Vinyl acetate supplier | CasNO.108-05-4

Name
Vinyl acetate
EINECS 203-545-4
CAS No. 108-05-4
Article Data171
CAS DataBase
Density 0.93 g/cm³
Solubility 23 g/L (20 °C) in water
Melting Point -93 °C
Formula C₄H₆O₂
Boiling Point 72.499 °C at 760 mmHg
Molecular Weight 86.0904
Flash Point 20°F
Transport Information UN 1301 3/PG 2
Appearance colourless mobile liquid
Safety 16-23-29-33-45-36/37-7
Risk Codes 11-39/23/24/25
Molecular Structure
Hazard Symbols F,T
Synonyms Acetic acid vinylester (8CI);1-Acetoxyethylene;Acetic acid, ethenyl ester;Acetoxyethene;Acetoxyethylene;Ethenyl acetate;NSC 8404;SN 12T;Vinyl A monomer;Vinylacetate;
PSA 26.30000
LogP 0.69300

Synthetic route

: 111-55-7
ethylene glycol diacetate

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With acetic anhydride; benzenesulfonic acid at 140℃; under 1875.19 Torr; for 0.75h; Inert atmosphere;	65.05%
With acetic anhydride; benzenesulfonic acid at 142℃; under 3000.3 Torr; for 0.75h; Inert atmosphere;	64.47%
With acetic anhydride; benzenesulfonic acid at 143℃; under 3000.3 Torr; for 0.666667h; Inert atmosphere;	64.57%

: 542-10-9
ethylidene diacetate

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With acetic anhydride; benzenesulfonic acid at 145℃; under 2850.29 Torr; for 0.75h; Inert atmosphere;	63.51%
With lithium iodide
With acetic anhydride; lithium iodide
at 50 - 200℃; under 11400.8 Torr;

: 764-78-3
ethylene glycol divinyl ether

: 507-02-8
acetyl iodide

A: 108-05-4
vinyl acetate

B: 593-66-8
vinyliodide

C: 627-10-1
2-iodoethyl acetate

Conditions

Conditions	Yield
In dichloromethane at 10℃;	A 42.8% B 40.5% C 54.9%

...Expand

: 74-85-1
ethene

: 64-19-7
acetic acid

A: 108-05-4
vinyl acetate

B: 542-59-6
2-hydroxyethyl acetate

C: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With Pd(MeCN)2Cl(NO2) at 25℃; under 2068.6 Torr; for 4h; Product distribution; various catalysts, times, additives, O2 atmosphere, with 18O containing complex;	A 20% B 50% C 7%

...Expand

: 111-34-2
-butyl vinyl ether

: 507-02-8
acetyl iodide

A: 108-05-4
vinyl acetate

B: 542-69-8
1-iodo-butane

C: 593-66-8
vinyliodide

D: 123-86-4
acetic acid butyl ester

Conditions

Conditions	Yield
In dichloromethane at 10℃;	A 11.8% B 12.8% C 35.8% D 39.8%

...Expand

: 74-85-1
ethene

: 127-08-2
potassium acetate

: 64-19-7
acetic acid

A: 108-05-4
vinyl acetate

B: 124-38-9
carbon dioxide

C: 141-78-6
ethyl acetate

Conditions

Conditions	Yield
With oxygen under 9120.61 Torr; for 16h;	A n/a B 11.57% C 0.151%
With oxygen under 9120.61 Torr; for 16h;	A n/a B 9.45% C 0.061%
With oxygen under 9120.61 Torr; for 16h;	A n/a B 9.1% C 0.049%

...Expand

: 36597-97-4
β,β-dichlorovinyl acetate

A: 108-05-4
vinyl acetate

B: 103659-54-7
Z-2-chlorovinyl acetate

C: 10138-83-7, 103659-54-7
E-2-chlorovinyl acetate

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride for 0.5h; Ambient temperature; Irradiation;	A 2% B n/a C n/a

...Expand

: 15568-57-7
1-acetoxy-2-(ethyl-acetyl-amino)-ethane

A: 108-05-4
vinyl acetate

B: 3195-79-7
N-vinyl-N-ethyl-acetamide

C: 625-50-3
N-ethylacetamide

Conditions

Conditions	Yield
at 490℃; Erhitzung;

