6-Hexanolactone supplier | CasNO.502-44-3

Name
2-Oxacycloheptanone
EINECS 207-938-1
CAS No. 502-44-3
Article Data253
CAS DataBase
Density 1.022 g/cm³
Solubility >1000 mg/L (20 °C) in water
Melting Point -1 °C
Formula C₆H₁₀O₂
Boiling Point 225.393 °C at 760 mmHg
Molecular Weight 114.144
Flash Point 84.805 °C
Transport Information
Appearance Clear colorless liquid, yellowing on ageing
Safety 26-39-37/39
Risk Codes 37/38-41-36/38
Molecular Structure
Hazard Symbols Xi
Synonyms Hexanoicacid, 6-hydroxy-, lactone (6CI);1,6-Hexanolide;2-Oxooxopane;6-Hexanolide;6-Hydroxyhexanoic acid lactone;Caprolactone;Caprolactone A;Epsilon-caprolactone;Hexamethylene oxide, 2-oxo-;Hexanoic acid, 6-hydroxy-, e-lactone;Nyrim 1 Additive 6;Placcel M;Tone ECEQ;Tone Monomer EC;e-Caprolactone;e-Hexanolactone;
PSA 26.30000
LogP 1.10360

Synthetic route

: 1191-25-9
6-Hydroxyhexanoic acid

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With soluble asphaltene oxide In methanol at 50℃; for 24h;	100%
tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene for 10h; Heating;	94%
With molecualar sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene at 120℃; for 10h;	94%

: 108-94-1
cyclohexanone

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With Fe(AAEMA)3; oxygen; isobutyraldehyde In 1,2-dichloro-ethane under 760 Torr; for 36h; Ambient temperature;	100%
With borax; dihydrogen peroxide; N-benzyl-N,N,N-triethylammonium chloride In water; benzene at 55℃; for 24h;	100%
With bismuth(lll) trifluoromethanesulfonate In dichloromethane at 20℃; for 0.5h; Baeyer-Villiger oxidation;	100%

: 108-93-0
cyclohexanol

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With Geotrichum candidum CCT 1205 whole cells In aq. phosphate buffer at 28℃; for 4h; pH=6.5; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction;	100%
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; cyclic chromate ester C7H14CrO4 In dichloromethane Ambient temperature;	93%
With dihydrogen peroxide In water at 20℃; for 7h; Baeyer-Villiger-type reaction;	92%

: 930-68-7
cyclohexenone

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With Geotrichum candidum CCT 1205 whole cells In aq. phosphate buffer at 28℃; for 5h; pH=6.5; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction;	100%
With benzyl(3,5-bis(trifluoromethyl)phenyl)selenoxide; dihydrogen peroxide In dichloromethane at 22.85℃; for 24h; Baeyer-Villiger oxidation;	94%
With dihydrogen peroxide In neat (no solvent) at 20℃; for 6h; Baeyer-Villiger Ketone Oxidation; Green chemistry;

: 930-68-7
cyclohexenone

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 108-94-1
cyclohexanone

C: 108-93-0
cyclohexanol

Conditions

Conditions	Yield
With Geotrichum candidum CCT 1205 whole cells In aq. phosphate buffer at 28℃; for 24h; pH=6.5; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction;	A n/a B 100% C n/a

...Expand

: 108-94-1
cyclohexanone

: 100-52-7
benzaldehyde

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With oxygen In 1,2-dichloro-ethane at 50℃; for 5h; Catalytic behavior; Reagent/catalyst; Temperature; Time;	A 100% B 100%

...Expand

: 79-21-0
peracetic acid

: 108-94-1
cyclohexanone

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
at 60℃; under 150.015 Torr; for 4h; Pressure;	99.2%
With acetone
at 50℃; for 0.13h; Temperature;

: 629-11-8
1,6-hexanediol

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; [RhCl2(p-cymene)]2; potassium carbonate In 4-methyl-2-pentanone for 0.5h; Inert atmosphere; Reflux;	99%
With sodium bromite In water; acetic acid for 10h; Ambient temperature;	84%
With barium manganate In acetonitrile at 150℃; for 1h; Microwave irradiation;	84%

: 1191-25-9
6-Hydroxyhexanoic acid

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 1020-83-3
1,8-dioxa-cyclotetradecane-2,9-dione

