764-59-0

Basic information

• Product Name: hex-5-enal
• Synonyms: hex-5-enal;5-Hexenal;Hex-5-en-1-al
• CAS NO: 764-59-0
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.143
• EINECS: 212-127-0
• Mol File: 764-59-0.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 128℃
• Flash Point: 19℃
• Appearance: /
• Density: 0.817
• Vapor Pressure: 10.7mmHg at 25°C
• Refractive Index: 1.41
• CAS DataBase Reference: hex-5-enal(CAS DataBase Reference)
• NIST Chemistry Reference: hex-5-enal(764-59-0)
• EPA Substance Registry System: hex-5-enal(764-59-0)

Safety Data

• Hazardous Substances Data: 764-59-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 87, p. 1150, 1965 DOI: 10.1021/ja01083a050

InChI:InChI=1/C6H10O/c1-2-3-4-5-6-7/h2,6H,1,3-5H2

Synthetic route

5-Hexen-1-ol (821-41-0) → hex-5-en-1-al (764-59-0)

Conditions	Yield
Stage #1: 5-Hexen-1-ol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 1h; Swern oxidation; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at -78 - 0℃; Swern oxidation; Inert atmosphere;	100%
Stage #1: 5-Hexen-1-ol With oxalyl dichloride; dimethyl sulfoxide at -78℃; for 1h; Stage #2: With triethylamine	100%
With (NH4)4[CuMo6O18(OH)6]·5H2O; oxygen; sodium sulfite In water; acetonitrile at 60℃; under 760.051 Torr; for 6h;	95%

N,N-dimethylhexa-1,5-dien-3-amine (75712-80-0) → hex-5-en-1-al (764-59-0) + (E)-N,N-Dimethyl-1,5-hexadien-1-amin (82574-98-9) + dimethyl amine (124-40-3)

Conditions	Yield
at 223.5℃; for 12h;	A n/a B 95.8% C n/a
at 160.2 - 200.1℃; Yield given. Yields of byproduct given;
With N,N-dimethyl-cyclohexanamine at 160.2 - 200.1℃; under 3 Torr; Kinetics; Thermodynamic data; Cope rearrengament, ΔH*, ΔG*, ΔS*, Ea;

5-hexenal dimethylhydrazone (88180-24-9) → hex-5-en-1-al (764-59-0)

Conditions	Yield
With hydrogenchloride In diethyl ether for 4h; Ambient temperature;	92%

hex-5-enyl hydroperoxide (86692-87-7) → 5-Hexen-1-ol (821-41-0) + (+/-)-2-pentanol (6032-29-7) + hex-5-en-1-al (764-59-0)

Conditions	Yield
In pentane for 48h; Irradiation;	A 60% B 10% C 30%

hex-5-enyl hydroperoxide (86692-87-7) → 5-Hexen-1-ol (821-41-0) + hex-5-en-1-al (764-59-0) + 5-hexenyl acetate (5048-26-0)

Conditions	Yield
With titanium(III) chloride; acetic acid In water for 2h;	A 56% B 27% C 17%

5-Hexen-1-ol (821-41-0) → 3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9) + hex-5-en-1-al (764-59-0)

Conditions	Yield
With chromium(V)	A 32% B 52%

hex-5-enyl hydroperoxide (86692-87-7) → 5-Hexen-1-ol (821-41-0) + hex-5-en-1-al (764-59-0) + phenol (108-95-2)

Conditions	Yield
In benzene for 48h; Irradiation;	A 44% B 43% C 13%

cyclohexane (110-82-7) → 7-oxabicyclo(2.2.1)heptane (279-49-2) + hex-5-en-1-al (764-59-0) + cyclohexane-1,2-epoxide (286-20-4) + cyclohexene (110-83-8)

Conditions	Yield
With tetramethylbutane; oxygen at 753℃; under 15 Torr; for 0.00555556h; Product distribution; Kinetics; Further Variations:; Temperatures;	A 0.062% B 0.195% C 0.037% D 0.488%

