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tert-Butyl acrylate

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Name

tert-Butyl acrylate

EINECS 216-768-7
CAS No. 1663-39-4 Density 0.883 g/cm3
PSA 26.30000 LogP 1.51410
Solubility water solubility:2 g/L Melting Point -69 °C
Formula C7H12O2 Boiling Point 133 °C at 760 mmHg
Molecular Weight 128.171 Flash Point 31.6 °C
Transport Information UN 1993 3/PG 2 Appearance colorless liquid
Safety 16-25-37-61 Risk Codes 11-20/21/22-37/38-43-52/53
Molecular Structure Molecular Structure of 1663-39-4 (tert-Butyl acrylate) Hazard Symbols FlammableF,HarmfulXn
Synonyms

Acrylicacid, tert-butyl ester (6CI,8CI);1,1-Dimethylethyl 2-propenoate;2-Propenoicacid tert-butyl ester;NSC 20950;tert-Butyl 2-propenoate;tert-Butyl propenoate;

Article Data 42

tert-Butyl acrylate Synthetic route

79-10-7

acrylic acid

115-11-7

isobutene

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
With strong acid cation exchange resin; polymerization inhibitor A; polymerization inhibitor B at 10℃; for 13h; Temperature;99.7%
With tempol; 10H-phenothiazine; sulfuric acid
With mesoporous Fe-SBA-15-SO3H at 60℃; for 12h; Autoclave;
13831-03-3

tert-butyl prop-2-ynoate

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
With hydrogen; [Cp2Mo(μ-SH)2Rh(PPh3)2][PF6] In acetone at 20℃; under 760.051 Torr; for 5h; Product distribution; Further Variations:; Catalysts; Reaction partners;99%
57-57-8

β-Propiolactone

865-47-4

potassium tert-butylate

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.25h;96%
79-10-7

acrylic acid

75-65-0

tert-butyl alcohol

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; acetic anhydride at 0 - 60℃; for 5h;66%
With N,N,N,N,N,N-hexamethylphosphoric triamide; Bu3PI2 In diethyl ether for 24h;51%
With nickel(II) polyacrylate; water
292638-85-8

acrylic acid methyl ester

75-65-0

tert-butyl alcohol

A

1663-39-4

tert-Butyl acrylate

B

3852-09-3

methyl 3-methoxypropionate

C

81048-08-0

3-tert.-Butoxypropionsaeuremethylester

D

112032-54-9

3-Methoxy-propionic acid tert-butyl ester

E

21150-74-3

tert-butyl β-tert-butoxypropionate

Conditions
ConditionsYield
With n-butyllithium; bis(acetylacetonate)nickel(II) In benzene at 90℃; for 5h; Product distribution; other time, other temp.;A 33%
B 26%
C 9%
D 32%
E 3%
814-68-6

acryloyl chloride

75-65-0

tert-butyl alcohol

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
With calcium carbonate at 70℃;
With pyridine
With triethylamine In chloroform at 10℃; for 12h;
625-36-5

2-chloropropionyl chloride

75-65-0

tert-butyl alcohol

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
With 2,3-Dimethylaniline at 150℃;
57-57-8

β-Propiolactone

74-88-4

methyl iodide

A

1663-39-4

tert-Butyl acrylate

B

6149-41-3

methyl ester (3-hydroxy) propionic acid

C

292638-85-8

acrylic acid methyl ester

Conditions
ConditionsYield
With 18-crown-6 ether; potassium tert-butylate 1) THF, 20 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;
74-86-2

acetylene

75-65-0

tert-butyl alcohol

carbon monoxide

carbon monoxide

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
With hydrogenchloride; tetracarbonyl nickel
79-10-7

acrylic acid

115-11-7

isobutene

polyisobutylene

polyisobutylene

1663-39-4

tert-Butyl acrylate

Conditions
ConditionsYield
With sulfuric acid

tert-Butyl acrylate Consensus Reports

tert-Butyl acrylate is reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

tert-Butyl acrylate Specification

The tert-Butyl acrylate, with the CAS registry number 1663-39-4, is also known as Acrylic acid, tert-butyl ester. It belongs to the product categories of Categories: Medical Intermediates; A-BAlphabetic; Alpha Sort; B; BI - BZAnalytical Standards; Chemical Class; Esters Gasoline, Diesel,& Petroleum; Olefins; Substance Classes; Volatiles/ Semivolatiles; Carbonyl Compounds; Acrylate Carbonyl Compounds; Acrylic Monomers; C6 to C7; Esters; Monomers. Its EINECS registry number is 216-768-7. This chemical's molecular formula is C7H12O2 and molecular weight is 128.17. Its IUPAC name is called tert-butyl prop-2-enoate.

Physical properties of tert-Butyl acrylate: (1)ACD/LogP: 2.02; (2)ACD/LogD (pH 5.5): 2.02; (3)ACD/LogD (pH 7.4): 2.02; (4)ACD/BCF (pH 5.5): 20.25; (5)ACD/BCF (pH 7.4): 20.25; (6)ACD/KOC (pH 5.5): 299.74; (7)ACD/KOC (pH 7.4): 299.74; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.417; (11)Molar Refractivity: 35.94 cm3; (12)Molar Volume: 142.7 cm3; (13)Surface Tension: 25.1 dyne/cm; (14)Density: 0.898 g/cm3; (15)Flash Point: 31.6 °C; (16)Enthalpy of Vaporization: 37.05 kJ/mol; (17)Boiling Point: 133 °C at 760 mmHg; (18)Vapour Pressure: 8.64 mmHg at 25°C.

Preparation of tert-Butyl acrylate: this chemical can be prepared by acrylic acid and 2-methyl-propan-2-ol. This reaction will need reagents nickel (II)-acrylate and water.

tert-Butyl acrylate can be prepared by acrylic acid and 2-methyl-propan-2-ol

Uses of tert-Butyl acrylate: it can be used to produce 3-(3-methyl-but-3-enyloxy)-propionic acid tert-butyl ester at temperature of 50 °C. This reaction will need reagent Triton B with reaction time of 2.5 hours. The yield is about 91%.

tert-Butyl acrylate can be used to produce 3-(3-methyl-but-3-enyloxy)-propionic acid tert-butyl ester

This chemical has so many characteristics: hydrolysis stabilizers, light inert, high Tg, globular polymer chain structure, hydrophilic and so on. In addition, it can be used in coating surface varnish, vehicle repair light, high polymer paper conditioner, nursing polymer products, carbonyl reforming polyolefin. Meanwhile, tert-Butyl acrylate is also an important raw material in organic synthetic.

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable and harmful. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is irritating to respiratory system and skin. You should keep it away from sources of ignition - No smoking. What's more, you must avoid contact with eyes. Whenever you will contact it, please wear suitable gloves.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)OC(=O)C=C
(2)InChI: InChI=1S/C7H12O2/c1-5-6(8)9-7(2,3)4/h5H,1H2,2-4H3
(3)InChIKey: ISXSCDLOGDJUNJ-UHFFFAOYSA-N

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