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592-76-7

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592-76-7 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 592-76-7 differently. You can refer to the following data:
1. clear colorless liquid
2. Heptene is a colorless liquid. Mild, gasoline like odor.
3. 1-Heptene is a colorless, highly flammable liquid with specific gravity 0.697.

Uses

Different sources of media describe the Uses of 592-76-7 differently. You can refer to the following data:
1. 1-Heptene can be used as a reactant for the gold(I)-catalyzed stereoselective olefin cyclopropanation of alkenes. Also it is a volatile organic compound which acts as a pollutant in the atmosphere.
2. Organic synthesis.

Production Methods

Heptene is produced in a process involving the oligomerization of ethene in the presence of aluminum alkyls.

Synthesis Reference(s)

Journal of the American Chemical Society, 101, p. 5414, 1979 DOI: 10.1021/ja00512a051Tetrahedron Letters, 31, p. 7115, 1990 DOI: 10.1016/S0040-4039(00)97255-1Synthetic Communications, 17, p. 969, 1987 DOI: 10.1080/00397918708063955

General Description

The liquid phase alkylation of toluene with 1-heptene has been investigated over a HFAU zeolite.

Hazard

Flammable, dangerous fire risk.

Health Hazard

Recommended Personal Protective Equipment: Safety goggles or face shield; Symptoms Following Exposure: High concentrations may produce slight irritation of eyes and respiratory tract; also acts as simple asphyxiant and slight anesthetic; General Treatment for Exposure: Remove from exposure. Administer artificial respirator if needed; Toxicity by Inhalation: Data not available; Short-Term Inhalation Limits: Data not available; Toxicity by Ingestion: Data not available; Late Toxicity: Data not available; Vapor (Gas) Irritant Characteristics: Vapors cause a slight smarting of the eyes or respiratory system if present in high concentrations. Effects are temporary; Liquid or Solid Irritant Characteristics: Minimum hazard. If spilled on clothing and allowed to remain, may cause smarting and reddening of the skin; Odor Threshold: Data not available.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Potential Exposure

A potential danger to those involved in use as a plant growth retardant or in organic synthesis.

Shipping

UN2278 n-Heptene, Hazard Class: 3; Labels: 3-Flammable liquid.

Purification Methods

Distil hept-1-ene from sodium, then carefully distil it fractionally using an 18-in gauze-packed column. It can also be purified by azeotropic distillation with EtOH. It usually contains the 2-and 3-isomers as impurities. These can be removed by gas chromatography using a Carbowax column at 70o. [Beilstein 1 IV 857.]

Incompatibilities

Vapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epox ides. May react exothermically with reducing agents releasing flammable hydrogen gas.

Check Digit Verification of cas no

The CAS Registry Mumber 592-76-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 2 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 592-76:
(5*5)+(4*9)+(3*2)+(2*7)+(1*6)=87
87 % 10 = 7
So 592-76-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H14/c1-3-5-7-6-4-2/h3H,1,4-7H2,2H3

592-76-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (L11487)  1-Heptene, 98+%   

  • 592-76-7

  • 25ml

  • 833.0CNY

  • Detail
  • Alfa Aesar

  • (L11487)  1-Heptene, 98+%   

  • 592-76-7

  • 100ml

  • 2399.0CNY

  • Detail
  • Supelco

  • (442267-U)  1-Heptene  analytical standard

  • 592-76-7

  • 442267-U

  • 292.50CNY

  • Detail

592-76-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-HEPTENE

1.2 Other means of identification

Product number -
Other names 2-propylbutanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:592-76-7 SDS

592-76-7Synthetic route

1-Heptyne
628-71-7

1-Heptyne

A

1-Heptene
592-76-7

1-Heptene

B

n-heptane
142-82-5

n-heptane

Conditions
ConditionsYield
With quinoline; oct-1-ene; hydrogen; Lindlar's catalystA 98.3%
B 1.7%
With hydrogen; silica gel; rhodium(1+) In ethanol; toluene at 40℃; under 1320.1 Torr; Product distribution;A 32%
B 1%
With hydrogen; copper at 200℃;
6-iodohept-1-ene
13389-36-1

6-iodohept-1-ene

A

1-Heptene
592-76-7

1-Heptene

B

1-(iodomethyl)-2-methylcyclopentane
73783-40-1

1-(iodomethyl)-2-methylcyclopentane

C

cis-1,2-dimethylcyclopentane
1192-18-3

cis-1,2-dimethylcyclopentane

trans-1,2-dimethylcyclopentane
822-50-4

trans-1,2-dimethylcyclopentane

Conditions
ConditionsYield
With lithium triethylborohydride In tetrahydrofuran for 2h; Product distribution; Mechanism; or with deuterated dicyclohexylphosphine (DCPD) or other reagents;A 98%
B 9%
C n/a
D n/a
1-Chloroheptane
629-06-1

