroup: II
    10. Hazardous Substances Data: 100-40-3(Hazardous Substances Data)

100-40-3 Usage

Description

4-Vinyl-1-cyclohexene, a chemical compound with the molecular formula C8H12, is a colorless liquid characterized by a strong and pungent odor. It is a versatile organic compound that finds applications in various industries due to its unique chemical properties.

Uses

Used in Polymer Production:
4-Vinyl-1-cyclohexene is used as a monomer in the production of polymers such as polyethylene and polystyrene. Its ability to undergo polymerization reactions contributes to the formation of these versatile materials, which are widely used in the manufacturing of plastic products.
Used in Chemical Synthesis:
4-Vinyl-1-cyclohexene is also utilized in the synthesis of other chemicals, showcasing its role as an intermediate in various chemical processes. Its reactivity and functional groups make it a valuable component in the creation of a range of chemical products.
Used in Flavoring and Fragrance Industry:
4-Vinyl-1-cyclohexene is employed as a flavoring and fragrance agent in the food and beverage industry. Its distinctive aromatic properties allow it to enhance the sensory experience of various consumable products, adding to their appeal.
Used in Manufacturing of Adhesives, Coatings, and Inks:
4-Vinyl-1-cyclohexene is also used in the production of adhesives, coatings, and inks, where its chemical properties contribute to the performance and quality of these materials. Its presence in these products helps to improve their adhesive, protective, and decorative capabilities.
Safety Precautions:
Due to its potential to cause irritation to the skin, eyes, and respiratory tract, it is crucial to handle 4-Vinyl-1-cyclohexene with proper safety measures. Workers should be trained in the safe handling and use of this chemical to minimize exposure and associated health risks.

Check Digit Verification of cas no

The CAS Registry Mumber 100-40-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 100-40:
(5*1)+(4*0)+(3*0)+(2*4)+(1*0)=13
13 % 10 = 3
So 100-40-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H12/c1-2-8-6-4-3-5-7-8/h2-4,8H,1,5-7H2/t8-/m1/s1

100-40-3 Well-known Company Product Price

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  • Sigma-Aldrich

  • (94950)  4-Vinyl-1-cyclohexene  analytical standard

  • 100-40-3

  • 94950-5ML

  • 580.32CNY

  • Detail
  • Sigma-Aldrich

  • (94950)  4-Vinyl-1-cyclohexene  analytical standard

  • 100-40-3

  • 94950-25ML

  • 2,348.19CNY

  • Detail

100-40-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Vinyl-1-Cyclohexene

1.2 Other means of identification

Product number -
Other names 4-Vinylcyclohex-1-ene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fuels and fuel additives,Intermediates,Solvents (which become part of product formulation or mixture)
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-40-3 SDS

100-40-3Related news

Kinetic study of dichlorocyclopropanation of 4-Vinyl-1-cyclohexene (cas 100-40-3) by a novel multisite phase transfer catalyst07/20/2019

In this work, the dichlorocyclopropanation of 4-vinyl-1-cyclohexene catalyzed by a new novel phase transfer catalyst was carried out in an alkaline solution/chloroform two-phase medium. This new synthesized phase transfer catalyst, 1,4-bis(triethylmethylammonium)benzene dichloride (DC-X), which ...detailed

Greener and efficient epoxidation of 4-Vinyl-1-cyclohexene (cas 100-40-3) with polystyrene 2-(aminomethyl)pyridine supported Mo(VI) catalyst in batch and continuous reactors07/21/2019

Polystyrene 2-(aminomethyl)pyridine supported Mo(VI) complex, i.e. Ps.AMP.Mo catalyst has been successfully prepared and characterised. The catalytic performance of the Ps.AMP.Mo catalyst in epoxidation of 4-vinyl-1-cyclohexene (4-VCH) with tert-butyl hydroperoxide (TBHP) as an oxidant has been ...detailed

100-40-3Relevant articles and documents

Hidai et al.

, p. 1243,1244 (1965)

Dehydrogenative Vacuum Pyrolysis: a Novel Synthetic Technique. Conversion of Cyclo-octa-1,5-diene into Styrene and Related Reactions

Buchan, Caroline M.,Cadogan, J. I. G.,Gosney, Ian,Hamill, Brendan J.,Newlands, Stephen F.,Whan, David A.

, p. 725 - 726 (1983)

Vacuum pyrolysis in the presence of palladium on charcoal of the 3,3-dioxide (1) of 3-thiabicyclo-heptane-6,7-dicarboxylic anhydride gave, without undesirable disproportionation, phthalic anhydride, also obtained from cis-2,3-divinylsuccinic anhydride (2) and cis-1,2,3,6-tetrahydrophthalic anhydride (5), while cyclo-octa-1,5-diene (7) and the disulphone (6) each gave styrene.