1,3-diaminocyclohexane (3385-21-5, 26772-34-9, 26883-70-5, 115092-57-4) → hex-5-en-1-al (764-59-0)

Conditions	Yield
With acetic acid; sodium nitrite

3-aminocyclohexanol (6850-39-1) → hex-5-en-1-al (764-59-0)

Conditions	Yield
With acetic acid; sodium nitrite

oct-1-ene (111-66-0) + cyclohexanone (108-94-1) → cis-2-octene (7642-04-8) + trans-2-Octene (13389-42-9) + hex-5-en-1-al (764-59-0) + 2-octylcyclohexanone (6814-21-7)

Conditions	Yield
at 40℃; im UV-Licht.Irradiation;

oct-1-ene (111-66-0) + cyclohexanone (108-94-1) → hex-5-en-1-al (764-59-0)

Conditions	Yield
Irradiation.mit UV-Licht;

1,5-hexadiene-3-ol (924-41-4) → hex-5-en-1-al (764-59-0)

Conditions	Yield
at 410℃;

6,6-diethoxy-hex-1-ene (761-59-1) → hex-5-en-1-al (764-59-0)

Conditions	Yield
(hydrolysis);

1-(4-dimethylamino-phenyl)-hex-5-en-1-ol (92321-81-8) → hex-5-en-1-al (764-59-0)

Conditions	Yield
With 4-diazonio-benzenesulfonic acid betaine

bromopentene (1119-51-3) + orthoformic acid triethyl ester (122-51-0) → hex-5-en-1-al (764-59-0)

Conditions	Yield
(i) Mg, Et2O, (ii) /BRN= 605384/, (iii) aq. H2SO4; Multistep reaction;

(2-hydroxy-cyclopentylmethyl)-trimethyl-ammonium; hydroxide (70592-71-1) → hex-5-en-1-al (764-59-0)

Conditions	Yield
In water at 450℃;

1,5-hexadiene-3-ol (924-41-4) → propene (187737-37-7) + hex-5-en-1-al (764-59-0) + acrolein (107-02-8)

Conditions	Yield
under 5 Torr; Ambient temperature; Irradiation;
under 5 Torr; Thermodynamic data; Product distribution; Ambient temperature; Irradiation; energy absorb., var. pulses;

4-pentenal (2100-17-6) + tris(ethylenedioxyboryl)methane (59278-44-3) → hex-5-en-1-al (764-59-0)

Conditions	Yield
Yield given. Multistep reaction;

5-hexenoyl chloride (36394-07-7) → hex-5-en-1-al (764-59-0)

trans-(3-Trimethylsilyl)-cyclohexanol (90724-75-7) → hex-5-en-1-al (764-59-0)

Conditions	Yield
With iodosylbenzene; boron trifluoride diethyl etherate; dicyclohexyl-carbodiimide In dichloromethane for 3h; Ambient temperature;	18 % Chromat.

cyclohexanone (108-94-1) + isobutene (115-11-7) → hex-5-en-1-al (764-59-0)

Conditions	Yield
In benzene Quantum yield; Mechanism; Irradiation; λ=300 nm;

cyclohexanone (108-94-1) → 1-penten (109-67-1) + hex-5-en-1-al (764-59-0) + Cyclopentane (287-92-3)

Conditions	Yield
With sulphur hexafluoride Product distribution; Quantum yield; Mechanism; Irradiation; partial pressures varied;

cyclohexanone (108-94-1) → hex-5-en-1-al (764-59-0) + O-deuterio-hexanoic acid

Conditions	Yield
With water-d2 at 19.9℃; for 0.5h; Product distribution; Irradiation; var. conditions;

cyclohexanone (108-94-1) → hex-5-en-1-al (764-59-0) + cyclohexane-1,3-diol (504-01-8) + hexanoic acid (142-62-1)

Conditions	Yield
With water-d2 at 19.9℃; for 0.5h; Product distribution; Mechanism; Irradiation; var. temp., var. magnetic field intensity;	A 12 % Spectr. B 3 % Spectr. C 10 % Spectr.