1-Chloroheptane

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
TR97305 at 300℃; Dehydrochlorination;97%
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

(allylsulfonyl)benzene
16212-05-8

(allylsulfonyl)benzene

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With triphenylphosphine; copper dichloride In tetrahydrofuran at 60℃;96%
CH2=CH-CH2-OR, C4H9CCMgR'

CH2=CH-CH2-OR, C4H9CCMgR'

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
Cu(acac)2-PPh3 In tetrahydrofuran95%
1-Heptyne
628-71-7

1-Heptyne

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With hydrogen at 40℃; under 3000.3 Torr; for 0.333333h; Kinetics; Reagent/catalyst; Temperature;93%
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h;90%
With methanol; hydrogen; nickel Hydrogenation;
1,2-epoxyheptane
5063-65-0

1,2-epoxyheptane

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With bis(cyclopentadienyl)titanium dichloride; magnesium In tetrahydrofuran for 12h; Ambient temperature;92%
2-octene
111-67-1

2-octene

ethene
74-85-1

ethene

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With Grubbs catalyst first generation In toluene at 40℃; under 3750.38 Torr; for 0.5h; Temperature; Reagent/catalyst; Pressure; Inert atmosphere; Glovebox; Sealed tube;91.3%
With 1-Propyl acetate; ethylaluminum dichloride; tungsten(VI) oxychloride diethyl etherate In toluene at 85℃; under 2850.29 - 3000.3 Torr; for 2h;
1-Heptyne
628-71-7

1-Heptyne

A

1-Heptene
592-76-7

1-Heptene

B

hept-3-ene
592-78-9

hept-3-ene

C

hept-2-ene
592-77-8

hept-2-ene

D

n-heptane
142-82-5

n-heptane

Conditions
ConditionsYield
With hydrogen; palladium dichloride In N,N-dimethyl-formamide under 18751.5 Torr; for 0.416667h; Product distribution; Ambient temperature; various time;A 89%
B 1.8%
C 2.9%
D 6.3%
1-chloromethanesulfonyl-hexane
83367-40-2

1-chloromethanesulfonyl-hexane

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With sodium hydroxide; Aliquat 336 In dichloromethane for 30h; Heating;85%
6-bromo-1-heptene
38334-98-4

6-bromo-1-heptene

trimethylstannyl sodium
16643-09-7

trimethylstannyl sodium

A

1-Heptene
592-76-7

1-Heptene

B

1-hepten-6-yltrimethyltin
76879-52-2

1-hepten-6-yltrimethyltin

C

[(2-methylcyclopentyl)methyl]trimethyltin

[(2-methylcyclopentyl)methyl]trimethyltin

Conditions
ConditionsYield
In tetrahydrofuran stannane added to bromide, stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride;A 2.4%
B 6.1%
C 80.7%
D 2.3%
With tert-butylamine In tetrahydrofuran stannane added to bromide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride;A 3%
B 3.6%
C 74.5%
D 3%
In tetrahydrofuran bromide added to stannane, stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride;A 2%
B 13%
C 69%
D 1%
1-methyl-5-hexenyl chloride
15661-92-4

1-methyl-5-hexenyl chloride

trimethylstannyl sodium
16643-09-7

trimethylstannyl sodium

A

1-Heptene
592-76-7

1-Heptene

B

1-hepten-6-yltrimethyltin
76879-52-2

1-hepten-6-yltrimethyltin

C

[(2-methylcyclopentyl)methyl]trimethyltin

[(2-methylcyclopentyl)methyl]trimethyltin

Conditions
ConditionsYield
With tert-butylamine In tetrahydrofuran stannane added to chloride, 10 molar equiv. of additive, stirred under nitrogen at 0°C 3 h; quenched with aq. ammonium chloride;A 0.4%
B 79.9%
C 8.7%
D <1
With dicyclohexylphosphane In tetrahydrofuran stannane added to chloride, 10 molar equiv. of additive, stirred under nitrogen at 0°C 3 h; quenched with aq. ammonium chloride;A 10%
B 78.7%
C 2.2%
D 1.6%
In tetrahydrofuran stannane added to chloride, stirred under nitrogen at 0°C 3 h; quenched with aq. ammonium chloride;A 0.5%
B 78.2%
C 12.2%
D <1
Octanoic acid
124-07-2