...Expand

: 542-10-9
ethylidene diacetate

: 108-24-7
acetic anhydride

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With copper (I) acetate; benzenesulfonic acid

: 108-24-7
acetic anhydride

: 75-07-0
acetaldehyde

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With sulfuric acid

: 542-10-9
ethylidene diacetate

: 142-71-2
copper diacetate

: 108-24-7
acetic anhydride

: 98-11-3
benzenesulfonic acid

A: 108-05-4
vinyl acetate

B: 75-07-0
acetaldehyde

...Expand

: 108-24-7
acetic anhydride

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With sodium bei Siedetemperatur;

: 463-51-4
Ketene

: 75-07-0
acetaldehyde

A: 108-05-4
vinyl acetate

B: 625-33-2
3-penten-2-one

Conditions

Conditions	Yield
With sulfuric acid

...Expand

: 108-22-5
Isopropenyl acetate

: 2308-54-5
acetoxysulfonic acid

: 75-07-0
acetaldehyde

A: 108-05-4
vinyl acetate

B: 67-64-1
acetone

Conditions

Conditions	Yield
at 120℃;

...Expand

: 108-22-5
Isopropenyl acetate

: 75-07-0
acetaldehyde

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With 2-sulfo-acetoacetic acid at 120℃;

: 75-07-0
acetaldehyde

: 75-36-5
acetyl chloride

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With pyridine
With N,N-dimethyl-aniline

: 74-85-1
ethene

: 64-19-7
acetic acid

: 108-05-4
vinyl acetate

: 64-19-7
acetic acid

: 74-86-2
acetylene

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
at 200 - 220℃; Leiten ueber mit Zink-Salzen impraegnierter Kohle;
at 200 - 220℃; Leiten ueber mit Cadmium-Salzen impraegnierter Kohle;
With complex salts of BF3; boron trifluoride

: 64-19-7
acetic acid

: 74-86-2
acetylene

A: 108-05-4
vinyl acetate

B: 542-10-9
ethylidene diacetate

Conditions

Conditions	Yield
With acetic anhydride at 40 - 60℃; under 3800 Torr;

...Expand

: 110-86-1
pyridine

: 75-36-5
acetyl chloride

: 1499-02-1
paraldehyde

: 108-05-4
vinyl acetate

...Expand

: 91-22-5
quinoline

: 108-24-7
acetic anhydride

: 1499-02-1
paraldehyde

: 108-05-4
vinyl acetate

...Expand

: 74-86-2
acetylene

A: 108-05-4
vinyl acetate

B: 542-10-9
ethylidene diacetate

Conditions

Conditions	Yield
With mercury(II) sulfate; acetic acid at 60 - 100℃;

: 74-85-1
ethene

A: 108-05-4
vinyl acetate

B: 542-59-6
2-hydroxyethyl acetate

C: 542-10-9
ethylidene diacetate

D: 111-55-7
ethylene glycol diacetate

E: 107-21-1
ethylene glycol

F: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
With sodium nitrate; oxygen; sodium chloride; palladium dichloride In acetic acid for 1h; Product distribution; Ambient temperature; presence of sodiun acetate; various pressure: 0.1 to 1.0 MPa; various temperature: 50 to 95 deg C;

...Expand

: 79-20-9
acetic acid methyl ester

: 201230-82-2
carbon monoxide

A: 108-05-4
vinyl acetate

B: 542-10-9
ethylidene diacetate

C: 108-24-7
acetic anhydride

D: 75-07-0
acetaldehyde

E: 64-19-7
acetic acid

F: 74-88-4
methyl iodide

Conditions

Conditions	Yield
With ether-phosphane-silyloxy-rhodium; phosphane-silyloxy-platinum at 130℃; under 37503 Torr; for 5h; Product distribution; Mechanism; var. times and temp.; other rhodium complexes;

...Expand

: 927-68-4
bromoethyl acetate

A: 108-05-4
vinyl acetate

B: 111-55-7
ethylene glycol diacetate

C: 628-67-1
butane-1,4-diol diacetate

D: 141-78-6
ethyl acetate

Conditions

Conditions	Yield
With nickel(II) salen; tetrabutylammonium tetrafluoroborate In acetonitrile Mechanism; electrolysis; other alkyl bromides also in the presence of activated olefins;	A 10 % Chromat. B 21 % Chromat. C 4 % Chromat. D 10 % Chromat.
With nickel(II) salen; tetrabutylammonium tetrafluoroborate In acetonitrile electrolysis;	A 10 % Chromat. B 21 % Chromat. C 4 % Chromat. D 10 % Chromat.