(1R,3R)-3-Tributylstannanyl-cyclohexanol (94726-46-2, 94726-47-3) → hex-5-en-1-al (764-59-0)

Conditions	Yield
With iodosylbenzene; boron trifluoride diethyl etherate; dicyclohexyl-carbodiimide In dichloromethane for 1h; Ambient temperature;	74 % Chromat.

(1S,3R)-3-Tributylstannanyl-cyclohexanol (94726-46-2, 94726-47-3) → hex-5-en-1-al (764-59-0)

Conditions	Yield
With iodosylbenzene; boron trifluoride diethyl etherate; dicyclohexyl-carbodiimide In dichloromethane for 1h; Ambient temperature;	74 % Chromat.

hex-5-enyl hydroperoxide (86692-87-7) → 2-(chloromethyl)tetrahydropyran (18420-41-2, 130233-13-5, 130233-14-6) + 2-vinyltetrahydrofuran (1072-60-2) + 5-Hexen-1-ol (821-41-0) + hex-5-en-1-al (764-59-0) + 5-hexenyl acetate (5048-26-0) + 3-chloro-1-oxacycloheptane

Conditions	Yield
With acetic acid; iron(II) chloride In water for 2h; Product distribution; Heating; other reagent:TiCl3/AcOH;

hex-5-enyl hydroperoxide (86692-87-7) → 5-Hexen-1-ol (821-41-0) + (+/-)-2-pentanol (6032-29-7) + hex-5-en-1-al (764-59-0) + phenol (108-95-2)

Conditions	Yield
Product distribution; Irradiation; in different solvents and reaction time;

Oxo-phenyl-acetic acid hex-5-enyl ester → hex-5-en-1-al (764-59-0)

Conditions	Yield
Irradiation;

hex-5-en-1-al (764-59-0) + (2S)-2-phenylglycinol (20989-17-7) → (4S)-2-(pent-4-en-1-yl)-4-phenyloxazolidine

Conditions	Yield
With magnesium sulfate In dichloromethane Inert atmosphere;	100%

hex-5-en-1-al (764-59-0) + vinyl magnesium bromide (1826-67-1) → 1,7-octadien-3-ol (30385-19-4)

Conditions	Yield
In tetrahydrofuran at 20℃; Grignard reaction;	99%
In tetrahydrofuran at -80.15℃; Grignard reaction;	68%
In tetrahydrofuran at 0℃; Yield given;
In tetrahydrofuran at -78℃; for 0.75h;	1.07 g
In tetrahydrofuran

2–(1H–pyrrol–1–yl)–5–methylaniline (59194-21-7) + hex-5-en-1-al (764-59-0) → C17H20N2

Conditions	Yield
Stage #1: 2–(1H–pyrrol–1–yl)–5–methylaniline; hex-5-en-1-al In dichloromethane at -90℃; for 1h; Pictet-Spengler Synthesis; Inert atmosphere; Stage #2: With C80H60F6N4O6PS2(1-)*H(1+)*2CH4N2O In dichloromethane at -90℃; for 23h; Pictet-Spengler Synthesis; Inert atmosphere; enantioselective reaction;	99%

hex-5-en-1-al (764-59-0) + (3R)-3-propionyl-4-benzyloxazolidin-2-one (101711-78-8, 131685-53-5) → 4-benzyl-3-(3-hydroxy-2-methyl-oct-7-enoyl)-oxazolidin-2-one (499992-34-6)

