octyl acrylate supplier | CasNO.2499-59-4

Name
N-OCTYL ACRYLATE
EINECS 219-696-4
CAS No. 2499-59-4
Article Data27
CAS DataBase
Density 0.883 g/cm³
Solubility
Melting Point -58.7°C (estimate)
Formula C₁₁H₂₀O₂
Boiling Point 228.999 °C at 760 mmHg
Molecular Weight 184.279
Flash Point 77.074 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi,N
Synonyms Acrylicacid, octyl ester (6CI,8CI);1-Octyl acrylate;ENT 3827;NSC 5177;Octyl2-propenoate;Octyl acrylate;n-Octyl acrylate;Acrylic acid, octyl ester;
PSA 26.30000
LogP 3.07610

Synthetic route

: 111-87-5
octanol

: 2177-18-6
vinyl acrylate

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With Cp*2Sm(THF)2 In toluene Ambient temperature; further reagent: SmI2;	99%
With 1,3-dichlorotetrabutyldistannoxane at 50℃; for 15h;	98%
With 1,3-dichlorotetrabutyldistannoxane at 50℃; for 15h;	98%
In 2,2,4-trimethylpentane at 37℃; immobilized lipase from Candida cylindracea;

: 111-87-5
octanol

: 814-68-6
acryloyl chloride

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	91%
With triethylamine In tetrahydrofuran at 10 - 20℃; for 3h;	79%
With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	76.6%

: 109182-97-0
Acrylic acid 8-iodo-octyl ester

A: 1725-03-7
oxacyclododecan-2-one

B: 2499-59-4
octyl acrylate

C: 659-77-8
1,13-dioxa-cyclotetracosane-2,14-dione

Conditions

Conditions	Yield
With sodium cyanoborohydride In methanol for 3h; Ambient temperature; Irradiation;	A 79% B 2 % Chromat. C 14 % Chromat.

...Expand

: 111-87-5
octanol

: 1663-39-4
tert-Butyl acrylate

A: 2499-59-4
octyl acrylate

B: 94434-74-9
3-octyloxy-propionic acid octyl ester

C: 1161364-23-3
tert-butyl 3-(octyloxy)propanoate

Conditions

Conditions	Yield
Stage #1: octanol With sodium In tetrahydrofuran for 4h; Stage #2: tert-Butyl acrylate In tetrahydrofuran at 20℃;	A n/a B n/a C 59%

...Expand

: 111-87-5
octanol

: 292638-85-8
acrylic acid methyl ester

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
lanthanum(III) isopropoxide at 25℃; for 2h;	50%
samarium(III) isopropoxide at 25℃; for 2h;	50 %Chromat.
di(n-butyl)tin oxide	1 %Chromat.

: 111-87-5
octanol

: 79-10-7
acrylic acid

A: 2499-59-4
octyl acrylate

B: 3-(octyloxy)-3-oxopropyl acrylate

Conditions

Conditions	Yield
With sodium hydrogen sulfate at 110℃; for 2h;	A 48.2% B 47.7%

...Expand

: 111-87-5
octanol

: 79-10-7
acrylic acid

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 110℃; for 8h;	36.46%
With zirconium(IV) oxychloride at 50℃; for 24h;	60 % Chromat.
dodecylbenzene sulfonic acid at 20℃; for 72h; Product distribution; Further Variations:; Catalysts;	86.7 % Turnov.

: 109182-97-0
Acrylic acid 8-iodo-octyl ester

A: 1725-03-7
oxacyclododecan-2-one

B: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tertbutyltin hydride In benzene for 3h; Heating;	A 29% B 29%

: 111-87-5
octanol

: 3840-67-3
sulfuric acid mono-(2-carbamoyl-ethyl) ester

: 2499-59-4
octyl acrylate

: 111-87-5
octanol

: 74-86-2
acetylene

carbon monoxide: carbon monoxide

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With water; tetracarbonyl nickel; acrylic acid

...Expand

: 629-41-4
1,8-Octanediol

primary-secondary glycol C8H18O2: primary-secondary glycol C8H18O2

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 47percent HBr / toluene / Heating 2: NaI / acetone / Ambient temperature 3: p-TolSO3H / benzene / Heating 4: 2 percent Chromat. / NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme

: 50816-19-8
8-bromooctanol

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaI / acetone / Ambient temperature 2: p-TolSO3H / benzene / Heating 3: 2 percent Chromat. / NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme
Multi-step reaction with 3 steps 1: triethylamine / CH2Cl2 / Ambient temperature 2: sodium iodide / butan-2-one / 3 h / Heating 3: 29 percent / tertbutyltin hydride, AIBN / benzene / 3 h / Heating View Scheme

: 79918-35-7
8-iodo-1-octanol

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: p-TolSO3H / benzene / Heating 2: 2 percent Chromat. / NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme

: 629-41-4
1,8-Octanediol

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: carbon tetrabromide, triphenylphosphine / tetrahydrofuran / 20 h / Ambient temperature 2: triethylamine / CH2Cl2 / Ambient temperature 3: sodium iodide / butan-2-one / 3 h / Heating 4: 29 percent / tertbutyltin hydride, AIBN / benzene / 3 h / Heating View Scheme

: 123563-83-7
8-bromooctyl acrylate

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium iodide / butan-2-one / 3 h / Heating 2: 29 percent / tertbutyltin hydride, AIBN / benzene / 3 h / Heating View Scheme

: 111-87-5
octanol

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water

: 111-87-5
octanol

: 140-88-5
ethyl acrylate

: 2499-59-4
octyl acrylate

Conditions

Conditions	Yield
With pseudozyma antarctica lipase B Molecular sieve; Enzymatic reaction;

: 111-87-5
octanol

: 814-68-6
acryloyl chloride

A: 2499-59-4
octyl acrylate

B: 63505-50-0
octyl 3-chloropropionate

Conditions

Conditions	Yield
at 60℃; for 0.25h; Temperature; Flow reactor;

...Expand

methanolic sodium methylate: methanolic sodium methylate

: 2499-59-4
octyl acrylate

: 1660-94-2
Tetraethyl methylenediphosphonate

: 3,3-diphosphonotetraethyl-pimelic acid-di-n-octyl ester

Conditions

Conditions	Yield
In water	94%

...Expand

: 591-50-4
iodobenzene

: 2499-59-4
octyl acrylate

: 131751-35-4
octyl cinnamate

Conditions

Conditions	Yield
With tributyl-amine; montmorilloniteethylsilyldiphenylphosphine palladium(II) chloride at 100℃; for 2h;	93%

: 2499-59-4
octyl acrylate

: 123-79-5
dioctyl adipate

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran at -78℃; for 24h;	93%

: 2499-59-4
octyl acrylate

: 142-60-9
octyl propionate

Conditions

Conditions	Yield
With C51H71CoN4O14(1+)*ClO4(1-); trifluoroacetic acid In acetonitrile at 20℃; Reagent/catalyst; Electrolysis; Inert atmosphere;	93%

: 6714-68-7
spiro[1,3-dioxolane-2,3'-indolin]-2'-one

: 2499-59-4
octyl acrylate

: 1380216-36-3
C21H29NO5

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 80 - 90℃; for 1h; Michael condensation; neat (no solvent);	88%

: 128-08-5
N-Bromosuccinimide

: 2499-59-4
octyl acrylate

: (E)-octyl 2-bromo-3-(2,5-dioxopyrrolidin-1-yl)acrylate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In acetonitrile at 20℃; for 12h; stereoselective reaction;	85%

: 104-92-7
1-bromo-4-methoxy-benzene

: 2499-59-4
octyl acrylate

: octyl 3-(4-methoxyphenyl)propenoate

Conditions

Conditions	Yield
With 1-(morpholin-4-yl-pyridin-2-yl-methyl)naphthalen-2-ol; potassium carbonate; palladium dichloride In water at 120℃; for 12h; Heck Reaction; Sealed tube; Green chemistry;	82%

: 600-40-8
1,1-dinitroethane

: 2499-59-4
octyl acrylate

: 1429122-84-8
octyl 4,4-dinitropentanoate

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water at 20℃; for 4h;	82%

: 2499-59-4
octyl acrylate

: 4381-25-3
S-methyl-S-phenylsulfoximine

: (Z)-N-[2-bromo-2-(n-octyloxycarbonyl)]vinyl-S-phenyl-S-methyl sulfoximine

Conditions

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); oxygen; copper(l) chloride; lithium bromide In toluene at 80℃; under 760.051 Torr; for 48h; Schlenk technique; stereoselective reaction;	82%

: 2499-59-4
octyl acrylate

: 100-52-7
benzaldehyde

: 144261-67-6
3-phenyl-3-hydroxy-2-methylene-propanoic acid octyl ester

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane for 288h; Ambient temperature;	78%

: 15988-11-1
4-Phenylurazole

: 2499-59-4
octyl acrylate

: dioctyl 3,3'-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1,2-diyl)dipropanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide In neat (no solvent) at 60℃; for 0.666667h; Michael Addition;	78%

: 2499-59-4
octyl acrylate

: 141923-62-8
N-(dimethylpropionyl)oxazolidin-2-one

: n-octyl 5,5-dimethyl-4-oxohexanoate

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran at -78℃; for 24h;	74%

: 2499-59-4
octyl acrylate

: 882-33-7
diphenyldisulfane

: 936646-21-8
PhSCH2CH2CO2CH2(CH2)6CH3

Conditions

Conditions	Yield
Stage #1: diphenyldisulfane With bis(cyclopentadienyl)titanium dichloride; zinc In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: octyl acrylate In tetrahydrofuran at 20℃; for 8h; Inert atmosphere;	68%