...Expand

: 111-55-7
ethylene glycol diacetate

A: 108-05-4
vinyl acetate

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
at 682.6℃; Kinetics;

: 1871-17-6
7-acetoxy-2,3:5,6-dibenzobicyclo<2.2.2>octa-2,5-diene

A: 108-05-4
vinyl acetate

B: 120-12-7
anthracene

Conditions

Conditions	Yield
In diphenylether at 250℃; Rate constant;

: 64-19-7
acetic acid

: 74-86-2
acetylene

A: 108-05-4
vinyl acetate

B: 542-10-9
ethylidene diacetate

C: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
With mercury(II) diacetate; toluene-4-sulfonic acid at 85℃; for 0.233333h; Kinetics; Mechanism; Product distribution;

...Expand

: 2-acetoxyethyl propionate

A: 108-05-4
vinyl acetate

B: 105-38-4
vinyl propionate

Conditions

Conditions	Yield
With methanolate In gas
With methanolate In gas Product distribution; also with base F(1-);

: 108-05-4
vinyl acetate

: 24442-57-7
1,2-dibromoethyl acetate

Conditions

Conditions	Yield
With bromine In tetrachloromethane	100%
With propane 3-bromo-1-(triphenylphosphonium) tribromide In dichloromethane at 20℃; for 0.5h;	90%
With bromine for 3h;	62%

: 108-05-4
vinyl acetate

: 108-91-8
cyclohexylamine

: 1124-53-4
N-cyclohexylacetamide

Conditions

Conditions	Yield
at 90℃; for 1h; microwave irradiation;	100%
With immobilization of Candida cylindracea lipase In hexane at 55℃; for 15h;	99%
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 100℃; for 0.5h; Microwave irradiation;	91%

: 108-05-4
vinyl acetate

: 111-27-3
hexan-1-ol

: 142-92-7
1-hexyl acetate

Conditions

Conditions	Yield
With dilithium tetra(tert-butyl)zincate In toluene at 0℃; for 1h; Inert atmosphere;	100%
With pseudomonas fuorescens lipase immobilized on multiwall carbon nano-tubes at 50℃; for 5h; Green chemistry;	99%
With sulfuric acid beim Erhitzen;
With aluminium trichloride at 105℃;
In diethyl ether at 35℃; Candida cylindracea lipase;

: 108-05-4
vinyl acetate

: 623-05-2
(4-hydroxyphenyl)methanol

: 80767-12-0
4-hydroxybenzyl acetate

Conditions

Conditions	Yield
With Candida cylindracea lipase In hexane for 4h;	100%
novozyme 435 In acetonitrile at 20℃; for 6h; Enzymatic reaction;	99%
iodine at 20℃; for 2h;	95%
With porcine pancreatic lipase (PPL, Type II) In tetrahydrofuran at 42 - 45℃; for 48h; Acetylation;	80%
With Pseudomonas cepacia PS lipase In di-isopropyl ether at 25℃; for 0.5h;

: 108-05-4
vinyl acetate

: 501-94-0
p-hydroxyphenethyl alcohol

: 58556-55-1
2-(4-hydroxyphenyl)ethyl acetate

Conditions

Conditions	Yield
With Candida cylindracea lipase In hexane for 4h;	100%
With Candida antartica lipase B In tetrahydrofuran at 20℃; for 4h; Enzymatic reaction; chemoselective reaction;	100%
With 1,3-dichlorotetrabutyldistannoxane In tetrahydrofuran at 30℃; for 24h;	99%

: 108-05-4
vinyl acetate

: 90-01-7
salicylic alcohol

: 6161-96-2
2-acetoxymethylphenol

Conditions

Conditions	Yield
With Candida cylindracea lipase In hexane for 6h;	100%
With porcine pancreatic lipase (PPL, Type II) In tetrahydrofuran at 42 - 45℃; for 120h; Acetylation;	95%
With Pseudomonas cepacia PS lipase In di-isopropyl ether at 25℃; for 0.25h;