Conditions	Yield
Stage #1: (3R)-3-propionyl-4-benzyloxazolidin-2-one With di-n-butylboryl trifluoromethanesulfonate; triethylamine In dichloromethane at -78 - 0℃; for 0.5h; Aldol Addition; Inert atmosphere; Stage #2: hex-5-en-1-al In dichloromethane at -78 - 0℃; for 2h; Aldol Addition; Inert atmosphere;	98%
Stage #1: (3R)-3-propionyl-4-benzyloxazolidin-2-one With di-n-butylboryl trifluoromethanesulfonate; triethylamine In dichloromethane at 0 - 3℃; Stage #2: hex-5-en-1-al In dichloromethane at -78 - 0℃;	73%

hex-5-en-1-al (764-59-0) + (S)-methyl 6’-chloro-3’,4,4’,5-tetrahydro-2H,2’H-spiro[benzo[b][1,4] oxazepine-3,1‘-naphthalene]-7-carboxylate → methyl (S)-6'-chloro-5-(hex-5-en-1-yl)-3',4,4',5-tetrahydro-2H,2H’-spiro[benzo[b][1,4]oxazepine-3,1'-naphthalene]-7-carboxylate

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃;	98%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Inert atmosphere;	98%

hex-5-en-1-al (764-59-0) + methyllithium (917-54-4) → 6-heptene-2-ol (24395-10-6)

Conditions	Yield
In diethyl ether at -78℃;	96%

hex-5-en-1-al (764-59-0) + valeryl bromide (1889-26-5) → (3R,4R)-3-propyl-4-(4-penten-1-yl)oxetan-2-one (1057557-86-4)

Conditions	Yield
With 2Br(1-)*C41H51AlN4O2(2+); N-ethyl-N,N-diisopropylamine In dichloromethane at -70℃; for 24h; Inert atmosphere; optical yield given as %ee;	96%
With 2Br(1-)*C41H51AlN4O2(2+); N-ethyl-N,N-diisopropylamine In dichloromethane at -70℃; for 24h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	96%

hex-5-en-1-al (764-59-0) + (5S)-5-phenylmorpholin-2-one (144896-92-4) → (2R,6R,8S,12S)-1-aza-10-oxo-12-phenyltricyclo<6.4.01,8.02,6>dodecan-9-one

Conditions	Yield
With molecular sieve In benzene for 3h; Heating; other substrates, toluene as solvens, stereochemistry;	95%
With molecular sieve In benzene for 3h; Heating;	95%

hex-5-en-1-al (764-59-0) + 2-But-3-enyl-4-isopropyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-cyclopenta[b]pyrrol-6-one (189134-35-8) → (4R,5S)-2-But-3-enyl-5-(1-hydroxy-hex-5-enyl)-4-isopropyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-cyclopenta[b]pyrrol-6-one

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -60 - -45℃;	95%

hex-5-en-1-al (764-59-0) + (R)-α-(hydroxymethyl)benzylhydroxylamine (321174-47-4) → (R)-2-(3aS,6aR)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol + (R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol (623582-45-6)

Conditions	Yield
With isopropyl alcohol; magnesium bromide In tetrahydrofuran at 65℃; for 48h;	A n/a B 95%

1.3-propanedithiol (109-80-8) + hex-5-en-1-al (764-59-0) → 2-(pent-4-en-1-yl)-1,3-dithiane (88180-26-1)

Conditions	Yield
Stage #1: 1.3-propanedithiol; hex-5-en-1-al In chloroform at 20℃; for 1h; Stage #2: With boron trifluoride diethyl etherate In chloroform at 20℃; for 17h; Further stages.;	94%
With hydrogenchloride In chloroform at -3 - 0℃; for 5h;	76.8%
With boron trifluoride diethyl etherate In dichloromethane for 1h; Ambient temperature; Yield given;

hex-5-en-1-al (764-59-0) + acetic anhydride (108-24-7) → Acetic acid 1-acetoxy-hex-5-enyl ester (142564-04-3)

Conditions	Yield
With boron trifluoride diethyl etherate In diethyl ether for 0.166667h;	94%
With boron trifluoride diethyl etherate In diethyl ether for 0.166667h; Ambient temperature;	94%

hex-5-en-1-al (764-59-0) + tert-butylamine (75-64-9) → tert-butyl-hex-5-enylidene-amine