Octanoic acid

A

1-Heptene
592-76-7

1-Heptene

B

n-heptane
142-82-5

n-heptane

C

Octanal
124-13-0

Octanal

Conditions
ConditionsYield
With palladium on silica gel; hydrogen at 245℃; under 760.051 Torr; for 4h; Temperature; Flow reactor;A 12%
B 70%
C 18%
6-iodohept-1-ene
13389-36-1

6-iodohept-1-ene

trimethylstannyl sodium
16643-09-7

trimethylstannyl sodium

A

1-Heptene
592-76-7

1-Heptene

B

1-hepten-6-yltrimethyltin
76879-52-2

1-hepten-6-yltrimethyltin

C

[(2-methylcyclopentyl)methyl]trimethyltin

[(2-methylcyclopentyl)methyl]trimethyltin

Conditions
ConditionsYield
In tetrahydrofuran stannane added to iodide, stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride;A 8.2%
B 9.5%
C 69.2%
D 8.6%
With tert-butylamine In tetrahydrofuran stannane added to iodide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride;A 6.7%
B 7.2%
C 62%
D 10%
With cyclohexa-1,4-diene In tetrahydrofuran stannane added to iodide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride;A 6.2%
B 18%
C 52.2%
D 6.4%
With dicyclohexylphosphane In tetrahydrofuran stannane added to iodide, additive 10 molar equiv., stirred under nitrogen at 0°C 30 min; quenched with aq. ammonium chloride; elem. anal.;A 44.9%
B 3.8%
C 16%
D 21.3%
n-pentyl methyl ketone
110-43-0

n-pentyl methyl ketone

A

1-Heptene
592-76-7

1-Heptene

B

2-Heptanol
52390-72-4, 543-49-7

2-Heptanol

C

hept-2-ene
592-77-8

hept-2-ene

Conditions
ConditionsYield
With isopropyl alcohol; magnesium oxide at 149.9℃;A n/a
B 66.3%
C n/a
hept-2-en-1-ol
22104-77-4

hept-2-en-1-ol

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In 1,2-dimethoxyethane for 120h; Heating;60%
trimethylsilylmethyltitanium trichloride
54943-97-4

trimethylsilylmethyltitanium trichloride

hexanal
66-25-1

hexanal

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
In diethyl ether for 20h; from -15 degC to 20 degC;60%
In diethyl ether for 20h; Mechanism; var. aldehydes: several Ge- and Cr- reagents;
dichloromethane
75-09-2

dichloromethane

n-hexylmagnesium chloride
44767-62-6

n-hexylmagnesium chloride

A

1-Heptene
592-76-7

1-Heptene

B

octane
111-65-9

octane

C

Tridecane
629-50-5

Tridecane

Conditions
ConditionsYield
With C31H37ClN3NiO2(1-)*Li(1+) In tetrahydrofuran at 25℃; for 0.333333h; Inert atmosphere; Overall yield = 97.5 %;A 59%
B 14.3%
C 23.6%
With C31H37ClFeN3O2 In tetrahydrofuran at 25℃; for 0.0833333h; Inert atmosphere;
n-heptan1ol
111-70-6

n-heptan1ol

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With aluminum oxide at 500℃; for 0.5h;51%
With aluminum oxide at 380 - 400℃;
With aluminum oxide at 430 - 450℃;
With colophonium at 350℃;
With aluminum oxide at 350 - 380℃;
(C2H5O)2Mo(CH2)CH3
84809-68-7

(C2H5O)2Mo(CH2)CH3

hexanal
66-25-1

hexanal

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether 1) -70 deg C, 1-2 h, 2) -70 - 20 deg C, 15 h;44%
methyl (E)-oct-2-enoate
7367-81-9

methyl (E)-oct-2-enoate

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With Hoveyda-Grubbs catalyst second generation; ethene In toluene at 75℃; for 24h; Reagent/catalyst; Inert atmosphere;41%
n-heptan1ol
111-70-6

n-heptan1ol

A

1-Heptene
592-76-7

1-Heptene

B

diheptyl ether
629-64-1

diheptyl ether

C

2-heptyloxy-heptane
51197-57-0

2-heptyloxy-heptane

D

3-Heptyloxy-heptane

3-Heptyloxy-heptane

E

alkene dimers

alkene dimers

Conditions
ConditionsYield
Al3+-montmorillonite at 200℃; for 4h; Product distribution; Mechanism;A 9%
B 39%
C 1.5%
D n/a
E n/a
n-heptan1ol
111-70-6