: 108-05-4
vinyl acetate

: 876-53-9
1,3-dibromoadamantane

: 1660-04-4
1-acetyladamantane

Conditions

Conditions	Yield
With Wilkinson's catalyst In dichloromethane at 170℃; for 8h;	100%

: 108-05-4
vinyl acetate

: 2612-30-8
2-benzyl-1,3-propanediol

: 110270-49-0
(R)-3-acetoxy-2-benzyl-1-propanol

Conditions

Conditions	Yield
Lipase P;	100%
With Pseudomonas cepacia lipase on epoxysilica at 20℃; for 0.5h; Acetylation;	100%
With 3 A molecular sieve; lipase Amono P supported on Celite In various solvent(s) at 25℃; for 5.7h; Acylation;	95%

: 108-05-4
vinyl acetate

: 620-24-6
3-Hydroxybenzyl alcohol

: 142784-72-3
3-hydroxybenzyl acetate

Conditions

Conditions	Yield
With Candida cylindracea lipase In hexane for 4h;	100%
Y5(OiPr)13O at 20℃; for 18h; Acetylation; transesterification;	93%
With Pseudomonas cepacia PS lipase In di-isopropyl ether at 25℃; for 0.5h;

: 108-05-4
vinyl acetate

: 30067-00-6, 84056-03-1, 86603-47-6, 125354-93-0, 125354-94-1, 127419-59-4, 131064-04-5, 142926-03-2
methyl (2RS,3RS)-2-hydroxy-3-(p-methoxyphenyl)-3-(o-nitrophenylthio)propanoate

: (2R,3R)-2-Acetoxy-3-(4-methoxy-phenyl)-3-(2-nitro-phenylsulfanyl)-propionic acid methyl ester

Conditions

Conditions	Yield
With dmap In tetrahydrofuran at 22℃; for 48h; lipase from Pseudomonas cepacia;	100%

: 108-05-4
vinyl acetate

: 152961-72-3
2-(<1,1'-biphenyl>-4-ylmethyl)-1,3-propanediol

: 152961-75-6
(R)-3-Hydroxy-2-(4-phenylbenzyl)propyl acetate

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol In di-isopropyl ether; water for 2h; Ambient temperature; lipase PS (Pseudomonas sp.);	100%

: 108-05-4
vinyl acetate

: 100-51-6
benzyl alcohol

A: 140-11-4
Benzyl acetate

B: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
With 1,3-dicyclohexylimidazolium-2-thiocarboxylate In tetrahydrofuran at 80℃; for 2h; Inert atmosphere;	A 100% B n/a
With lipase from Pseudomonas Cepacia In benzene at 35℃; other ω-substituted-1-alkanols, var. solvents; kinetic parameters of transesterification;

...Expand

: 108-05-4
vinyl acetate

: 100-51-6
benzyl alcohol

: 140-11-4
Benzyl acetate

Conditions

Conditions	Yield
Y5(OiPr)13O at 20℃; for 42h; Acetylation; transesterification;	100%
With dilithium tetra(tert-butyl)zincate In tetrahydrofuran at 25℃; for 1h; Reagent/catalyst; Solvent; Time; Temperature; Inert atmosphere;	100%
With P(MeNCH2CH2)3N In tetrahydrofuran for 2h; Ambient temperature;	99%

: 108-05-4
vinyl acetate

: 106-24-1
Geraniol

: 105-87-3
3,7-dimethyl-2E,6-octadien-1-yl acetate

Conditions

Conditions	Yield
With dilithium tetra(tert-butyl)zincate In toluene at 0℃; for 1h; Inert atmosphere;	100%
With N,N'-bismesityl-imidazol-2-ylidene In tetrahydrofuran at 20℃; for 1h;	99%
1,3-bis(2,4,6-trimethyl-phenyl)imidazol-2-ylidene In tetrahydrofuran at 20℃; for 1h;	99%

