Production Method 1

112-38-9

872-17-3

Reaction Conditions

1.1 Reagents: 1,1,3,3-Tetramethyldisiloxane ,  Cupric chloride Catalysts: Gallium chloride Solvents: 1,2-Dichloroethane ;  3 h, 80 °C

Reference

Gallium-Catalyzed Reductive Chlorination of Carboxylic Acids with Copper(II) Chloride

Sakai, Norio; et al, Journal of Organic Chemistry, 2014, 79(21), 10619-10623

Production Method 2

111-81-9

872-17-3

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride
2.1 Reagents: Thionyl chloride

Reference

Synthesis of ω-functional organosilicon compounds based on undecylenic acid

Staroverov, S. M.; et al, Zhurnal Obshchei Khimii, 1979, 49(11), 2487-90

Production Method 3

557-08-4

872-17-3

Reaction Conditions

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  30 min, 0 °C; 1 h, 0 °C → rt
1.2 Reagents: Water ;  15 min, rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  15 min, rt
1.4 Reagents: Water ;  rt
2.1 Reagents: Thionyl chloride Solvents: Pyridine ;  rt; 2 h, 50 °C
2.2 Reagents: Water Solvents: Diethyl ether ;  1 h

Reference

The facile preparation of alkenyl metathesis synthons

Baughman, Travis W.; et al, Tetrahedron, 2004, 60(48), 10943-10948

Production Method 4

1584705-82-7

872-17-3

7766-49-6

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: 2,2′-Bipyridine ,  Cupric chloride Solvents: 1,2-Dichloroethane ;  12 h, 120 °C

Reference

Copper-Catalyzed Trifluoromethylthiolation of Primary and Secondary Alkylboronic Acids

Shao, Xinxin; et al, Organic Letters, 2014, 16(18), 4738-4741

Production Method 5

112-43-6

872-17-3

Reaction Conditions

1.1 Reagents: Pyridine ,  Thionyl chloride

Reference

Synthesis of ω-unsaturated acids

Mirviss, Stanley B., Journal of Organic Chemistry, 1989, 54(8), 1948-51

Production Method 6

112-43-6

872-17-3

Reaction Conditions

1.1 Reagents: Carbon tetrachloride ,  Triphenylphosphine ;  3 h, reflux

Reference

Reactivity and Kinetics of Vinyl Sulfone-Functionalized Self-Assembled Monolayers for Bioactive Ligand Immobilization

Wang, Hanqi; et al, Langmuir, 2015, 31(11), 3413-3421

Production Method 7

872-17-3

7766-49-6

Reaction Conditions

1.1 Reagents: Sodium periodate Solvents: Tetrahydrofuran ,  Water ;  5 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  1 - 4 h, rt
2.1 Reagents: Potassium carbonate Catalysts: 2,2′-Bipyridine ,  Cupric chloride Solvents: 1,2-Dichloroethane ;  12 h, 120 °C

Reference

Copper-Catalyzed Trifluoromethylthiolation of Primary and Secondary Alkylboronic Acids

Shao, Xinxin; et al, Organic Letters, 2014, 16(18), 4738-4741

Production Method 8

7766-50-9

872-17-3

7766-49-6

Reaction Conditions

1.1 Reagents: Lithium methoxide ,  Bis(pinacolato)diborane Catalysts: Triphenylphosphine ,  Cuprous iodide Solvents: Dimethylformamide ;  18 h, 35 °C
1.2 Reagents: Sodium periodate Solvents: Tetrahydrofuran ,  Water ;  5 min, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  1 - 4 h, rt
2.1 Reagents: Potassium carbonate Catalysts: 2,2′-Bipyridine ,  Cupric chloride Solvents: 1,2-Dichloroethane ;  12 h, 120 °C

Reference

Copper-Catalyzed Trifluoromethylthiolation of Primary and Secondary Alkylboronic Acids

Shao, Xinxin; et al, Organic Letters, 2014, 16(18), 4738-4741

Production Method 9

7766-50-9

73183-34-3

872-17-3

7766-49-6

Reaction Conditions

1.1 Reagents: Lithium methoxide Catalysts: Triphenylphosphine ,  Cuprous iodide Solvents: Dimethylformamide ;  18 h, 35 °C
2.1 Reagents: Sodium periodate Solvents: Tetrahydrofuran ,  Water ;  5 min, rt
2.2 Reagents: Hydrochloric acid Solvents: Water ;  1 - 4 h, rt
3.1 Reagents: Potassium carbonate Catalysts: 2,2′-Bipyridine ,  Cupric chloride Solvents: 1,2-Dichloroethane ;  12 h, 120 °C

