Production Method 1

10297-06-0

928-89-2

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium ,  Silver Solvents: Ethanol ;  1.5 h, rt

Reference

Design of Core-Pd/Shell-Ag Nanocomposite Catalyst for Selective Semihydrogenation of Alkynes

Mitsudome, Takato; Urayama, Teppei; Yamazaki, Kenji; Maehara, Yosuke; Yamasaki, Jun; et al, ACS Catalysis, 2016, 6(2), 666-670

Production Method 2

10297-06-0

928-89-2

Reaction Conditions

1.1 Reagents: Triethanolamine Catalysts: 2,3-Dihydroxynaphthalene ,  Copper (loaded on 2,3-dihydroxynaphthalene-modified TiO2) ,  Titania Solvents: Acetonitrile ,  Water ;  7 h, 329 K

Reference

Visible light-induced diastereoselective semihydrogenation of alkynes to cis-alkenes over an organically modified titanium(IV) oxide photocatalyst having a metal co-catalyst

Fukui, Makoto; Omori, Yuya; Kitagawa, Shin-ya; Tanaka, Atsuhiro; Hashimoto, Keiji; et al, Journal of Catalysis, 2019, 374, 36-42

Production Method 3

10297-06-0

928-89-2

Reaction Conditions

1.1 Catalysts: Copper ,  Titania (copper-modified) Solvents: Isopropanol ;  6 h, 298 K

Reference

Copper-Modified Titanium Dioxide: A Simple Photocatalyst for the Chemoselective and Diastereoselective Hydrogenation of Alkynes to Alkenes under Additive-Free Conditions

Kominami, Hiroshi; Higa, Megumi; Nojima, Taketo; Ito, Tomohiko; Nakanishi, Kousuke; et al, ChemCatChem, 2016, 8(12), 2019-2022

Production Method 4

6940-76-7

928-89-2

Reaction Conditions

1.1 Reagents: Lithium chloride ,  Ammonium bromide ,  Polyethylene glycol Catalysts: Palladium diacetate ,  Copper diacetate monohydrate Solvents: Dimethylformamide ,  Water ;  12 h, 0 °C

Reference

Palladium-Catalyzed Electrochemical Allylic Alkylation between Alkyl and Allylic Halides in Aqueous Solution

Lai, Yin-Long; Huang, Jing-Mei, Organic Letters, 2017, 19(8), 2022-2025

Production Method 5

10297-06-0

928-89-2

Reaction Conditions

1.1 Reagents: Ammonia borane Catalysts: Gold ,  Titania Solvents: Ethanol ;  4 h, 25 °C

Reference

cis-Semihydrogenation of alkynes with amine borane complexes catalyzed by gold nanoparticles under mild conditions

Vasilikogiannaki, Eleni; Titilas, Ioannis; Vassilikogiannakis, Georgios; Stratakis, Manolis, Chemical Communications (Cambridge, 2015, 51(12), 2384-2387

Production Method 6

1779-49-3

20074-80-0

928-89-2

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Solvents: Tetrahydrofuran ;  1 h, rt
1.2 Solvents: Tetrahydrofuran ;  overnight, rt

Reference

Palladium-catalyzed regiodivergent hydrochlorocarbonylation of alkenes for formation of acid chlorides

Wu, Fei; Wang, Bo; Li, Na-Qi; Yang, Hui-Yi; Ren, Zhi-Hui; et al, Nature Communications, 2023, 14(1),

Production Method 7

10297-06-0

928-89-2

Reaction Conditions

1.1 Reagents: Ammonia borane Catalysts: CuPd (CuPd@ZIF-8) Solvents: Methanol ;  5 min, rt

Reference

Accelerating Chemo- and Regioselective Hydrogenation of Alkynes over Bimetallic Nanoparticles in a Metal-Organic Framework

Li, Luyan; Yang, Weijie; Yang, Qihao; Guan, Qiaoqiao ; Lu, Junling ; et al, ACS Catalysis, 2020, 10(14), 7753-7762

Production Method 8

821-41-0

928-89-2

Reaction Conditions

1.1 Reagents: Carbon tetrachloride ,  Triphenylphosphine ;  4 h, reflux

Reference

Preparation of ω-ethene sulfuryl disulfide and its application as self-assembled monolayer

, China, , ,

Production Method 9

2622-05-1

928-89-2

Reaction Conditions

Reference

Production of biologically active compounds by catalytic olefin metathesis

, United States, , ,

Production Method 10

821-41-0

928-89-2

Reaction Conditions

1.1 Reagents: Thionyl chloride ;  1 h, reflux

Reference

Synthesis of Diastereomeric 8-Fluoro-ABC-Steroid Building Blocks

Essers, Michael; Haufe, Guenter, European Journal of Organic Chemistry, 2023, 26(17),

Production Method 11

2622-05-1

928-89-2

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  64 h, rt

Reference

High activity catalyst compositions for alkene polymerization containing silicon-bridged ansa-metallocenes with bulky substituents

, World Intellectual Property Organization, , ,

Production Method 12

928-89-2

Reaction Conditions

1.1 Reagents: Magnesium Solvents: Diethyl ether
1.2 Solvents: Tetrahydrofuran
1.3 -
1.4 Reagents: Water

Reference

6-Chloro-1-hexene and 8-chloro-1-octene (1-hexene, 6-chloro- and 1-octene, 8-chloro-)

