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1-Hexene
[CAS 592-41-6]

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Identification
ClassificationOrganic raw materials >> Hydrocarbon compounds and their derivatives >> Acyclic hydrocarbon
Name1-Hexene
SynonymsHex-1-ene
Molecular Structure1-Hexene molecular structure (CAS 592-41-6)
Molecular FormulaC6H12
Molecular Weight84.16
CAS Registry Number592-41-6
EC Number209-753-1
SMILESCCCCC=C
Properties
Density0.7±0.1 g/cm3 Calc.*, 0.677 g/mL (Expl.)
Melting point-113 °C (Expl.)
Boiling point65.6±7.0 °C 760 mmHg (Calc.)*, 67 °C (Expl.)
Flash point-12.2 °C (Calc.)*, -25 °C (Expl.)
Solubility0.005 g/100 mL (Expl.)
Index of refraction1.408 (Calc.)*, 1.394 (Expl.)
*Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbolssymbol symbol symbol   GHS02;GHS07;GHS08 DangerGHS02;  Details
Risk StatementsH225-H304-H319  Details
Safety StatementsP210-P233-P240-P241-P242-P243-P264+P265-P280-P301+P316-P303+P361+P353-P305+P351+P338-P331-P337+P317-P370+P378-P403+P235-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Flammable liquidsFlam. Liq.2H225
Aspiration hazardAsp. Tox.1H304
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Skin irritationSkin Irrit.2H315
Specific target organ toxicity - single exposureSTOT SE3H336
Transport InformationUN 2370
SDSAvailable
up chemBlink Chemical Story
A small branch in a long polymer chain can change how a plastic behaves. One route to introducing such branches begins with 1-hexene, CAS 592-41-6. Although this molecule contains only six carbon atoms, its incorporation during ethylene copolymerization helps create materials with different packing and mechanical characteristics. The story links the position of one double bond to the properties of an enormous molecular chain.

1-Hexene is a linear alpha-olefin: the carbon-carbon double bond begins at the end of its six-carbon chain. Its formula is C6H12, and its condensed structure can be written CH2=CH(CH2)3CH3. The numeral distinguishes it from hexenes with an internal double bond. It is also distinct from hexane, the saturated open-chain hydrocarbon containing two more hydrogen atoms.

The terminal position has a useful stereochemical consequence. One double-bond carbon carries two hydrogen atoms, so this alkene does not have an E/Z pair arising from that double bond. By contrast, an internal hexene can present different arrangements around its double bond. A formula such as C6H12 cannot communicate all these distinctions, making the full chemical name important for both purchasing and reaction design.

During suitable copolymerization with ethylene, the two carbons of the hexene double bond enter the growing polymer backbone. The remaining four-carbon segment becomes a butyl side branch. The original molecule is therefore not simply trapped intact as an additive between polyethylene chains. It contributes covalently connected structure to the material, and that structure can disrupt the close packing of more regular ethylene sequences.

This provides a molecular explanation for using 1-hexene as a comonomer in polyethylene manufacture. However, branch frequency and distribution matter alongside branch identity. Catalyst choice, comonomer incorporation, molecular weight, and processing all influence a finished resin. The presence of 1-hexene-derived units does not alone establish the strength, transparency, density, or suitability of a particular film or molded article.

Making the comonomer poses its own selectivity problem. Three ethylene molecules contain exactly the six carbon atoms needed for one 1-hexene molecule. A selective trimerization catalyst can direct that assembly toward the desired terminal alkene rather than a broad set of chain lengths or a much longer polymer. Counting carbon atoms explains the target stoichiometry, but it does not explain why a real catalyst favors that product.

In 2003, researchers reported chromium complexes with sulfur-nitrogen-sulfur donor ligands for efficient ethylene trimerization to 1-hexene. The study illustrates how the coordination environment around a metal can help steer an oligomerization reaction. Its significance is selectivity toward a useful product, rather than simply the disappearance of ethylene. Consuming feed is not sufficient if much of it reaches unwanted destinations.

Industrial communication provides a complementary perspective. In a 2021 project announcement, Chevron Phillips Chemical described on-purpose production of comonomer-grade 1-hexene from ethylene. That historical example shows why a chemical often encountered as one member of an olefin family can also justify a dedicated production route. The announcement is evidence of a manufacturing application, not a specification for every supplier's product or a statement about present plant status.

From catalyst design to polymer architecture, 1-hexene connects two scales of chemical control. The producer first selects a six-carbon molecule from possible reaction products; the polymer manufacturer then uses that molecule to modify a much larger structure. In both cases, where the carbon atoms go matters as much as how many are present.

References:
1. NIST Chemistry WebBook. 1-Hexene, CAS 592-41-6. https://webbook.nist.gov/cgi/cbook.cgi?ID=C592416
2. McGuinness DS et al. First Cr(III)-SNS Complexes and Their Use as Highly Efficient Catalysts for the Trimerization of Ethylene to 1-Hexene. JACS (2003). https://doi.org/10.1021/ja034752f
3. Chevron Phillips Chemical. Historical announcement of an on-purpose 1-hexene unit, May 25, 2021. https://www.cpchem.com/media-events/news/featured-story/chevron-phillips-chemical-breaks-ground-world-scale-1-hexene-unit

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