Conditions	Yield
at 20℃;	94%
at 20℃; for 21h;	94%

hex-5-en-1-al (764-59-0) + (4-nitro-benzenesulfonylmethyl)-phosphonic acid dimethyl ester → 1-(hepta-1,6-diene-1-sulfonyl)-4-nitro-benzene (810690-65-4)

Conditions	Yield
Stage #1: (4-nitro-benzenesulfonylmethyl)-phosphonic acid dimethyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Stage #2: hex-5-en-1-al In tetrahydrofuran; dichloromethane at -78 - 25℃; for 1h;	93%

hex-5-en-1-al (764-59-0) + (2-nitroethenyl)benzene (102-96-5) → (R)-2-((S)-2-nitro-1-phenylethyl)-hex-5-enal (1087041-02-8)

Conditions	Yield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In water at 0 - 20℃; Michael condensation; enantioselective reaction;	93%

3-bromo-2,3-dihydro-thiophene-1,1-dioxide (53336-42-8) + hex-5-en-1-al (764-59-0) → 4-(1-hydroxy-5-hexenyl)-2-sulfolene (114362-81-1)

Conditions	Yield
With silver; zinc In tetrahydrofuran for 5h; Ambient temperature;	91.7%
With silver; zinc In tetrahydrofuran for 5h; Ambient temperature; Irradiation;	91.7%

bis(cyclopentadienyl)bis(trimethylphosphane)titanium(II) + hex-5-en-1-al (764-59-0) → C3H4OTi(bis(cyclopentadienyl))2(CH2CH2CH2)

Conditions	Yield
In pentane stirred (2 h, room temp.); filtration (Celite);	91%
In hexane addn. of the unsaturated ketone in hexane to the Ti compd. in hexane at room temp. and addn. of CDCl3 after 0.5 h;	76%

hex-5-en-1-al (764-59-0) + trimethylsilylacetylene (1066-54-2) → (S)-1-(trimethylsilyl)oct-7-en-1-yn-3-ol (1005773-96-5)

Conditions	Yield
Stage #1: trimethylsilylacetylene With (S)-3,3'-bis(5-tert-butyl-2-methoxyphenyl)-1,1'-binaphthyl-2,2'-diol; diethylzinc In diethyl ether at 20℃; for 16h; Inert atmosphere; Stage #2: With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #3: hex-5-en-1-al In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; optical yield given as %ee;	91%
Stage #1: trimethylsilylacetylene With (S)-3,3'-bis(5-tert-butyl-2-methoxyphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diol; diethylzinc In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; Stage #2: With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #3: hex-5-en-1-al In tetrahydrofuran at 20℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	68%

nitromethane (75-52-5) + hex-5-en-1-al (764-59-0) → (±)-1-nitrohept-6-en-2-ol (121948-45-6)

Conditions	Yield
In tetrahydrofuran; tert-butyl alcohol at 0 - 20℃;	90.2%
With sodium hydroxide In ethanol for 96h; Ambient temperature;	84%

hex-5-en-1-al (764-59-0) + ethylmagnesium bromide (925-90-6) → (+/-)-Oct-7-en-3-ol (88071-66-3)

Conditions	Yield
In tetrahydrofuran	90%

hex-5-en-1-al (764-59-0) + diethyl 2-oxo-2-((1S,2R)-N-camphor-10,2-sultam)-ethylphosphonate (120297-92-9) → (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-octa-2,7-dien-1-one

Conditions	Yield
With sodium hydride In dichloromethane at 0℃; Horner-Emmons reaction;	90%

(azidomethyl)tri-n-butylstannane + hex-5-en-1-al (764-59-0) → (C4H9)3SnCH2NCH(CH2)3CHCH2