Conditions

Conditions	Yield
With p-nitrobenzoic anhydride; scandium tris(trifluoromethanesulfonate) In tetrahydrofuran; acetonitrile for 5h; Heating; Yields of byproduct given;	A 99% B n/a

: 629-11-8
1,6-hexanediol

: 108-94-1
cyclohexanone

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With wild-type cyclohexanone monooxygenase; Thermoanaerobacter ethanolicus In aq. buffer at 30℃; for 48h; Catalytic behavior; Reagent/catalyst; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction;	99%

: 91-01-0
1,1-Diphenylmethanol

: 108-94-1
cyclohexanone

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 119-61-9
benzophenone

Conditions

Conditions	Yield
Stage #1: 1,1-Diphenylmethanol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 8h; Stage #2: With bis(3-trifluoromethyl) diselenide In 2,2,2-trifluoroethanol; ethyl acetate at 30℃; for 6h; Catalytic behavior; Solvent; Temperature; Baeyer-Villiger Ketone Oxidation;	A 99% B 99%
Stage #1: 1,1-Diphenylmethanol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 8h; Stage #2: With bis(3-trifluoromethyl) diselenide In 2,2,2-trifluoroethanol; ethyl acetate at 30℃; for 6h; Baeyer-Villiger Ketone Oxidation;	A 99% B 89%
Stage #1: 1,1-Diphenylmethanol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 22h; Baeyer-Villiger Ketone Oxidation; Stage #2: With ammonium cerium (IV) nitrate; 1,1,1,3',3',3'-hexafluoro-propanol In ethyl acetate at 45℃; for 10h; Catalytic behavior; Solvent; Baeyer-Villiger Ketone Oxidation;

...Expand

: 885-77-8
4,4'-dimethylbenzhydrol

: 108-94-1
cyclohexanone

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 611-97-2
bis(p-methylphenyl)-methanone

Conditions

Conditions	Yield
Stage #1: 4,4'-dimethylbenzhydrol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 8h; Stage #2: With bis(3-trifluoromethyl) diselenide In 2,2,2-trifluoroethanol; ethyl acetate at 30℃; for 6h; Baeyer-Villiger Ketone Oxidation;	A 99% B 99%
Stage #1: 4,4'-dimethylbenzhydrol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 22h; Baeyer-Villiger Ketone Oxidation; Stage #2: With ammonium cerium (IV) nitrate; 1,1,1,3',3',3'-hexafluoro-propanol In ethyl acetate at 45℃; for 10h; Baeyer-Villiger Ketone Oxidation;

...Expand

: 108396-05-0
4.4'-Dipropyl-benzhydrol

: 108-94-1
cyclohexanone

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 64357-93-3
4,4'-di-n-propylbenzophenone

Conditions

Conditions	Yield
Stage #1: 4.4'-Dipropyl-benzhydrol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 8h; Stage #2: With bis(3-trifluoromethyl) diselenide In 2,2,2-trifluoroethanol; ethyl acetate at 30℃; for 6h; Baeyer-Villiger Ketone Oxidation;	A 99% B 99%

...Expand

: 51166-13-3
phenyl(4-propylphenyl)methanol

: 108-94-1
cyclohexanone

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 64357-39-7
phenyl(4-propylphenyl)methanone

Conditions

Conditions	Yield
Stage #1: phenyl(4-propylphenyl)methanol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 8h; Stage #2: With bis(3-trifluoromethyl) diselenide In 2,2,2-trifluoroethanol; ethyl acetate at 30℃; for 6h; Baeyer-Villiger Ketone Oxidation;	A 99% B 99%

...Expand

: 108-94-1
cyclohexanone

: 82639-40-5
p-benzylbenzohydrol

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 58280-04-9
(4-benzylphenyl)(phenyl)methanone

Conditions

Conditions	Yield
Stage #1: cyclohexanone; p-benzylbenzohydrol With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 8h; Stage #2: With bis(3-trifluoromethyl) diselenide In 2,2,2-trifluoroethanol; ethyl acetate at 30℃; for 6h; Baeyer-Villiger Ketone Oxidation;	A 99% B 99%

...Expand

: 627-93-0
hexanedioic acid dimethyl ester

: 4547-43-7
methyl 6-hydroxycaproate

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With hydrogen; Supersorbon K at 280℃; for 336h; Product distribution / selectivity; Gas phase;	98%
silica gel at 260℃; Product distribution / selectivity; Gas phase;

