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592-41-6

Basic Information
CAS No.: 592-41-6
Name: 1-Hexene
Article Data: 612
Molecular Structure:
Molecular Structure of 592-41-6 (1-Hexene)
Formula: C6H12
Molecular Weight: 84.1613
Synonyms: 1-n-Hexene;Dialen 6;Hexene;Linealene 6;NSC 74121;
EINECS: 209-753-1
Density: 0.686 g/cm3
Melting Point: -140 °C
Boiling Point: 62.81 °C at 760 mmHg
Flash Point: -9.444 °C
Solubility: 0.005 g/100 mL
Appearance: colourless liquid
Hazard Symbols: FlammableF,HarmfulXn,DangerousN
Risk Codes: 11-65-67-51/53
Safety: 9-16-23-29-62-57-33
PSA: 0.00000
LogP: 2.36260
Synthetic route
74-85-1

ethene

592-41-6

1-hexene

Conditions
ConditionsYield
With trimethylamine-N-oxide; [N(4-C6H4Br)3][B(C6F5)4]; triethylaluminum; [Cr(CO)4(2-C6H4(MeO))2PN(Me)P(2-C6H4(MeO))2] In toluene at 60℃; under 30002.4 Torr; for 1h;100%
In chlorobenzene at 45℃; under 36201.3 Torr; for 4h; Product distribution / selectivity;99%
In chlorobenzene at 60℃; under 36201.3 Torr; for 4h; Product distribution / selectivity;99%
1436-34-6

1,2-Epoxyhexane

592-41-6

1-hexene

Conditions
ConditionsYield
With triphenylphosphine at 200℃; for 6h;100%
With carbon monoxide; C29H32IrN5O; bis(trifluoromethane)sulfonimide lithium In benzene-d6 at 80℃; under 7500.75 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Schlenk technique; chemoselective reaction;98%
With zirconium(IV) chloride; sodium iodide In acetonitrile for 0.0166667h; Heating;88%
624-20-4

1,2-dibromohexane

592-41-6

1-hexene

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; ethylmagnesium bromide In tetrahydrofuran at 0℃;100%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 1h;80%
With tetramethylammonium perchlorate In N,N-dimethyl-formamide Electrolysis;
16643-09-7

trimethylstannyl sodium

2695-47-8

6-Bromo-1-hexene

A

592-41-6

1-hexene

B

(CH3)3Sn((CH2)4CH)

C

73017-75-1

(CH3)3Sn(CH2C5H9)

Conditions
ConditionsYield
With tert-butylamine In tetrahydrofuran react. at 0°C under Ar;A 0%
B 100%
C 0%
With DPCH In tetrahydrofuran react. at 0°C under Ar;A <1
B 98%
C 0%
In tetrahydrofuran react. at 0°C under Ar;A 0%
B 98%
C 0%
In tetrahydrofuran; benzene react. at 0°C under Ar;A <1
B 85%
C 10%
With DCPH In tetrahydrofuran; benzene react. at 0°C under Ar;A 15%
B 79%
C 1.5%
693-02-7

hex-1-yne

592-41-6

1-hexene

Conditions
ConditionsYield
With hydrogen; N,N′-bis(salicylidene)-ethylenediamino‑palladium In pyridine for 0.35h;98%
With hydrogen In methanol at 20℃; under 760.051 Torr; for 4.5h; Green chemistry;94%
With hydrogen In methanol under 760.051 Torr; for 5.5h;93%
1631-73-8

trimethylstannane

2695-47-8

6-Bromo-1-hexene

4111-54-0

lithium diisopropyl amide

A

592-41-6

1-hexene

B

96-37-7

methyl-cyclopentane

C

661-69-8

hexamethyldistannane

Conditions
ConditionsYield
In diethyl ether; cyclohexane to 6-bromo-1-hexene (1.04 mmol) and 2 equiv. of Me3SnH in Et2O at 0°C added LDA (1.04 mmol, in cyclohexane) under Ar, react. time 20 min, quenched with water; analyzed by GLPC;A 77%
B 16%
C 97%
In diethyl ether; cyclohexane to 6-bromo-1-hexene (1.04 mmol) and 1 equiv. of Me3SnH in Et2O at 0°C added LDA (1.04 mmol, in cyclohexane) under Ar, react. time 20 min, quenched with water; analyzed by GLPC;A 41%
B 18%
C 86%
In hexane; cyclohexane to 6-bromo-1-hexene (1.04 mmol) and 2 equiv. of Me3SnH in hexane at 0°C added LDA (1.04 mmol, in cyclohexane) under Ar, react. time 20 min, quenched with water; analyzed by GLPC;A 76%
B 18%
C 27%
In hexane; cyclohexane to 6-bromo-1-hexene (1.04 mmol) and 1 equiv. of Me3SnH in hexane at 0°C added LDA (1.04 mmol, in cyclohexane) under Ar, react. time 20 min, quenched with water; analyzed by GLPC;A 45%
B 32%
C 48%
74-85-1

ethene

A

592-41-6

1-hexene

B

polyethylene

polyethylene

Conditions
ConditionsYield
In chlorobenzene at 60℃; for 4h; Product distribution / selectivity; Autoclave;A 96%
B n/a
In chlorobenzene at 60℃; under 36201.3 Torr; for 4h; Product distribution / selectivity;A 91%
B n/a
methylaluminoxane; tantalum pentachloride In chlorobenzene at 45℃; under 36201.3 Torr; for 4h; Product distribution / selectivity;A 84%
B n/a
In chlorobenzene at 45℃; under 36201.3 Torr; for 4h; Product distribution / selectivity;A 84%
B n/a
In chlorobenzene at 45℃; under 36201.3 Torr; for 4h; Product distribution / selectivity;A 26%
B n/a
2695-47-8