Precursor effect on the property and catalytic behavior of Fe-TS-1 in butadiene epoxidation

Wu, Mei,Zhao, Huahua,Yang, Jian,Zhao, Jun,Song, Huanling,Chou, Lingjun

, p. 2103 - 2109 (2017)

The effect of iron precursor on the property and catalytic behavior of iron modified titanium silicalite molecular sieve (Fe-TS-1) catalysts in butadiene selective epoxidation has been studied. Three Fe-TS-1 catalysts were prepared, using iron nitrate, iron chloride and iron sulfate as precursors, which played an important role in adjusting the textural properties and chemical states of TS-1. Of the prepared Fe-TS-1 catalysts, those modified by iron nitrate (FN-TS-1) exhibited a significant enhanced performance in butadiene selective epoxidation compared to those derived from iron sulfate (FS-TS-1) or iron chloride (FC-TS-1) precursors. To obtain a deep understanding of their structure-performance relationship, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), Temperature programmed desorption of NH3 (NH3-TPD), Diffuse reflectance UV–Vis spectra (DR UV–Vis), Fourier transformed infrared spectra (FT-IR) and thermal gravimetric analysis (TGA) were conducted to characterize Fe-TS-1 catalysts. Experimental results indicated that textural structures and acid sites of modified catalysts as well as the type of Fe species influenced by the precursors were all responsible for the activity and product distribution.

Nickel(0) and palladium(0) complexes with 1,3,5-triaza-7-phosphaadamantane. Catalysis of buta-1,3-diene oligomerization or telomerization in an aqueous biphasic system

Cermak, Jan,Kvicalova, Magdalena,Blechta, Vratislav

, p. 355 - 363 (1997)

New homoleptic nickel(0) and palladium(0) complexes with a water-soluble ligand, 1,3,5-triaza-7-phosphaadamantane, were prepared and characterized by 1H, 13C, and 31P NMR spectra. The complexes, together with the known ana

The positive role of cadmium in TS-1 catalyst for butadiene epoxidation

Wu, Mei,Song, Huanling,Wang, Fang,Chou, Lingjun

, p. 207 - 212 (2013)

A series of Cd modified titanium silicalite 1 catalysts with different Cd content (xCd-TS-1, x = 1-15) were successfully prepared by ultrasound impregnation. Epoxidation of butadiene over these catalysts were investigated using hydrogen peroxide as oxidant, which indicated that Cd greatly improve the catalytic performance of TS-1 and the selectivity of epoxide. Various characterization methods including quantum chemical calculation were employed to explore the specific roles of Cd in promoting TS-1 catalytic activity. Theoretical calculation consistently suggested TiO bond were weakened owing to the introduction of Cd, which resulted in the structure of Cd-TS-1 becoming more relaxant. As a consequence, it is favorable to methanol solvent and H 2O2 interacting with the Ti active site to form five-member transition state during reaction. It was observed that catalysts modified with 1-5 wt% Cd presented both high catalytic activity and good reusability. The highest yield of 0.63 mol/L of vinyloxirane (VO) was obtained, while turnover number (TON, determined as the molar VO obtained per molar Ti atom) could reach to 1466.

Jenkins,R.L. et al.

, p. 347 - 357 (1975)

Synthesis of p-(Cyclohexene-3-yl-ethyl)phenol and Characteristics of its Phosphatization with Phosphorous Trichloride

Mirzoev,Rasulov,Gasanov,Manafov

, p. 762 - 766 (2018)

Cycloalkenylation of phenol with 4-vinylcyclohexene was studied in the presence of zeolite-Y catalyst, saturated by orthophosphoric acid on the batch unit. Phenol and 4-vinylcyclohexene were used as initial products for the realization of cycloalkenylatio

Epoxidation of butadiene over nickel modified TS-1 catalyst

Wu, Mei,Chou, Lingjun,Song, Huanling

, p. 627 - 636 (2012)

Nickel modified Titanium silicalite 1 (TS-1) catalysts provided an environmentally benign and effective method for butadiene epoxidation. Certain loading of modified Ni in our system significantly promoted TS-1 catalytic activity. The product vinyloxirane

-

Bartlett,P.D.,Schueller,K.E.

, p. 6071 - 6077 (1968)

-

Hidai,M. et al.

, p. 1357 - 1364 (1966)

-

Rowley,Steiner

, p. 198,204,206 (1951)

-

Dimerization of 1,3-butadiene on highly characterized hydroxylated surfaces of ultrathin films of γ-Al2O3 [3]

Ivey,Allen,Avoyan,Martin,Hemminger

, p. 10980 - 10981 (1998)

-

Srinivasan,Sonntag

, p. 3778 (1965)

Srinivasan,Levi

, p. 3756,3758 (1964)

-

Duncan,Janz

, p. 1644 (1952)

-

Seed-mediated Growth of Alloyed Ag-Pd Shells toward Alkyne Semi-hydrogenation Reactions under Mild Conditions?