Conditions	Yield
With triphenylphosphine In benzene byproducts: OP(C6H5)3;	90%

hex-5-en-1-al (764-59-0) + 3-(3,4-methylenedioxyphenyl)-3-oxopropionic acid methyl ester (54011-33-5) → methyl (E)-2-(benzo[d][1,3]dioxole-5-carbonyl)octa-2,7-dienoate

Conditions	Yield
With piperidine; acetic acid; lithium bromide In dichloromethane at 20 - 40℃; for 12h; Sealed tube; Inert atmosphere; Molecular sieve;	90%

hex-5-en-1-al (764-59-0) + 5-aminopenta-1,2-diene (5558-11-2) → N-(penta-3,4-dien-1-yl)hex-5-en-1-amine (1417504-16-5)

Conditions	Yield
Stage #1: hex-5-en-1-al; 5-aminopenta-1,2-diene In ethanol at 20 - 25℃; for 2h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In ethanol at 0℃; for 4h; Inert atmosphere;	88%

hex-5-en-1-al (764-59-0) + (3R)-3-propionyl-4-benzyloxazolidin-2-one (101711-78-8, 131685-53-5) → (R)-4-Benzyl-3-(3-hydroxy-2-methyl-oct-7-enoyl)-oxazolidin-2-one

Conditions	Yield
Stage #1: (3R)-3-propionyl-4-benzyloxazolidin-2-one With di-n-butylboryl trifluoromethanesulfonate; triethylamine In dichloromethane at -78℃; Stage #2: hex-5-en-1-al In dichloromethane at -78℃;	87%

hex-5-en-1-al (764-59-0) + phenylacetylene (536-74-3) → (R)-1-phenyloct-7-en-1-yn-3-ol (216961-99-8)

Conditions	Yield
Stage #1: phenylacetylene With diethylzinc In toluene for 4h; Inert atmosphere; Reflux; Stage #2: With titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol In touene; diethyl ether at 20℃; for 1h; Inert atmosphere; Stage #3: hex-5-en-1-al In diethyl ether; toluene at 20℃; for 2h; Inert atmosphere; optical yield given as %ee;	87%

hex-5-en-1-al (764-59-0) + 1-(triisopropylsilyl)butadiyne (111409-83-7) → (R)-1-(triisopropylsilyl)deca-9-en-1,3-diyn-5-ol (1314872-17-7)

Conditions	Yield
Stage #1: 1-(triisopropylsilyl)butadiyne With diethylzinc; (S)-[1,1']-binaphthalenyl-2,2'-diol; N-cyclohexyl-cyclohexanamine In diethyl ether at 20℃; for 16h; Inert atmosphere; Stage #2: hex-5-en-1-al With titanium(IV) isopropylate In diethyl ether for 3h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	87%

Upstream product

• 821-41-0 5-Hexen-1-ol 
• 90724-75-7 trans-(3-Trimethylsilyl)-cyclohexanol 
• 108-94-1 cyclohexanone 
• 115-11-7 isobutene 
• 155784-72-8 S-Naphthalen-2-yl trans-2-hexenethioate 
• 110-82-7 cyclohexane 
• 694-54-2 tetrahydro-2H-2-pyranol 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 6850-39-1 3-aminocyclohexanol 
• 1119-60-4 hept-6-enoic acid 
• 1073930-88-7 5-hexenyl 1-naphthyl selenide 
• 34164-50-6 4-penten-1-ylmagnesium bromide 
• 4221-03-8 5-hydroxypentanal 
• 64818-36-6 5-hexenyl methanesulfonate 