: 183-84-6
Cyclohexanone diperoxide

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With 6-Hydroxyhexanoic acid; ammonium cerium (IV) nitrate	95%
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃;
With toluene-4-sulfonic acid In various solvent(s)

: 124-04-9
Adipic acid

: 1191-25-9
6-Hydroxyhexanoic acid

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 120-92-3
cyclopentanone

Conditions

Conditions	Yield
at 280 - 300℃; Product distribution / selectivity;	A 7% B 94%
sodium phosphate at 290℃; Product distribution / selectivity;	A 0.3% B 77%
tin(IV) oxide at 270℃; Product distribution / selectivity;	A 1% B 73%
sodium hydroxide at 270 - 290℃; Product distribution / selectivity;	A 25% B 58%
sodium borate at 290℃; Product distribution / selectivity;	A 0.3% B 39%

...Expand

: 5299-60-5
6-hydroxy-hexanoic acid ethyl ester

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With zirconium(IV) oxide In toluene at 250℃;	90.4%
With chloro-trimethyl-silane; zirconium(IV) oxide In toluene at 300℃;	93 % Chromat.

: 108-93-0
cyclohexanol

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 108-90-7
chlorobenzene

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 20℃; for 70h;	A 89% B 15%

: 108-94-1
cyclohexanone

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 1191-25-9
6-Hydroxyhexanoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid In water at 70℃; for 1h; Reagent/catalyst;	A 8.3% B 85.4%
With 2C32H12BF24(1-)*Sr(2+); dihydrogen peroxide In water; 1,2-dichloro-ethane at 70℃; for 2h; Reagent/catalyst; Time;	A 82% B 10 %Spectr.
With lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate; dihydrogen peroxide In 1,2-dichloro-ethane at 70℃; for 2h; Catalytic behavior; Reagent/catalyst; Time; Baeyer-Villiger Ketone Oxidation;	A 77% B 10 %Spectr.

: 124-04-9
Adipic acid

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With hydrogen In water at 375℃; for 5h;	85%
With hydrogen; Ru4(CO)82(PBu3)4 In diethyl ether; toluene at 180℃; under 98800 Torr; for 48h; Yield given;
With hydrogen In 1,4-dioxane at 265℃; under 18751.9 Torr;
Multi-step reaction with 2 steps 1: ruthenium(III) chloride trihydrate; tin(II) chloride dihdyrate; perrhenic acid anhydride; hydrogen / water / 3.5 h / 240 °C / 15001.5 - 73507.4 Torr 2: 1,1'-bis-(diphenylphosphino)ferrocene; potassium carbonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / acetone / 20 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: ruthenium(III) chloride trihydrate; tin(II) chloride dihdyrate; perrhenic acid anhydride; hydrogen / water / 3.5 h / 240 °C / 15001.5 - 73507.4 Torr 2: glucose / aq. phosphate buffer / 20 h / 29 - 31 °C / pH 7 / Microbiological reaction 3: cation exchanger / N,N-dimethyl-formamide / 6 h / 150 °C / Molecular sieve View Scheme

: 91083-87-3
N-nitro-6-caprolactam

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
In chlorobenzene for 12h; Heating;	84%

: 1191-25-9
6-Hydroxyhexanoic acid

: 2-chloro-1-ethylpyridinium tetrafluoroborate

: 5439-14-5
3,4-dihydro-pyrido[1,2-a]pyrimidin-2-one

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
In 1,1-dichloroethane	84%

...Expand

: 35784-01-1
N-nitroso-6-caprolactam

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
In tetrachloromethane for 6h; Ambient temperature;	82%
In tetrachloromethane Heating; Yield given;
at 55℃; Zersetzung,bei 55gradC explosionsartig;

: 108-94-1
cyclohexanone

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 108-93-0
cyclohexanol

Conditions

Conditions	Yield
at 30℃; for 20h; Saccharomyces cerevisiae 15C(pKR001), YEP-galactose;	A 79% B n/a

: 110-82-7
cyclohexane

A: 502-44-3
hexahydro-2H-oxepin-2-one

B: 108-94-1
cyclohexanone

C: 108-93-0
cyclohexanol

Conditions

Conditions	Yield
With C49H40N4O2P2RuS; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetonitrile at 20℃; for 48h; Time; Reagent/catalyst;	A 10% B 11% C 78%
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 65℃; for 24h; Product distribution; Mechanism; other solvent;
With supercritical CO2; oxygen; acetaldehyde at 52℃; for 27h; Title compound not separated from byproducts.;