Mazerolles, Pierre; Boussaguet, Paul; Huc, Vincent, Organic Syntheses, 1999, 76, 221-227

Production Method 13

10297-06-0

928-89-2

Reaction Conditions

1.1 Reagents: Isopropanol ,  Methyldimethoxysilane Catalysts: Zirconocene chloride hydride Solvents: Tetrahydrofuran ;  22 h, 35 °C

Reference

Selective zirconocene hydride-catalyzed semi-hydrogenation of terminal alkynes

Kehner, Rebecca A.; Lubaev, Alexandra E.; Rathnayake, Manjula D.; Loden, Ryan; Zhang, Ge; et al, Tetrahedron, 2023, 133,

Production Method 14

123333-21-1

928-89-2

123333-22-2

Reaction Conditions

Reference

Preparative flash vacuum thermolysis. Selective elimination of 6-chloro-1-hexene from esters of 6-chloro-1-hexanol with Schoenberg rearrangement of the S-methyl xanthate

Jenneskens, Leonardus W.; Hoefs, Cornelis A. M.; Wiersum, Ulfert E., Journal of Organic Chemistry, 1989, 54(24), 5811-14

Production Method 15

6294-17-3

928-89-2

Reaction Conditions

1.1 Reagents: Butyllithium ,  Triphenylphosphine ,  1,8-Diazabicyclo[5.4.0]undec-7-ene ,  Bis(triphenylphosphine)nickel dichloride Solvents: Tetrahydrofuran

Reference

Nickel-mediated elimination of hydrogen halide from primary and secondary alkyl bromides and iodides. Synthetic aspects

Henningsen, Michael C.; Jeropoulos, Sotiris; Smith, Edward H., Journal of Organic Chemistry, 1989, 54(13), 3015-18

Production Method 16

821-41-0

928-89-2

Reaction Conditions

1.1 Reagents: Tosyl chloride ,  Pyridine ;  3 h, 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water
1.3 Reagents: Lithium chloride Solvents: Acetone ;  3 h, 50 °C; 30 min, 75 °C

Reference

Cobalt-Catalyzed Directed Alkylation of Olefinic C-H Bond with Primary and Secondary Alkyl Chlorides

Yamakawa, Takeshi; Seto, Yuan Wah; Yoshikai, Naohiko, Synlett, 2015, 26(3), 340-344

Production Method 17

10297-06-0

928-89-2

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ceria ,  Gold Solvents: Toluene ;  25 h, 30 atm, 120 °C

Reference

Gold-cerium oxide supported composite catalyst supported on alkaline carrier and its manufacturing method

, Japan, , ,

Production Method 18

2622-05-1

928-89-2

Reaction Conditions

1.1 Solvents: Tetrahydrofuran ;  rt

Reference

Synthesis of 11-methyl-13-azabicyclo[7.3.1]trideca-3,10-diene, a macrobicycle with the 9b-azaphenalene carbon framework, based on the combination of allylboration and intramolecular metathesis

Kuznetsov, N. Yu.; Khrustalev, V. N.; Strelkova, T. V.; Bubnov, Yu. N., Russian Chemical Bulletin, 2014, 63(11), 2502-2508

Production Method 19

821-41-0

928-89-2

Reaction Conditions

1.1 Reagents: N,N-Dimethylaniline ,  Thionyl chloride Solvents: Benzene

Reference

Rate constant for chlorine abstraction from carbon tetrachloride by the 5-hexenyl radical

Jewell, Deborah Rae; Mathew, Lukose; Warkentin, John, Canadian Journal of Chemistry, 1987, 65(2), 311-15

6-Chlorohex-1-ene Raw materials

• Allylmagnesium chloride
• Methyltriphenylphosphonium bromide
• 1-Bromo-6-chlorohexane
• 1-Chloro-3-iodopropane
• 5-Hexen-1-ol
• 6-Chloro-1-hexyne
• 6-chloro-1-hexyl S-methyl xanthate
• 5-Chloropentanal

6-Chlorohex-1-ene Preparation Products

• S-(6-chloro-1-hexyl) S'-methyl dithiocarbonate (123333-22-2)
• 6-Chlorohex-1-ene (928-89-2)

• 1. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
• 2. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
• 3. Evolution of cellulose into flexible conductive green electronics: a smart strategy to fabricate sustainable electrodes for supercapacitors
  Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143
• 4. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 5. Embedding cyclic nitrone in mesoporous silica particles for EPR spin trapping of superoxide and other radicals?
  Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203

• Solvents and Organic Chemicals Organic Compounds Acids/Esters
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

• 62871-07-2(1,6-Hexadecadiene, 16-chloro-)
• 62871-06-1(3-Dodecene, 12-chloro-)
• 62706-20-1(7-Hexadecene, 1-chloro-, (Z)-)
• 62706-17-6(5-Decene, 1-chloro-)
• 59485-81-3(9-Octadecene, 1-chloro-)
• 62871-08-3(9-Octadecene, 1,18-dichloro-)
• 62978-79-4(5-Decene, 1,10-dichloro-)
• 62706-19-8(5-Dodecene, 12-chloro-)
• 62706-15-4(5-Tetradecene, 14-chloro-)
• 62741-46-2(7-Hexadecene, 1-chloro-, (E)-)