6-Bromo-1-hexene

A

592-41-6

1-hexene

B

96-37-7

methyl-cyclopentane

C

110-82-7

cyclohexane

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; 2,2'-azobis(isobutyronitrile) at 70℃;A 4.1%
B 93%
C 2%
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) at 70℃;A 15%
B 83%
C 1.2%
With 9-borabicyclo[3.3.1]nonane dimer; tribenzyltin hydride In toluene at 0℃; Product distribution; variation of reagent;A 29%
B 68%
C 3%
74-85-1

ethene

A

592-41-6

1-hexene

B

872-05-9

1-Decene

Conditions
ConditionsYield
Cl(1-)*NPr4(1+) at 50℃; under 22502.3 Torr; for 1h;A 91.7%
B 5.5%
modified methylalumoxane; C28H24Cl2FeN2S In n-heptane at 30 - 52℃; under 21446.5 Torr; for 0.5h; Product distribution / selectivity;
With [η5-(3-SiMe3)C5H3CMe2-3,5-Me2C6H3]Ti(TEA) In toluene at 20℃; under 7500.75 Torr; for 0.25h; Pressure; Reagent/catalyst; Temperature; Inert atmosphere;
693-02-7

hex-1-yne

A

592-41-6

1-hexene

B

110-54-3

hexane

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A 91%
B n/a
With hydrogen; platinum In ethanol at 30℃; under 15200 Torr; Product distribution; 80 atm;A 41.7%
B 57.3%
With hydrogen; Ni(C17H35COO)2; triethylaluminum In toluene at 40℃; Kinetics; Object of study: selectivity;
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

ACGIH TLV: TWA 50 ppm

Specification

The 1-Hexene is an organic compound with the formula C6H12. The IUPAC name of this chemical is hex-1-ene. With the CAS registry number 592-41-6, it is also named as Hexene. The product's categories are Industrial/Fine Chemicals; 1-Olefins (GC Standard); Analytical Chemistry; Standard Materials for GC; HA-HTGasoline, Diesel & Petroleum; Alpha Sort; E-LAlphabetic; H; Olefins; Substance Classes; Volatiles/ Semivolatiles; Acyclic; Alkenes; Organic Building Blocks. Besides, it is colourless liquid, which should be stored in a closed cool and dry place.

The primary use of 1-hexene is as a comonomer in production of polyethene. Another significant use of 1-hexene is the production of linear aldehyde via hydroformylation ( oxo synthesis ) for later production of the short-chain fatty acid heptanoic acid.

Physical properties about 1-Hexene are: (1)ACD/LogP: 3.36; (2)ACD/LogD (pH 5.5): 3.356; (3)ACD/LogD (pH 7.4): 3.356; (4)ACD/BCF (pH 5.5): 209.093; (5)ACD/BCF (pH 7.4): 209.093; (6)ACD/KOC (pH 5.5): 1594.066; (7)ACD/KOC (pH 7.4): 1594.066; (8)#Freely Rotating Bonds: 3; (9)Index of Refraction: 1.397; (10)Molar Refractivity: 29.571 cm3; (11)Molar Volume: 122.67 cm3; (12)Polarizability: 11.723×10-24cm3; (13)Surface Tension: 20.139 dyne/cm; (14)Density: 0.686 g/cm3; (15)Enthalpy of Vaporization: 29.24 kJ/mol; (16)Boiling Point: 62.81 °C at 760 mmHg; (17)Vapour Pressure: 188.145 mmHg at 25°C.

Preparation: this chemical can be prepared by ethene. This reaction will need reagent methylaluminoxane, catalyst tridentate PNP Cr(III) complex. The reaction time is 30 min with reaction temperature of 80 °C. The yield is about 100%.



Uses of 1-Hexene: it can be used to produce hex-1-en-3-one at temperature of 55 °C. It will need reagent HgSO4 and diluted H2SO4.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label. Please keep container in a well-ventilated place and keep away from sources of ignition - No smoking. Take precautionary measures against static discharges. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical may cause lung damage if swallowed. It is vapours may cause drowsiness and dizziness. When you are using it, do not empty into drains and do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: CCCCC=C
(2)InChI: InChI=1/C6H12/c1-3-5-6-4-2/h3H,1,4-6H2,2H3
(3)InChIKey: LIKMAJRDDDTEIG-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C6H12/c1-3-5-6-4-2/h3H,1,4-6H2,2H3
(5)Std. InChIKey: LIKMAJRDDDTEIG-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD skin > 10gm/kg (10000mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER National Technical Information Service. Vol. OTS0535205,
rat LC50 inhalation 32000ppm/4H (32000ppm) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
National Technical Information Service. Vol. OTS0535205,
rat LD oral > 10gm/kg (10000mg/kg)   National Technical Information Service. Vol. OTS0535205,