Reference

Copper-Catalyzed Trifluoromethylthiolation of Primary and Secondary Alkylboronic Acids

Shao, Xinxin; et al, Organic Letters, 2014, 16(18), 4738-4741

11-Chloro-1-undecene Raw materials

• Methyl undec-10-enoate
• 11-Bromo-1-undecene
• 3,3-Dimethyl-1-(trifluoromethylthio)-1,2-benziodoxole, 95%
• 10-Undecenoic acid
• 10-Undecenoic acid zinc salt
• 10-Undecen-1-OL
• Bis(pinacolato)diborane

11-Chloro-1-undecene Preparation Products

• 1-Undecene, 11-iodo- (7766-49-6)
• 11-Chloro-1-undecene (872-17-3)

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• Solvents and Organic Chemicals Organic Compounds Organohalogen compounds Organochlorides Organochlorides
• Solvents and Organic Chemicals Organic Compounds Organohalogen compounds Organochlorides

Comprehensive Guide to 11-Chloro-1-undecene (CAS No. 872-17-3): Properties, Applications, and Industry Insights

11-Chloro-1-undecene (CAS No. 872-17-3) is a versatile organic compound widely used in specialty chemical synthesis. With the growing demand for fine chemicals in pharmaceuticals, agrochemicals, and materials science, this intermediate has gained significant attention. Its unique structure—featuring an undecene backbone terminated with a chlorine functional group—makes it valuable for cross-coupling reactions and polymer modifications.

Recent trends in green chemistry and sustainable synthesis have spurred interest in optimizing the production of 11-Chloro-1-undecene. Researchers are exploring catalytic methods to reduce energy consumption and waste generation during its synthesis. This aligns with global initiatives like the UN Sustainable Development Goals (SDGs), particularly SDG 12 (Responsible Consumption and Production).

From a commercial perspective, 872-17-3 serves as a precursor for omega-functionalized alkenes, which are critical in producing surfactants, lubricant additives, and specialty polymers. Its application in creating self-assembled monolayers (SAMs) for nanotechnology has also expanded, driven by advancements in semiconductor and biomedical device coatings.

Analytical techniques such as GC-MS and NMR spectroscopy are essential for quality control of 11-Chloro-1-undecene. Purity thresholds (>98%) are often required for high-value applications, making purification methods like fractional distillation a focal point for manufacturers. The compound’s boiling point (230–235°C) and density (0.88 g/cm3) are key physical parameters for process design.

Safety remains a priority when handling chlorinated intermediates. While 872-17-3 is not classified as hazardous under major regulatory frameworks (e.g., REACH, OSHA), proper storage in amber glass under inert atmosphere is recommended to prevent degradation. This precaution addresses common end-user queries about compound stability and shelf life.

Innovations in bio-based feedstocks are reshaping the market for 11-Chloro-1-undecene. Some manufacturers now explore deriving its carbon chain from renewable resources like castor oil, reducing reliance on petrochemicals. This responds to the surge in searches for "eco-friendly chemical alternatives" and "circular economy in chemistry."

In material science, the compound’s role in synthesizing telechelic polymers (macromolecules with reactive end groups) has gained traction. These polymers enable precise engineering of elastomers and adhesives—topics frequently searched alongside "advanced polymer chemistry." The undecenyl chloride moiety’s reactivity in thiol-ene click chemistry further enhances its utility in modular synthesis.

Regulatory compliance for CAS 872-17-3 remains straightforward, with no major restrictions reported in the US (TSCA), EU (CLP), or Asia-Pacific regions. However, users often inquire about "international shipping regulations" for chlorinated compounds, emphasizing the need for transparent SDS documentation.

Future research directions may explore 11-Chloro-1-undecene’s potential in carbon capture materials or ionic liquid synthesis—areas trending in academic literature. As industries seek alternatives to traditional solvents, this compound’s balanced hydrophobicity and reactivity position it as a candidate for innovation.

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