: 2499-59-4
octyl acrylate

: 1264746-33-9
1-(1-methoxy-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-4-yl)pyrrolidine

: 1264746-39-5
C25H46N2O3

Conditions

Conditions	Yield
Michael type reaction; Heating; Neat (no solvent);	68%

: 2499-59-4
octyl acrylate

: 6284-40-8
1-deoxy-1-(methylamino)-D-glucitol

: C18H37NO7

Conditions

Conditions	Yield
In 1,4-dioxane; water at 50℃; for 5h;	66%

: 107-58-4
N-tert-Butylacrylamide

: 2499-59-4
octyl acrylate

A: 123-79-5
dioctyl adipate

B: 1206519-59-6
n-octyl 6-(tert-butylamino)-6-oxohexanoate

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran at -78℃; for 18h; Inert atmosphere;	A 60% B 31%

...Expand

: N-cyclopropanoyl-2-oxazolidinone

: 2499-59-4
octyl acrylate

: n-octyl 4-cyclopropyl-4-oxobutanoate

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran at -78℃; for 24h;	54%

: 51269-69-3
1-(2',2'-dimethylpropionyl)pyrrolidin-2-one

: 107-58-4
N-tert-Butylacrylamide

: 2499-59-4
octyl acrylate

A: N-tert-butyl 5,5-dimethyl-4-oxohexanamide

B: n-octyl 5,5-dimethyl-4-oxohexanoate

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran at -78℃; Inert atmosphere;	A 53% B 24%

...Expand

: 51269-69-3
1-(2',2'-dimethylpropionyl)pyrrolidin-2-one

: 2499-59-4
octyl acrylate

A: n-octyl 5,5-dimethyl-4-oxohexanoate

B: 1206519-57-4
n-octyl 4-oxo-7-pivalamidoheptanoate

Conditions

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran at -78℃; for 22.5h; Inert atmosphere;	A 38% B 41%

...Expand

: 381-98-6
trifluoromethyacrylic acid

: 2499-59-4
octyl acrylate

: octyl (2E,4E)-6,6,6-trifluorohexa-2,4-dienoate

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate In 1-methyl-pyrrolidin-2-one at 120℃; for 6h; Inert atmosphere;	39%

: 2499-59-4
octyl acrylate

: 136745-48-7
octyl 2,3-dihydroxypropanoate

Conditions

Conditions	Yield
With potassium permanganate; water In acetone at -30 - 0℃;	26%

: 1125-99-1
1-(1-Cyclohexen-1-yl)pyrrolidine

: 2499-59-4
octyl acrylate

: C17H30O4

Conditions

Conditions	Yield
Stage #1: 1-(1-Cyclohexen-1-yl)pyrrolidine; octyl acrylate With disodium hydrogenphosphate In dichloromethane for 0.5h; Inert atmosphere; Stage #2: With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 4.16h;	7.85%

octyl acrylate Specification

The 2-Propenoic acid, octylester, with the CAS registry number 2499-59-4, is also known as NSC 5177 . It belongs to the product category of Monomer. Its EINECS registry number is 219-696-4. This chemical's molecular formula is C₁₁H₂₀O₂ and molecular weight is 184.2753. Its IUPAC name is called octyl prop-2-enoate.

Physical properties of 2-Propenoic acid, octylester: (1)ACD/LogP: 4.51; (2)ACD/LogD (pH 5.5): 4.51; (3)ACD/LogD (pH 7.4): 4.51; (4)ACD/BCF (pH 5.5): 1583.86; (5)ACD/BCF (pH 7.4): 1583.86; (6)ACD/KOC (pH 5.5): 6791.34; (7)ACD/KOC (pH 7.4): 6791.34; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 9; (10)Index of Refraction: 1.435; (11)Molar Refractivity: 54.51 cm³; (12)Molar Volume: 208.6 cm³; (13)Surface Tension: 28.8 dyne/cm; (14)Density: 0.883 g/cm³; (15)Flash Point: 77.1 °C; (16)Enthalpy of Vaporization: 46.56 kJ/mol; (17)Boiling Point: 229 °C at 760 mmHg; (18)Vapour Pressure: 0.0712 mmHg at 25°C.

Preparation: this chemical can be prepared by octan-1-ol and acrylic acid vinyl ester. This reaction will need solvent 2,2,4-trimethyl-pentane. The reaction temperature is 37 °C.

Uses of 2-Propenoic acid, octylester: it can be used to produce trans-cinnamic acid octyl ester at temperature of 100 °C. This reaction will need reagent Bu₃N with reaction time of 2 hours. The yield is about 93%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCCCCCOC(=O)C=C
(2)InChI: InChI=1S/C11H20O2/c1-3-5-6-7-8-9-10-13-11(12)4-2/h4H,2-3,5-10H2,1H3
(3)InChIKey: ANISOHQJBAQUQP-UHFFFAOYSA-N

Product Name

N-OCTYL ACRYLATE

Synthetic route

octyl acrylate Specification

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