n-heptan1ol

A

1-Heptene
592-76-7

1-Heptene

B

tridecan-7-one
462-18-0

tridecan-7-one

Conditions
ConditionsYield
With zirconium(IV) oxide at 450℃; under 760.051 Torr; for 2h; Inert atmosphere;A 36%
B 23%
n-heptan1ol
111-70-6

n-heptan1ol

A

1-Heptene
592-76-7

1-Heptene

B

heptanethiol
1639-09-4

heptanethiol

C

diheptyl sulfide
629-65-2

diheptyl sulfide

Conditions
ConditionsYield
With P, S at 180 - 190℃; for 3.5h; Product distribution;A 8.6%
B 33.3%
C 14.6%
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

allyl bromide
106-95-6

allyl bromide

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
33%
With dibutyl ether
Herstellung;
With diethyl ether
1-Bromoheptane
629-04-9

1-Bromoheptane

nonyl alcohol
143-08-8

nonyl alcohol

A

1-Heptene
592-76-7

1-Heptene

B

diheptyl ether
629-64-1

diheptyl ether

C

heptyl-nonyl ether
76043-65-7

heptyl-nonyl ether

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide at 80℃; for 6h;A 4.5%
B 12%
C 86 % Chromat.
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

diethyl ether
60-29-7

diethyl ether

Allyl ether
557-40-4

Allyl ether

A

1-Heptene
592-76-7

1-Heptene

B

allyl alcohol
107-18-6

allyl alcohol

C

acrolein
107-02-8

acrolein

n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

diethyl ether
60-29-7

diethyl ether

allyl phenyl ether
1746-13-0

allyl phenyl ether

A

1-Heptene
592-76-7

1-Heptene

B

phenol
108-95-2

phenol

n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

diethyl ether
60-29-7

diethyl ether

O-allyl guaiacol
4125-43-3

O-allyl guaiacol

A

1-Heptene
592-76-7

1-Heptene

B

2-methoxy-phenol
90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
at 60℃;
heptanal
111-71-7

heptanal

1-Heptene
592-76-7

1-Heptene

Conditions
ConditionsYield
With hydrogen; molybdenum(VI) oxide at 400℃;
With methyllithium; calcium carbonate
Multi-step reaction with 2 steps
1: PCl5
2: sodium
View Scheme
Multi-step reaction with 2 steps
1: toluene; phosphorus pentachloride
2: sodium; cumene
View Scheme
Dichloromethylsilane
75-54-7

Dichloromethylsilane

1-Heptene
592-76-7

1-Heptene

dichloro-heptyl-methyl-silane
18395-93-2

dichloro-heptyl-methyl-silane

Conditions
ConditionsYield
Pt-thiourea Product distribution; Ambient temperature; various catalysts;100%
Pt-thiourea100%
Stage #1: 1-Heptene With diethylenetriaminepentaacetic acid (DTPA)-functionalized silica supported Pt at 60℃; for 0.5h;
Stage #2: Dichloromethylsilane at 60℃; for 4h; Reagent/catalyst;
98.9%
1-Heptene
592-76-7

1-Heptene

Triethoxysilane
998-30-1

Triethoxysilane

1-triethoxysilylheptane
41966-95-4

1-triethoxysilylheptane

Conditions
ConditionsYield
at 90℃; for 5h; Inert atmosphere;100%
at 90℃; for 5h; Inert atmosphere;100%
With dihydrogen hexachloroplatinate; 7,8-dicarba-nido-undecaborate(1-) at 20℃; for 24h; Product distribution; other reaction time, various catalyst composition;78%
1-Heptene
592-76-7

1-Heptene

1,2-heptanediol
3710-31-4

1,2-heptanediol

Conditions
ConditionsYield
With water; 4-methylmorpholine N-oxide; osmium; Cu-Al-hydrotalcite In toluene at 60℃; for 6h;100%
With 4-methylmorpholine N-oxide; polyaniline-supported Os In water; acetone; acetonitrile at 20℃;94%
With CF3O3S(1-)*C20H18F6N4O6OsS2(1+); dihydrogen peroxide In water; tert-butyl alcohol at 70℃; for 4h; pH=4; Inert atmosphere;89%
1-Heptene
592-76-7

1-Heptene

triphenylstannane
892-20-6

triphenylstannane

heptyltriphenylstannane
53566-43-1

heptyltriphenylstannane

Conditions
ConditionsYield
Irradiation (UV/VIS); UV-irradiation at 25-50 °C for 18 h;;100%
Irradiation (UV/VIS); UV-irradiation at 25-50 °C for 18 h;;100%
With 2,2'-azobis(isobutyronitrile); diphenyl diselenide In neat (no solvent) heating a mixt. of tin compd., alkene, Se compd. and AIBN at 80°Cfor 2.5 h with stirring;96%
1-Heptene
592-76-7