...Expand

: 1228686-31-4
6-hydroxycaproic acid 4-chlorophenyl ester

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With tetrabutylammonium tricarbonylnitrosylferrate In tetrahydrofuran at 80℃; for 24h; Molecular sieve;	75%

: 1792-81-0
cis-1,2-cyclohexane

: 502-44-3
hexahydro-2H-oxepin-2-one

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate; 9-azabicyclo<3.3.1>nonane-N-oxyl In acetonitrile at 20℃; for 20h;	75%

: 502-44-3
hexahydro-2H-oxepin-2-one

: 67-56-1
methanol

: 4547-43-7
methyl 6-hydroxycaproate

Conditions

Conditions	Yield
With hydrogenchloride Reflux;	100%
With sulfuric acid In water for 0.333333h; pH=6;	99%
With sulfuric acid at 20℃; for 0.5h;	97%

: 502-44-3
hexahydro-2H-oxepin-2-one

: 4547-43-7
methyl 6-hydroxycaproate

Conditions

Conditions	Yield
With sulfuric acid In methanol for 0.166667h; Heating;	100%
Stage #1: hexahydro-2H-oxepin-2-one With sulfuric acid In methanol for 0.5h; Reflux; Stage #2: With water; sodium hydroxide In methanol	100%
With potassium carbonate In methanol at 20℃; for 0.5h;	93%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly-ε-caprolactone: poly-ε-caprolactone

Conditions

Conditions	Yield
[(iPrN)2CNiPr2]3Nd In toluene at 35℃; for 0.0833333h; Product distribution; Further Variations:; Catalysts;	100%
(O(SiMe2-N(2-amino-4-methylpyridine))2)2LaLi(THF)3 In tetrahydrofuran at 20℃; for 0.5h; Product distribution; Further Variations:; monomer-to-initiator ratio; Polymerization;	74%
[(C5H9C9H6)2Yb(THF)2] In toluene at 20℃; for 1h; Product distribution; Further Variations:; reaction times, monomer-catalyst molar ratios;
With Ti[CH(4-Me-6-tBu(C6H2O))2](NEt2)2 In toluene at 100℃; for 8h; Product distribution; Further Variations:; Reagents;
With bis[2,4,6-triisopropylphenyl]divinyltin(IV); triethylsilylium tetrakis(pentafluorophenyl), toluene adduct In toluene at 25℃; for 24h;	1.13 g

: 502-44-3
hexahydro-2H-oxepin-2-one

polymer; monomer(s): ε-caprolactone: polymer; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
Yb β-diketiminate In toluene at 25℃; for 0.25h;	100%
With potassium tert-butylate; triisobutylaluminum In hexane; toluene at 0 - 20℃; for 2h;	89%
With novozyme-435 In toluene at 60℃; Kinetics;
With sodium hexano-6-lactamate at 100 - 180℃;

: 502-44-3
hexahydro-2H-oxepin-2-one

polymer, Mn = 66000 Da, Mw/Mn = 1.58; monomer(s): ε-caprolactone: polymer, Mn = 66000 Da, Mw/Mn = 1.58; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
With bis[tris(triemthylsilyl)methyl]utterbium In toluene at 25℃; for 2h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polycaprolactone, ring opening polimerisation, Mw = 13600, Mn = 11000, Mw/Mn = 1.24; monomer(s): ε-caprolactone: polycaprolactone, ring opening polimerisation, Mw = 13600, Mn = 11000, Mw/Mn = 1.24; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
With Ti(OiPr)2[N,N-bis(2-OH-3,5-ditBu-C6H2-CH2-)methylamine] In toluene at 20℃; for 24h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polycaprolactone, ring opening polimerisation, Mw = 15900, Mn = 14300, Mw/Mn = 1.11; monomer(s): ε-caprolactone: polycaprolactone, ring opening polimerisation, Mw = 15900, Mn = 14300, Mw/Mn = 1.11; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
With Ti(OiPr)2[N,N-bis(2-OH-3,5-ditBu-C6H2-CH2-)benzylamine] In toluene at 20℃; for 24h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polycaprolactone, ring opening polimerisation, Mw = 12300, Mn = 11400, Mw/Mn = 1.08; monomer(s): ε-caprolactone: polycaprolactone, ring opening polimerisation, Mw = 12300, Mn = 11400, Mw/Mn = 1.08; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
With Ti(OiPr)2[N,N-bis(2-OH-3,5-ditBu-C6H2-CH2-)CH2napthylamine] In toluene at 20℃; for 24h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polycaprolactone Mn = 19600, D = 3.58 g mol-1, monomer(s): ε-caprolactone: polycaprolactone Mn = 19600, D = 3.58 g mol-1, monomer(s): ε-caprolactone