: 108-05-4
vinyl acetate

: 208586-48-5
(E)-(S)-6-(4-Methoxy-benzyloxy)-2-methyl-hex-2-ene-1,4-diol

: 208586-60-1
Acetic acid (E)-(S)-4-hydroxy-6-(4-methoxy-benzyloxy)-2-methyl-hex-2-enyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 24h; PFL enzyme;	100%

: 108-05-4
vinyl acetate

: (3S,3aS,5aS,8S,9aS,9bS)-8-Hydroxy-3,5a,9-trimethyl-decahydro-naphtho[1,2-b]furan-2-one

A: 6089-71-0
(11S)-3β,6α-dihydroxy-eudesman-12-oic acid-6-lactone

B: 74493-56-4
(11S)-3β-acetoxy-6α-hydroxy-4βH-eudesman-12-oic acid-lactone

Conditions

Conditions	Yield
With Candida antarctica lipase at 40℃; for 24h; Heating;	A 70 mg B 100%

...Expand

: 108-05-4
vinyl acetate

: 3663-82-9
2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin

: 64179-44-8
acetic acid 2,3-dihydro-1,4-benzodioxin-2-ylmethyl ester

Conditions

Conditions	Yield
With N,N'-bismesityl-imidazol-2-ylidene In tetrahydrofuran at 20℃; for 0.25h;	100%
1,3-bis(2,4,6-trimethyl-phenyl)imidazol-2-ylidene In tetrahydrofuran at 20℃; for 0.25h;	100%
With P(MeNCH2CH2)3N In tetrahydrofuran for 2h; Ambient temperature;	99%

: 108-05-4
vinyl acetate

: benzyl (1R,2S)-1-hydroxy-2,3-dihydro-1H-inden-2-ylcarbamate

: benzyl (1R,2S)-N-(2-acetoxyindan-1-yl)carbamate

Conditions

Conditions	Yield
With Pseudomonas cepacia lipase In 1,4-dioxane at 30℃; for 120h;	100%

: 108-05-4
vinyl acetate

: (+/-)-trans-benzyl N-(1-hydroxyindan-2-yl)carbamate

: benzyl (1R,2R)-N-(1-acetoxyindan-2-yl)carbamate

Conditions

Conditions	Yield
With Pseudomonas cepacia lipase In 1,4-dioxane at 30℃; for 48h;	100%

: 108-05-4
vinyl acetate

: 54445-64-6
(1R,2S)-(2-hydroxymethylcyclobutyl)methanol

: 123809-78-9
[(1S,2R)-2-(hydroxymethyl)cyclobutyl]methyl acetate

Conditions

Conditions	Yield
With pseudomonas fluorescens lipase at -2℃; for 13.75h; Acetylation;	100%
With Amano lipase AK at -2℃; for 14h; Enzymatic reaction; optical yield given as %ee;	99%

: 108-05-4
vinyl acetate

: 187266-42-8, 327189-66-2
all-cis-5-(tert-butyldimethyl-silanyloxy)-cyclohexane-1,3-diol

: 327189-67-3
(1R,3S,5S)-1-acetoxy-3-hydroxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

Conditions

Conditions	Yield
With Lipase QL In ethyl acetate at 20℃; for 46h; Acetylation;	100%
With Lipase QLM In ethyl acetate at 20℃; Enzymatic reaction;	100%
With Lipase QL In ethyl acetate at 22℃; for 46h;	99%
With amano lipase SP, from burkholderia cepacia In ethyl acetate at 20℃; Enzymatic reaction;	2.356 g

: 108-05-4
vinyl acetate

: 247025-10-1
3-Azido-3-deoxy-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

: 551934-06-6
3-azido-5-O-acetyl-3-deoxy-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-ribofuranose

Conditions

Conditions	Yield
With Novozyme-435 In toluene at 25 - 28℃; Enzymatic reaction; regioselective reaction;	100%
With Candida antarctica lipase In toluene at 25 - 28℃;	98%

: 108-05-4
vinyl acetate

: 534619-54-0
3,6-bis(3,4-dimethoxybenzoyl)-1,2,4,5-tetrazine

: 3,6-bis(3,4-dimethoxybenzoyl)pyridazine

Conditions

Conditions	Yield
In toluene at 110℃; for 17h;	100%

: 108-05-4
vinyl acetate

: 622-79-7
benzyl azide

: 4368-68-7
1-benzyl-1H-[1,2,3]triazole

Conditions

Conditions	Yield
With trimethyl orthoformate at 120℃; for 30h;	100%
at 120℃; for 5h; Microwave irradiation; Sealed vial;	99%
at 120℃; Sealed tube; Large scale;