1-Heptene

trichloro-(2-chloroheptyl)-λ4-tellane

trichloro-(2-chloroheptyl)-λ4-tellane

Conditions
ConditionsYield
With tellurium tetrachloride In chloroform at 20℃; for 6h; regioselective reaction;100%
With tellurium tetrachloride In tetrachloromethane at 20℃; regioselective reaction;100%
methanol
67-56-1

methanol

1-Heptene
592-76-7

1-Heptene

trichloro-(2-methoxyheptyl)-λ4-tellane

trichloro-(2-methoxyheptyl)-λ4-tellane

Conditions
ConditionsYield
With tellurium tetrachloride In dichloromethane at 20℃; regioselective reaction;100%
With tellurium tetrachloride In chloroform at 20℃; for 20h; regioselective reaction;96%
1-Heptene
592-76-7

1-Heptene

dichlorobis-(2-chloroheptyl)-λ4-tellane

dichlorobis-(2-chloroheptyl)-λ4-tellane

Conditions
ConditionsYield
With tellurium tetrachloride In benzene for 10h; Reflux; regioselective reaction;100%
1-Heptene
592-76-7

1-Heptene

ethanol
64-17-5

ethanol

trichloro-(2-ethoxyheptyl)-λ4-tellane

trichloro-(2-ethoxyheptyl)-λ4-tellane

Conditions
ConditionsYield
With tellurium tetrachloride In dichloromethane at 40℃; for 7h; Solvent; regioselective reaction;100%
Stage #1: 1-Heptene With tellurium tetrachloride In chloroform at 0 - 20℃; for 14h;
Stage #2: ethanol In chloroform for 5h; Reflux;
100%
1-Heptene
592-76-7

1-Heptene

bis-(2-bromoheptyl)selenide

bis-(2-bromoheptyl)selenide

Conditions
ConditionsYield
With selenium dibromide In tetrachloromethane at -20 - 20℃; for 18h; regioselective reaction;100%
Stage #1: 1-Heptene With selenium(IV) oxide; hydrogen bromide In diethyl ether; water at 0 - 25℃; for 0.5h;
Stage #2: With sodium metabisulfite In benzene at 5 - 25℃; for 2h;
85%
With selenium dibromide In chloroform at 20 - 25℃;
1-Heptene
592-76-7

1-Heptene

bis-(2-chloroheptyl)selenide

bis-(2-chloroheptyl)selenide

Conditions
ConditionsYield
With selenium(II) chloride In chloroform at -60 - 20℃; for 18h; regioselective reaction;100%
Stage #1: 1-Heptene With hydrogenchloride; selenium(IV) oxide In diethyl ether; water at 0 - 25℃; for 7h;
Stage #2: With sodium metabisulfite In benzene at 5 - 25℃; for 2h;
82%
1-Heptene
592-76-7

1-Heptene

Triethoxysilane
998-30-1

Triethoxysilane

β-heptyltriethoxysilane

β-heptyltriethoxysilane

Conditions
ConditionsYield
With rhodium(III) chloride trihydrate at 80℃; for 8h;99.6%
1-Heptene
592-76-7

1-Heptene

ethyl methyl disulfide
20333-39-5

ethyl methyl disulfide

1-ethylsulfanyl-2-methylsulfanyl-heptane

1-ethylsulfanyl-2-methylsulfanyl-heptane

Conditions
ConditionsYield
for 2h; UV-irradiation;99.1%
1-Heptene
592-76-7

1-Heptene

n-pentyl methyl ketone
110-43-0

n-pentyl methyl ketone

Conditions
ConditionsYield
With Pd(II)(15-crown-5-phen)Cl2; dinitrogen monoxide In N,N-dimethyl acetamide; water at 150℃; under 2250.23 Torr; for 18h;99%
With 2(p-CH2-C6H4CN)2[(CH2)3SO3Na]2-calix[4]arene*PdCl2; oxygen; copper dichloride under 3750.3 Torr; for 2h; Wacker oxidation;89%
With dihydrogen peroxide In water; acetonitrile at 55℃; for 12h; Wacker Oxidation;77%
1-Heptene
592-76-7

