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106-63-8

Basic Information
CAS No.: 106-63-8
Name: Isobutyl acrylate
Article Data: 19
Molecular Structure:
Molecular Structure of 106-63-8 (Isobutyl acrylate)
Formula: C7H12O2
Molecular Weight: 128.171
Synonyms: 2-Methylpropyl acrylate;2-Propenoic acid isobutyl ester;2-Propenoic acid, 2-methylpropyl ester;Acrylic acid, isobutyl ester;BRN 1749388;Isobutyl 2-propenoate;Isobutylester kyseliny akrylove;Propenoic acid, isobutyl ester;
EINECS: 203-417-8
Density: 0.896 g/cm3
Melting Point: -60 °C
Boiling Point: 132 °C at 760 mmHg
Flash Point: 34.5 °C
Solubility: Soluble in ethanol, ether, slightly soluble in water
Appearance: Colorless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 10-20/21-38-43
Safety: 9-24-37
Transport Information: UN 2527 3/PG 3
PSA: 26.30000
LogP: 1.37160
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Specification

The Isobutyl acrylate with CAS registry number of 106-63-8 is also known as 2-Propenoic acid, 2-methylpropyl ester. The IUPAC name is 2-Methylpropyl prop-2-enoate. It belongs to product categories of C6 to C7; Carbonyl Compounds; Esters; AcrylateCarbonyl Compounds; Acrylic Monomers; Monomers. Its EINECS registry number is 203-417-8. In addition, the formula is C7H12O2 and the molecular weight is 128.17. This chemical is a colorless liquid that slightly soluble in water and may cause damage to health. It should be sealed in ventilated, cool place away from fire, heat without light and avoid contact with oxide, acid and alkali exposure. What's more, this chemical can be used as intermediate in organic synthesis.

Physical properties about Isobutyl acrylate are: (1)ACD/LogP: 2.20; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.2; (4)ACD/LogD (pH 7.4): 2.2; (5)ACD/BCF (pH 5.5): 27.84; (6)ACD/BCF (pH 7.4): 27.84; (7)ACD/KOC (pH 5.5): 376.41; (8)ACD/KOC (pH 7.4): 376.41; (9)#H bond acceptors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.416; (12)Molar Refractivity: 35.93 cm3; (13)Molar Volume: 143 cm3; (14)Surface Tension: 25.6 dyne/cm; (15)Density: 0.896 g/cm3; (16)Flash Point: 34.5 °C; (17)Enthalpy of Vaporization: 36.96 kJ/mol; (18)Boiling Point: 132 °C at 760 mmHg; (19)Vapour Pressure: 9.04 mmHg at 25 °C.

Uses of Isobutyl acrylate: it is used to produce 4,5-dihydro-isoxazole-3,5-dicarboxylic acid 5-isobutyl ester 3-methyl ester by reaction with nitro-malonic acid dimethyl ester. The reaction occurs with solvent 1,3,5-trimethyl-benzene at the temperature of 160-170 °C for 20 hours. The yield is about 92%.

Isobutyl acrylate is used to produce 4,5-dihydro-isoxazole-3,5-dicarboxylic acid 5-isobutyl ester 3-methyl ester by reaction with nitro-malonic acid dimethyl ester.

When you are using this chemical, please be cautious about it. As a chemical, it is flammable and irritating to skin that may cause sensitisation by skin contact. Besides, it is harmful by inhalation and in contact with skin. During using it, wear suitable gloves and avoid contact with skin. What's more, keep container in a well-ventilated place.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(C)COC(=O)C=C
2. InChI: InChI=1S/C7H12O2/c1-4-7(8)9-5-6(2)3/h4,6H,1,5H2,2-3H3
3. InChIKey: CFVWNXQPGQOHRJ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 760mg/kg (760mg/kg)   Journal of Dental Research. Vol. 51, Pg. 526, 1972.
mouse LD50 oral 6106mg/kg (6106mg/kg)   Toxicology Letters. Vol. 11, Pg. 125, 1982.
rabbit LD50 skin 891uL/kg (0.891mL/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
National Technical Information Service. Vol. OTS0535072,
rat LC50 inhalation 2000ppm/4H (2000ppm) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0535072,
rat LD50 intraperitoneal 654mg/kg (654mg/kg)   Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 36, Pg. 58, 1975.
rat LD50 oral 7070uL/kg (7.07mL/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.