: (3S,5S,7R,9S,11S,13S)-3,13-Bis-benzyloxymethoxy-pentadecane-1,5,7,9,11,15-hexaol

: 108-05-4
vinyl acetate

: Acetic acid (3S,5S,7R,9S,11S,13S)-15-acetoxy-3,13-bis-benzyloxymethoxy-5,7,9,11-tetrahydroxy-pentadecyl ester

Conditions

Conditions	Yield
With lipase from Candida cylindracea at 25℃; for 6h;	100%

: (3S,5S,7S)-3-Benzyloxymethoxy-8-[(4S,6R)-6-((S)-2-benzyloxymethoxy-4-hydroxy-butyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-octane-1,5,7-triol

: 108-05-4
vinyl acetate

: Acetic acid (S)-4-[(4R,6S)-6-((2S,4S,6S)-8-acetoxy-6-benzyloxymethoxy-2,4-dihydroxy-octyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-3-benzyloxymethoxy-butyl ester

Conditions

Conditions	Yield
With lipase from Candida cylindracea at 25℃; for 6h;	100%

: 914803-06-8
(3R,5R,7S,9S,11S,13R)-3,13-Bis-benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-pentadecane-1,5,7,11,15-pentaol

: 108-05-4
vinyl acetate

: 914803-10-4
Acetic acid (3R,5S,7S,9S,11R,13R)-15-acetoxy-3,13-bis-benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-5,9,11-trihydroxy-pentadecyl ester

Conditions

Conditions	Yield
With lipase from Candida cylindracea at 25℃; for 6h;	100%

: 108-05-4
vinyl acetate

: 6211-59-2
4-hydroxy-2-sulfolene

: 86597-94-6
4-acetoxy-2-thiolene 1,1-dioxide

Conditions

Conditions	Yield
With Novozym 435(R) In acetonitrile at 30℃; for 16h;	100%

: 926035-11-2
(4R,5R)-4-acetoxy-7-chloro-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

: 108-05-4
vinyl acetate

: 926035-13-4
(4R,5R)-7-chloro-4-hydroxy-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
Stage #1: (4R,5R)-4-acetoxy-7-chloro-5-methoxymethoxy-1-(p-toluenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepine With sodium hydroxide In ethanol at 20℃; for 0.5h; Stage #2: vinyl acetate With Lipase QLM In acetonitrile at 65℃; for 1h; Stage #3: With sodium hydroxide In ethanol at 20℃; for 0.5h; Further stages.;	100%

: 108-05-4
vinyl acetate

: 3031-66-1
3-hexyn-2,5-diol

: C8H12O3

B: 152694-53-6
Acetic acid (1R,4R)-4-acetoxy-1-methyl-pent-2-ynyl ester

C: 152694-52-5
(2S,5S)-hex-3-yne-2,5-diol

Conditions

Conditions	Yield
With lipase AK at 32℃; for 16h; Enzymatic reaction;	A n/a B 100% C n/a

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Vinyl acetate Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 19 ,1979,p. 341.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 39 ,1986,p. 113.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 39 ,1986,p. 113.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. Community Right-To-Know List. EPA Extremely Hazardous Substances List.

Vinyl acetate Standards and Recommendations

OSHA PEL: TWA 10 ppm; STEL 20 ppm
ACGIH TLV: 10 ppm, STEL: 15 ppm; Animal Carcinogen
DFG MAK: 10 ppm (35 mg/m³); Confirmed Animal Carcinogen with Unknown Relevance to Humans
NIOSH REL: (Vinyl Acetate) CL 15 mg/m³/15M
DOT Classification: 3; Label: Flammable Liquid

Vinyl acetate Analytical Methods

For occupational chemical analysis use OSHA: #51 or NIOSH: Vinyl Acetate, P&CAM 278.