Zheng, Yuqin,Tan, Taixing,Wang, Cheng

, p. 3071 - 3078 (2021)

Ag@Ag-Pdx core-shell nanocomposites with various Ag/Pd ratio were deposited on Ag nanoplates using a seed growth method. When physically loaded on C3N4, Ag@Ag-Pd0.077/C3N4 with optimized Ag/Pd ratio could accomplish high catalytic performance for the semi-hydrogenation of phenylacetylene as well as other aliphatic (both terminal and internal alkynes) alkynes and phenylcycloalkynes containing functional groups (such as ester, hydroxyl, ethyl groups) under room temperature and 1 atm H2. The alloying and ensemble effects are used to interpret such catalytic performance.

Mechanistic Insight into High-Spin Iron(I)-Catalyzed Butadiene Dimerization

Lee, Heejun,Campbell, Michael G.,Hernández Sánchez, Raúl,B?rgel, Jonas,Raynaud, Jean,Parker, Sarah E.,Ritter, Tobias

, p. 2923 - 2929 (2016)

Iron complexes are commonly used in catalysis, but the identity of the active catalyst is often unknown, which prevents a detailed understanding of structure-reactivity relationships for catalyst design. Here we report the isolation and electronic structure determination of a well-defined, low-valent iron complex that is an active catalyst in the synthesis of cis,cis-1,5-cyclooctadiene (COD) from 1,3-butadiene. Spectroscopic and magnetic characterization establishes a high-spin Fe(I) center, which is supported by DFT studies, where partial metal-ligand antibonding orbital population is proposed to allow for facile ligand exchange during catalysis.

?-Arene Complexes of Nickel(II). Synthesis (from Metal Atoms) of (?-Arene)bis(pentafluorophenyl)nickel(II). Properties, ?-Arene Lability, and Chemistry

Gastinger, Robert G.,Anderson, Bruce B.,Klabunde, Kenneth J.

, p. 4959 - 4966 (1980)

A new series of transition-metal-?-arene complexes has been prepared by a metal atom synthetic method.The deposition of Ni vapor, C6F5Br, and arenes has prodused high yields of (C6F5)2Ni-?-arene complexes.A variety of ?-arene ligands are η6 bound by the (C6F5)2Ni moiety, resulting in soluble highly labile materials, where the ?-arene ligand is exchangeble at room temperature.These complexes have not been isolable when ?-bonding ligands other then C6F5 have been employed.The formation of the ?-toluene complex proceeds through a pseudostable C6F5NiBr species that can be trapped at -80 deg C with R3P but decomposes by reductive elimination of CF5-CF5 in the absence of R3P or electron-rich arenes.It is likely that C6F5NiBr-?-arene is formed initially, which then disproportionates to (C6F5)2Ni-?-arene and NiBr2.Due to the high lability of the ?-arene ligand, these complexes possess a rich chemistry.Displacement of the ?-arene ligand can bee carried out cleanly and in high yield by P(Et)3, 1,5-cyclooctadiene, and THF to form (C6F5)2NiL2.Treatment of (?-toluene)bis(pentafluorophenyl)nickel (1) with norbornadiene at 0 deg C causes the formation of a high polymer of norbornadiene as well as (?-norbornadiene)bis(pentafluorophenyl)nickel, which appears to be either the active polymerization catalyst or its precursor.Similarly, treatment of 1 with 1,3-butadiene at 25 deg C and 1 atm causes the formation of new organometallic compound and the production of cyclic tetramers of 1,3-butadiene.When 1 was treated with cyclopentadiene at 0 deg C, a rapid production of C6F5H was observed with the subsequent formation of a dimeric nickel complex (C6F5)2(Cp)2Ni2(C5H6) where the Ni atoms appear to be bound together through a mutually ?-bonded cyclopentadiene (C5H6) ligand.Reductive elimination reactions have also been induced under mild conditions by addition of CO or C2H4.With CO a nearly quantitative production of C6F5C6F5 and Ni(CO)4 took place.Lastly, 1 served as a short-lived arene hydrogenation catalyst at room temperature.

Cardenas

, p. 264 (1970)

-

Janz,De Crescente

, p. 1470 (1959)

-

Catalytic conversion of butadiene to ethylbenzene over the nanoporous nickel(II) phosphate, VSB-1

Chang,Park,Gao,Ferey,Cheetham

, p. 859 - 860 (2001)

The large-pore nickel(II) phosphate, VSB-1, shows excellent selectivity (> 80%) for the dehydrocyclodimerization of butadiene to ethylbenzene at 400 °C; conversion to 4-vinylcyclohexene and oligomeric byproducts is 5% in each case.

Ballivet et al.

, p. L58 (1977)

Improving the performance of palladium-catalysed telomerization of 1,3-butadiene by metallocene-based phosphine ligand

Dong, Kaiwu,Shen, Chaoren,Tian, Xinxin,Xu, Zhengshuai,Zhang, Hongru

, (2021/09/24)

By replacing one planar phenyl group of PPh3 with bulkier ferrocenyl or ruthenocenyl group, the performance of resulted metallocene-based phosphine ligand in the telomerization of 1,3-butadiene with methanol has been largely elevated compared t

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