1-Heptene

3β-nitromethyl-2α-(2-isopentenyl)cyclopentan-1-one
109761-18-4, 121406-00-6

3β-nitromethyl-2α-(2-isopentenyl)cyclopentan-1-one

(2R,3S)-2-(3-Methyl-but-2-enyl)-3-(5-pentyl-4,5-dihydro-isoxazol-3-yl)-cyclopentanone
121406-04-0, 121469-57-6, 132072-80-1

(2R,3S)-2-(3-Methyl-but-2-enyl)-3-(5-pentyl-4,5-dihydro-isoxazol-3-yl)-cyclopentanone

Conditions
ConditionsYield
With phenyl isocyanate; triethylamine In benzene for 48h;99%
1-Heptene
592-76-7

1-Heptene

poly(methylhydrosiloxane)

poly(methylhydrosiloxane)

poly(methylheptyl)siloxane

poly(methylheptyl)siloxane

Conditions
ConditionsYield
With platinum In benzene at 20℃;99%
1-Heptene
592-76-7

1-Heptene

diisobutylaluminum chloride
1779-25-5

diisobutylaluminum chloride

di-n-heptyl-aluminium chloride
53211-81-7

di-n-heptyl-aluminium chloride

Conditions
ConditionsYield
zirconocene dichloride In dichloromethane 20°C;99%
zirconium (IV) butoxide In neat (no solvent) 20°C;51%
zirconium (IV) butoxide In dichloromethane 20°C;51%
1-Heptene
592-76-7

1-Heptene

1,2-dibromoheptane
42474-21-5

1,2-dibromoheptane

Conditions
ConditionsYield
With bromine In tetrachloromethane at -10 - 20℃; for 16h;98%
With [bis(acetoxy)iodo]benzene; potassium bromide In dichloromethane; water at 20℃; for 0.25h;94%
With bromine In chloroform at 0 - 5℃;88%
1-Heptene
592-76-7

1-Heptene

1,1,1,3,5,5,5-heptamethyltrisiloxan
1873-88-7

1,1,1,3,5,5,5-heptamethyltrisiloxan

3-heptyl-1,1,1,3,5,5,5-heptamethyltrisiloxane
14579-46-5

3-heptyl-1,1,1,3,5,5,5-heptamethyltrisiloxane

Conditions
ConditionsYield
With 1,2,3-trimethylimidazolium methylsulphate; bis(cyclooctadiene (μ-silyloxytrimethyl) rhodium(I)) at 90℃; for 2h; Product distribution; Further Variations:; Catalysts; Reagents;98%
With C77H70N2OPtSi2 In toluene at 80℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique; regioselective reaction;95%
dihydrogen hexachloroplatinate In isopropyl alcohol Heating;
(1,5-cyclooctadiene)rhodium/Aerosil 200 at 100℃; for 1h;98 % Chromat.
1-Heptene
592-76-7

1-Heptene

1,2-epoxyheptane
5063-65-0

1,2-epoxyheptane

Conditions
ConditionsYield
With [(C18H37)2(CH3)2N]3[SiO4H(WO5)3]; dihydrogen peroxide In ethyl acetate at 59.84℃; for 3h;98%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;98%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 3h;95%
1-Heptene
592-76-7

1-Heptene

trans-1,2-dibutylcyclopentane
80605-28-3

trans-1,2-dibutylcyclopentane

Conditions
ConditionsYield
With (2,6-((2,4,6-tricyclopentyl-C6H2)N-CMe)2C5H3N)Fe(N2) In neat (no solvent) at 23℃; for 24h; Sealed tube; Inert atmosphere; diastereoselective reaction;98%
1-Heptene
592-76-7

1-Heptene

2,3,5,6-tetrafluoro-4-mercaptopyridine
19736-58-4

2,3,5,6-tetrafluoro-4-mercaptopyridine

2,3,5,6-tetrafluoro-4-(heptylthio)pyridine

2,3,5,6-tetrafluoro-4-(heptylthio)pyridine

Conditions
ConditionsYield
With benzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-one In cyclohexane for 18h; Inert atmosphere; Schlenk technique; Irradiation;98%
1-Heptene
592-76-7

1-Heptene

1,1,1,3,3,3-hexafluoroisopropyl iodide
4141-91-7

1,1,1,3,3,3-hexafluoroisopropyl iodide

1,1,1-Trifluoro-4-iodo-2-(trifluoromethyl)nonane
141810-09-5

1,1,1-Trifluoro-4-iodo-2-(trifluoromethyl)nonane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 65℃;97%
1-Heptene
592-76-7

1-Heptene

1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane
16486-97-8

1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane

1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-8-iodo-tridecane
103190-37-0

