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97-86-9

Basic Information
CAS No.: 97-86-9
Name: Isobutyl methacrylate
Article Data: 8
Molecular Structure:
Molecular Structure of 97-86-9 (Isobutyl methacrylate)
Formula: C8H14O2
Molecular Weight: 142.198
Synonyms: Methacrylicacid, isobutyl ester (6CI,8CI);2-Methylpropyl methacrylate;Acryester IB;Blemmer IBMA;I 205;2-Propenoic acid,2-methyl-, 2-methylpropyl ester;Isobutyl 2-methyl-2-propenoate;Isobutyl a-methylacrylate;Light Ester IB;NSC 18607;Plexigum Q 611;
EINECS: 202-613-0
Density: 0.892 g/cm3
Melting Point: -37 °C
Boiling Point: 154.999 °C at 760 mmHg
Flash Point: 44.425 °C
Solubility: Soluble in organic solvents such as ethanol, ethyl ether; Insoluble in water
Appearance: colourless liquid
Hazard Symbols: IrritantXi,DangerousN
Risk Codes: 10-36/37/38-43-50
Safety: 24-37-61
Transport Information: UN 2283 3/PG 3
PSA: 26.30000
LogP: 1.76170
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    Isobutyl methacrylate

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Specification

Isobutyl methacrylate is an organic compound with the formula C8H14O2, and its systematic name is the same with the product name. With the CAS registry number 97-86-9, it is also named as 2-Propenoic acid,2-methyl-, 2-methylpropyl ester. It belongs to the product categories of Acrylic Monomers; C8 to C9 Monomers; Carbonyl Compounds; Esters; Methacrylate; Ester series. Its EINECS number is 202-613-0. In addition, the molecular weight is 142.20. Its classification codes are: (1)Drug / Therapeutic Agent; (2)Reproductive Effect. This chemical should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It is used as monomer of organic synthesis, and is used to synthetize resin, plastic, coatings, printing ink, adhesives, lubricant additives, dental materials, fiber treating agent and so on.

Physical properties of Isobutyl methacrylate are: (1)ACD/LogP: 2.579; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.58; (4)ACD/LogD (pH 7.4): 2.58; (5)ACD/BCF (pH 5.5): 53.74; (6)ACD/BCF (pH 7.4): 53.74; (7)ACD/KOC (pH 5.5): 602.78; (8)ACD/KOC (pH 7.4): 602.78; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.421; (14)Molar Refractivity: 40.413 cm3; (15)Molar Volume: 159.343 cm3; (16)Polarizability: 16.021×10-24cm3; (17)Surface Tension: 25.41 dyne/cm; (18)Density: 0.892 g/cm3; (19)Flash Point: 44.425 °C; (20)Enthalpy of Vaporization: 39.175 kJ/mol; (21)Boiling Point: 154.999 °C at 760 mmHg; (22)Vapour Pressure: 3.09400010108948 mmHg at 25°C.

Preparation: this chemical can be prepared by the esterification reaction between methyl methacrylate and isobutanol. This reaction will also need catalyst sulfuric acid, then the finished products are obtained by distillation.

Uses of Isobutyl methacrylate: it can be used to produce 2,4,4-trimethyl-cyclopent-2-enone at the temperature of 100 °C. It will need reagent polyphosphoric acid (PPA) with the reaction time of 10 min. The yield is about 45.6%.

Isobutyl methacrylate can be used to produce 2,4,4-trimethyl-cyclopent-2-enone at the temperature of 100 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable and is irritating to eyes, respiratory system and skin. It may cause sensitisation by skin contact and is very toxic to aquatic organisms. When using it, you must avoid contact with skin and wear suitable gloves. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC(C)C)\C(=C)C
(2)Std. InChI: InChI=1S/C8H14O2/c1-6(2)5-10-8(9)7(3)4/h6H,3,5H2,1-2,4H3
(3)Std. InChIKey: RUMACXVDVNRZJZ-UHFFFAOYSA-N

The toxicity data is as follows: 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 134uL/kg (.134mL/kg)   Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974.
mouse LCLo inhalation 29740mg/m3/5H (29740mg/m3)   Journal of Biomedical Materials Research. Vol. 8, Pg. 11, 1974.
mouse LD50 intraperitoneal 1340mg/kg (1340mg/kg)   Journal of Pharmaceutical Sciences. Vol. 62, Pg. 778, 1973.
mouse LD50 oral 11990mg/kg (11990mg/kg)   Toxicology Letters. Vol. 11, Pg. 125, 1982.
rat LCLo inhalation 200gm/m3/4H (200000mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
National Technical Information Service. Vol. OTS0535667,