Downstream Products

• 88980-13-6 (S)-hept-6-en-2-ol 
• 474759-19-8 (E)-5-hexenal diphenylhydrazone 
• 499992-34-6 4-benzyl-3-(3-hydroxy-2-methyl-oct-7-enoyl)-oxazolidin-2-one 
• 939438-03-6 (+/-)-3-[1-(1-ethynyl-5-hexenyl)oxy]-2-iodo-4-methoxybenzaldehyde 
• 939438-07-0 (+/-)-2-(2-(2-(tert-butyldimethylsilyloxy)ethyl)cyclohex-2-enyloxy)-4-((tert-butyldimethylsilyloxy)methyl)-3-iodo-1-methoxybenzene 
• 939438-16-1 2-(6-(3-((tert-butyldimethylsilyloxy)methyl)-2-iodo-6-methoxyphenoxy)cyclohex-1-enyl)ethanol 
• 939438-06-9 (+/-)-(2-iodo-4-methoxy-3-(2-vinylcyclohex-2-enyloxy)benzyloxy)(tert-butyl)dimethylsilane 
• 939438-01-4 (2-iodo-4-methoxy-3-(2-vinylcyclohex-2-enyloxy)phenyl)methanol 
• 939438-04-7 (+/-)-2-iodo-4-methoxy-3-[(2-vinyl-2-cyclohexenyl)oxy]benzaldehyde 
• 245446-77-9 C₂₀H₂₂O₃ 

Relevant articles and documents

Cerium(IV) Carboxylate Photocatalyst for Catalytic Radical Formation from Carboxylic Acids: Decarboxylative Oxygenation of Aliphatic Carboxylic Acids and Lactonization of Aromatic Carboxylic Acids

We found that in situ generated cerium(IV) carboxylate generated by mixing the precursor Ce(OtBu)4 with the corresponding carboxylic acids served as efficient photocatalysts for the direct formation of carboxyl radicals from carboxylic acids under blue light-emitting diodes (blue LEDs) irradiation and air, resulting in catalytic decarboxylative oxygenation of aliphatic carboxylic acids to give C-O bond-forming products such as aldehydes and ketones. Control experiments revealed that hexanuclear Ce(IV) carboxylate clusters initially formed in the reaction mixture and the ligand-to-metal charge transfer nature of the Ce(IV) carboxylate clusters was responsible for the high catalytic performance to transform the carboxylate ligands to the carboxyl radical. In addition, the Ce(IV) carboxylate cluster catalyzed direct lactonization of 2-isopropylbenzoic acid to produce the corresponding peroxy lactone and ?3-lactone via intramolecular 1,5-hydrogen atom transfer (1,5-HAT).

Synthesis, characterization and catalytic performance in cyclohexane transformation by Bi2O3/MCM-41 nanocomposite materials

The nanoparticles of Bi2O3 supported on mesoporous MCM-41 were prepared in a simple way and were well characterized. The oxidation of cyclohexane to cyclohexanol and cyclohexanone under 1 atmospheric pressure of air in the absence of any solvent and reducing agents with Bi2O3/MCM-41 nanocomposites were considered. These nanoparticles of Bi2O3 supported on mesoporous MCM-41 were found to be the very effective catalysts for cyclohexane oxidation with air in a temperature range of 280–370 ?C. The influences of reaction temperature, the loading amount of Bi2O3 and space velocity on the oxidation of cyclohexane were also studied, and optimized conditions were investigated.

Facile photochemical transformation of alkyl aryl selenides to the corresponding carbonyl compounds by molecular oxygen: Use of selenides as masked carbonyl groups

(Chemical Equation Presented) Alkyl aryl selenides with and without functional groups on the alkyl group were transformed efficiently into the corresponding carbonyl compounds, particulary primary alkyl aryl selenides in good yields, by a simple photolysis in the presence of air or oxygen. This transformation can be conducted without protection of functional groups. The yield of carbonyl compounds was much affected by the solvent viscosity, reaction temperature, concentration of dissolved oxygen in the solvents, wavelength of light, and structure of the aryl substituents. The present study indicates that aryl selenides can be considered as a masked carbonyl group that can be easily converted to a carbonyl group by very mild reaction conditions even in the presence of various unprotected functional groups. Therefore, this functional group transformation can be used as an important tool in organic synthesis due to its simplicity and mild reaction condition.