Vinyl acetate Specification

The CAS registry number of Vinyl acetate is 108-05-4. The IUPAC name is ethenyl acetate. In addition, the molecular formula is C₄H₆O₂. What's more, it is a colorless liquid with a pungent odor. And it is the precursor to polyvinyl acetate. It can be polymerized, either by itself to make polyvinyl acetate or with other monomers to prepare copolymers such as ethylene-vinyl acetate.

Physical properties about this chemical are: (1)ACD/LogP: 0.63; (2)ACD/LogD (pH 5.5): 0.629; (3)ACD/LogD (pH 7.4): 0.629; (4)ACD/BCF (pH 5.5): 1.77; (5)ACD/BCF (pH 7.4): 1.77; (6)ACD/KOC (pH 5.5): 52.382; (7)ACD/KOC (pH 7.4): 52.382; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 26.3 Å²; (11)Index of Refraction: 1.39; (12)Molar Refractivity: 22.081 cm³; (13)Molar Volume: 93.138 cm³; (14)Polarizability: 8.753 ×10^-24cm³; (15)Surface Tension: 23.482 dyne/cm; (16)Density: 0.924 g/cm³; (17)Flash Point: °C; (18)Enthalpy of Vaporization: 31.389 kJ/mol; (19)Boiling Point: 72.499 °C at 760 mmHg; (20)Vapour Pressure: 118.484 mmHg at 25°C.

Preparation of Vinyl acetate: the major industrial route involves the reaction of ethylene and acetic acid with oxygen in the presence of a palladium catalyst. The reaction temperature is 160-180 °C and the reaction pressure is below 1MPa. The equation is as follows: 2CH₂=CH₂ + 2CH₃CO₂H + O₂ → 2CH₂=CHOCOCH₃. In addition, acetylene can react with acetic acid in the presence of zinc amalgam to give this chemical. The equation is as follows: CH≡CH + CH₃CO₂H → CH₂=CHOCOCH₃.

Uses of Vinyl acetate: it is mainly used for organic synthesis. In addition, it can react with 1-phenyl-ethanol to get (R)-1-acetoxy-1-phenyl-ethane. This reaction will need reagents Pseudomonas fluorescens Lipase, o-phenantroline and acetophenone, catalyst Rh₂(OAc)₄ and solvent CH₂Cl₂. The reaction time is 72 hours at reaction temperature of 20 °C. The yield is about 60%.

Vinyl acetate can react with 1-phenyl-ethanol to get (R)-1-acetoxy-1-phenyl-ethane

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable. And it has danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. You can not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer). And in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). What's more, you should keep away from sources of ignition and no smoking. In addition, you should not empty into drains. Keep container tightly closed after using it. Besides, you can take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(=O)OC=C
(2)InChI: InChI=1/C4H6O2/c1-3-6-4(2)5/h3H,1H2,2H3
(3)InChIKey: XTXRWKRVRITETP-UHFFFAOYAB

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LC50	inhalation	6200ppm/4H (6200ppm)		National Technical Information Service. Vol. OTS0521596,
guinea pig	LDLo	intraperitoneal	500mg/kg (500mg/kg)	LIVER: FATTY LIVER DEGERATION	American Industrial Hygiene Association Journal. Vol. 35, Pg. 21, 1974.
mouse	LC50	inhalation	1550ppm/4H (1550ppm)		E.I. Dupont de Nemours and Company, Technical Sheet. Vol. ES-3574, Pg. 1975,
mouse	LD50	oral	1600mg/kg (1600mg/kg)		National Technical Information Service. Vol. OTS0521596,
rabbit	LC50	inhalation	2500ppm/4H (2500ppm)		"Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 621, 1986.
rabbit	LD50	skin	2335mg/kg (2335mg/kg)		E.I. Dupont de Nemours and Company, Technical Sheet. Vol. ES-3574, Pg. 1975,
rat	LC50	inhalation	11400mg/m³/4H (11400mg/m³)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(11), Pg. 57, 1981.
rat	LD50	oral	2900mg/kg (2900mg/kg)		National Technical Information Service. Vol. OTS0521596,

Product Name

Vinyl acetate

Synthetic route

Vinyl acetate Consensus Reports

Vinyl acetate Standards and Recommendations

Vinyl acetate Analytical Methods

Vinyl acetate Specification

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