1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-8-iodo-tridecane

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) at 20℃; for 0.333333h;97%
nickel In ethanol at 80℃; for 8h;96%
With magnesium In N,N-dimethyl-formamide at 80℃; for 10h;89.5%
With ammonium peroxydisulfate; sodium formate In N,N-dimethyl-formamide at 40℃; for 4h;86%
With iron In N,N-dimethyl-formamide at 80℃; for 2h;79%
1-Heptene
592-76-7

1-Heptene

1,3-bisphosphinopropane
3619-91-8

1,3-bisphosphinopropane

1,3-bis[di(n-heptyl)phosphino]propane
288145-95-9

1,3-bis[di(n-heptyl)phosphino]propane

Conditions
ConditionsYield
at 20℃; for 10h; Addition; Irradiation;97%
1-Heptene
592-76-7

1-Heptene

5-Iodo-2'-deoxyuridine
54-42-2

5-Iodo-2'-deoxyuridine

5-(hept-1-en-1-yl)-2'-deoxyuridine
96962-44-6

5-(hept-1-en-1-yl)-2'-deoxyuridine

Conditions
ConditionsYield
With tributyl-amine; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 0.333333h; Heck reaction; Microwave irradiation;97%
With tributyl-amine; palladium diacetate In 1,4-dioxane; N,N-dimethyl-formamide at 100℃; for 0.333333h; Microwave irradiation;97%
1-Heptene
592-76-7

1-Heptene

carbon dioxide
124-38-9

carbon dioxide

ethylmagnesium chloride
2386-64-3

ethylmagnesium chloride

4-Methylnonanoic acid
45019-28-1

4-Methylnonanoic acid

Conditions
ConditionsYield
Stage #1: 1-Heptene; ethylmagnesium chloride With triisopropyl phosphite; tantalum pentachloride In tetrahydrofuran at 20℃; for 3h;
Stage #2: carbon dioxide In tetrahydrofuran at 0℃; for 3h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water
97%
1-Heptene
592-76-7

1-Heptene

N-((tert-butoxycarbonyl)oxy)benzamide
1293990-69-8

N-((tert-butoxycarbonyl)oxy)benzamide

C14H19NO

C14H19NO

Conditions
ConditionsYield
With C36H62Cl4Rh2; cesium acetate In methanol at 20℃; for 24h; Darkness; regioselective reaction;97%

592-76-7Relevant articles and documents

Effect of reduction temperature on the characteristics and catalytic properties of TiO2 supported AuPd alloy particles prepared by one-step flame spray pyrolysis in the selective hydrogenation of 1-heptyne

Pongthawornsakun, Boontida,Mekasuwandumrong, Okorn,Prakash, Swamy,Ehret, Eric,Santos Aires, Francisco J. Cadete,Panpranot, Joongjai

, p. 278 - 287 (2015)

The bimetallic flame spray-synthesized AuPd/TiO2 catalysts (Au:Pd weight ratio 1:1) were reduced for 2 h under H2 at two different temperatures (40 °C and 500 °C) and tested in the liquid phase selective hydrogenation of 1-heptyne under mild conditions (30 °C and 4 bar H2). Based on TEM-EDX analysis of individual nanoparticles, reduction at 500 °C tends to homogenize the composition of the individual AuPd nanoparticles without significant changes of their average particle size and bulk composition. Higher reaction rate (245 μmol s-1 g cat.-1) was obtained on the AuPd/TiO2 R40 than on the AuPd/TiO2 R500 (223 μmol s-1 g cat.-1). Upon reduction at 500 °C, the bimetallic AuPd/TiO2 exhibited a similar degree of the strong-metal support interaction (SMSI) effect as the monometallic one. As revealed by XPS results, the ratios of Pd/Ti on both catalysts decreased by ca. 23%, due probably to the migration of TiOx species onto the metals. The highest yield of 1-heptene (~93%) was obtained over the bimetallic AuPd/TiO2 reduced at 40 °C in 20 min reaction time under the reaction conditions used. The high temperature reduction is unnecessary for the improvement of catalyst performances when using supported bimetallic AuPd catalysts.