Conditions

Conditions	Yield
[{CH(PPh2NSiMe3)2}La{(Ph2P)2N}Cl] In toluene at 20℃; for 0.0833333h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polymer, ring-opening polymerization, Mn = 40000, Mw/Mn = 3.1; monomer(s): ε-caprolactone: polymer, ring-opening polymerization, Mn = 40000, Mw/Mn = 3.1; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
With N-heterocyclic carbene complex of Fe(II) In toluene at 80℃; for 12h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polymer, Mn = 54500, Mw/Mn = 1.93; monomer(s): ε-caprolactone: polymer, Mn = 54500, Mw/Mn = 1.93; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
[(2,6-(tBu)2-4-Me-C6H2-O)2-Sm(DME)2][BPh4]*THF In toluene at 20℃; for 0.05h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polymer, Mn = 84100, Mw/Mn = 1.99; monomer(s): ε-caprolactone: polymer, Mn = 84100, Mw/Mn = 1.99; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
(2,6-tBu2-4-MeC6H2O)3Sm(THF)2 In toluene at 20℃; for 0.5h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

polymer, Mn = 265000, Mw/Mn = 1.41; monomer(s): ε-caprolactone: polymer, Mn = 265000, Mw/Mn = 1.41; monomer(s): ε-caprolactone

Conditions

Conditions	Yield
((C6H2-tBu2-2,6-Me-4)O)2Sm(II)(tetrahydrofuran)3 complex In toluene at 20℃; for 0.0833333h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 7500, Mw/Mn 1.1 by SEC: poly(ε-caprolactone), Mn 7500, Mw/Mn 1.1 by SEC

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate); benzyl alcohol In toluene at 25℃; for 120h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 3500, Mw/Mn 1.1 by SEC: poly(ε-caprolactone), Mn 3500, Mw/Mn 1.1 by SEC

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate); benzyl alcohol In toluene at 25℃; for 2h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 3700, Mw/Mn 1.5 by SEC: poly(ε-caprolactone), Mn 3700, Mw/Mn 1.5 by SEC

Conditions

Conditions	Yield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; lanthanum(lll) triflate In toluene at 25℃; for 46h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 3500, Mw/Mn 1.5 by SEC: poly(ε-caprolactone), Mn 3500, Mw/Mn 1.5 by SEC

Conditions

Conditions	Yield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate In toluene at 25℃; for 47h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 2700, Mw/Mn 1.4 by SEC: poly(ε-caprolactone), Mn 2700, Mw/Mn 1.4 by SEC

Conditions

Conditions	Yield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; neodymium(III) trifluoromethanesufonate In toluene at 25℃; for 35h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 2400, Mw/Mn 1.4 by SEC: poly(ε-caprolactone), Mn 2400, Mw/Mn 1.4 by SEC

Conditions

Conditions	Yield
With europium(III) trifluoroacetate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate In toluene at 25℃; for 49h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 3400, Mw/Mn 1.5 by SEC: poly(ε-caprolactone), Mn 3400, Mw/Mn 1.5 by SEC

Conditions

Conditions	Yield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; gadolinium(III) trifluoromethanesulfonate In toluene at 25℃; for 48h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 4400, Mw/Mn 1.4 by SEC: poly(ε-caprolactone), Mn 4400, Mw/Mn 1.4 by SEC

Conditions

Conditions	Yield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; lutetium triflate In toluene at 25℃; for 47h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 2900, Mw/Mn 1.1 by SEC: poly(ε-caprolactone), Mn 2900, Mw/Mn 1.1 by SEC