Characteristics and catalytic behavior of Pd catalysts supported on nanostructure titanate in liquid-phase hydrogenation

Putdee, Somjit,Mekasuwandumrong, Okorn,Soottitantawat, Apinan,Panpranot, Joongjai

, p. 3062 - 3067 (2013)

Titanate nanowire (TNW) and nanotube (TNT) structures were synthesized by the hydrothermal reaction using spherical shape anatase TiO2 nanoparticles (TNP) as the starting material and employed as Pd catalyst supports for the liquid-phase selective hydrogenation of 1-heptyne to 1-heptene. Pd dispersion was significantly improved as the specific surface area of the supports increased in the order: Pd/TNT > Pd/TNW > Pd/TNP. While the hydrogenation rate increased with increasing number of active Pd0 surface, the selectivity to 1-heptene depended largely on the degree of interaction between Pd and the supports. The catalysts prepared by impregnation method led to a stronger metal-support interaction than those prepared by colloidal route. The selectivity of 1-heptene at complete conversion of 1-heptyne was obtained in the order: I-Pd/TNT > I-Pd/TNP > Pd/TNT ≈ Pd/TNW > Pd/TNP. Copyright

Vinogradov et al.

, (1976)

ALKYLATION OF PENTAERYTHRITOL BY PHASE-TRANSFER CATALYSIS 2. Crucial Effect of the Aqueous Sodium Hydroxyde Solution

Nouguier, Robert,Mchich, Mohamed

, p. 2477 - 2482 (1988)

The mechanistic aspects of the alkylation of pentaerythritol (2-2'-bis(hydroxymethyl)-1,3-propanediol) (PE) by phase-transfer catalysis have been investigated.The dramatic effect of an excess and renewal of sodium hydroxide solutions on the one hand, and the solubility of the PT catalyst in the organic phase on the other, argue that the selectivity of this reaction appears to be controlled almost completely by the possible protonation of the sodium form of the alkoxide anion of PE (4).This protonation depends on the assumption that water molecules are present in the PT medium, and it based upon the observation that this PT medium is actually a three liquid-layer system.As the unusual layer (catalyst layer) may be readily hydrated, the concentrated sodium hydroxide solution can be no longer considered as an unquestionable desiccant.

Highly selective semi-hydrogenation of alkynes with a Pd nanocatalyst modified with sulfide-based solid-phase ligands

Huang, Lingqi,Hu, Kecheng,Ye, Ganggang,Ye, Zhibin

, (2021/03/30)

Soluble small molecular/polymeric ligands are often used in Pd-catalyzed semi-hydrogenation of alkynes as an efficient strategy to improve the selectivity of targeted alkene products. The use of soluble ligands requires their thorough removal from the reaction products, which adds significant extra costs. In the paper, commercially available, inexpensive, metallic sulfide-based solid-phase ligands (SPL8-4 and SPL8-6) are demonstrated as simple yet high-performance insoluble ligands for a heterogeneous Pd nanocatalyst (Pd@CaCO3) toward the semi-hydrogenation of alkynes. Based on the reactions with a range of terminal and internal alkyne substrates, the use of the solid-phase ligands has been shown to markedly enhance the selectivity of the desired alkene products by efficiently suppressing over-hydrogenation and isomerization side reactions, even during the long extension of the reactions following full substrate conversion. A proper increase in the dosage or a reduction in the average size of the solid-phase ligands enhances such effects. With their insoluble nature, the solid-phase ligands have the distinct advantage in their simple, convenient recycling and reuse while without contaminating the products. A ten-cycle reusability test with the SPL8-4/Pd@CaCO3 catalyst system confirms its well-maintained activity and selectivity over repeated uses. A mechanistic study with x-ray photoelectron spectroscopy indicates that the solid-phase ligands have electronic interactions with Pd in the supported catalyst, contributing to inhibit the binding and further reaction of the alkene products. This is the first demonstration of solid-phase ligands for highly selective semi-hydrogenation of alkynes, which show strong promise for commercial applications.

Kolbe Electrolysis of Biomass-Derived Fatty Acids Over Pt Nanocrystals in an Electrochemical Cell

Yuan, Gang,Wu, Chan,Zeng, Guorong,Niu, Xiaopo,Shen, Guoqiang,Wang, Li,Zhang, Xiangwen,Luque, Rafael,Wang, Qingfa

, p. 642 - 648 (2019/12/24)

Electrochemical valorization of non-food biomass-derived carboxylates into fuels is promising for the conversion, storage, and distribution of renewable electricity. Herein, we demonstrate that biofuels, hydrogen, and bicarbonate can be simultaneously produced in an electrochemical cell by one-step electrolysis of free fatty acids under ambient conditions on 3D self-supported ultralow Pt loading (2 wt %) electrode. The three valuable products can naturally separate from each other during the electrolysis in the alkaline aqueous solution. The experimental suggests that Pt(100) and Pt(110) are favorable for the production of non-Kolbe and Kolbe hydrocarbons, respectively. DFT calculation further clarifies the adsorption and stabilization of the reaction intermediates on Pt(100) and Pt(110).

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