Conditions

Conditions	Yield
With benzyl alcohol; lanthanum(lll) triflate In toluene at 25℃; for 3h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 2500, Mw/Mn 1.2 by SEC: poly(ε-caprolactone), Mn 2500, Mw/Mn 1.2 by SEC

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolium hexafluoroantimonate; gadolinium(III) trifluoromethanesulfonate In toluene at 25℃; for 29h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 2000, Mw/Mn 1.3 by SEC: poly(ε-caprolactone), Mn 2000, Mw/Mn 1.3 by SEC

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolium hexafluoroantimonate In toluene at 25℃; for 29h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 2100, Mw/Mn 1.4 by SEC: poly(ε-caprolactone), Mn 2100, Mw/Mn 1.4 by SEC

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolium hexafluoroantimonate In toluene at 25℃; for 23h;	100%

: 502-44-3
hexahydro-2H-oxepin-2-one

poly(ε-caprolactone), Mn 2000, Mw/Mn 1.4 by SEC: poly(ε-caprolactone), Mn 2000, Mw/Mn 1.4 by SEC

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolium hexafluoroantimonate In toluene at 25℃; for 23h;	100%

6-Hexanolactone Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

6-Hexanolactone Specification

The IUPAC name of 6-Hexanolactone is oxepan-2-one. With the CAS registry number 502-44-3, it is also named as Hexamethylene oxide, 2-oxo-. The product's categories are Lactones & Lactides (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research. It is clear colorless liquid, yellowing on ageing which is unstable, flammable, aggregation and miscible with most organic solvents. It can not contact with inorganic acids, organic acids, alkali, acid, alkaline salts, water, steam, copper and zinc when storing. Additionally, the container should be filled with nitrogen.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.422; (4)ACD/LogD (pH 7.4): 0.422; (5)ACD/BCF (pH 5.5): 1.233; (6)ACD/BCF (pH 7.4): 1.233; (7)ACD/KOC (pH 5.5): 40.437; (8)ACD/KOC (pH 7.4): 40.437; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.439; (13)Molar Refractivity: 29.406 cm³; (14)Molar Volume: 111.733 cm³; (15)Polarizability: 11.658×10^-24 cm³; (16)Surface Tension: 32.219 dyne/cm; (17)Enthalpy of Vaporization: 46.191 kJ/mol; (18)Vapour Pressure: 0.087 mmHg at 25°C; (19)Tautomer Count: 2; (20)Exact Mass: 114.06808; (21)MonoIsotopic Mass: 114.06808; (22)Topological Polar Surface Area: 26.3; (23)Heavy Atom Count: 8; (24)Complexity: 88.5.

Preparation of 6-Hexanolactone: Using acetaldehyde as raw materials and ethyl acetate as solvent. First, peracetic acid (Ⅰ)can be obtained by oxidation of ozone. And then, Ⅰ react with cyclohexanone to get crude product. After vacuum distillation, we can get the qualified product.

2CH₃CHO+O₂→(Ⅰ)
Ⅰ+cyclohexanone→this product +CH₃COOH+CH₃CHO

Uses of 6-Hexanolactone: The great majority of caprolactone is consumed, often in situ, as a precursor to caprolactam. It is also a monomer used in the manufacture of highly specialised polymers. Ring-opening polymerization, for example, gives polycaprolactone. In addition, this chemical is mainly used in the production of synthetic rubber, synthetic fiber and synthetic resin. Besides, it can react with 6-methyl-2-phenyl-[1,3]oxazin-4-one to get 6-methyl-2-(2-oxo-oxepan-3-yl)-2-phenyl-2,3-dihydro-[1,3]oxazin-4-one. This reaction needs reagent LDA and solvent tetrahydrofuran at temperature of -70 °C. The reaction time is 2 hours. The yield is 80%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. And it also has risk of serious damage to the eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:C1CCC(=O)OCC1
2. InChI:InChI=1/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2
3. InChIKey:PAPBSGBWRJIAAV-UHFFFAOYAG

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	1300mg/kg (1300mg/kg)	JNCI, Journal of the National Cancer Institute. Vol. 62, Pg. 911, 1979.
rabbit	LD50	skin	5990uL/kg (5.99mL/kg)	AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat	LD50	oral	4290mg/kg (4290mg/kg)	AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.

Product Name

2-Oxacycloheptanone

Synthetic route

6-Hexanolactone Consensus Reports

6-Hexanolactone Specification

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