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541-47-9

Basic Information
CAS No.: 541-47-9
Name: 2-Butenoic acid,3-methyl-
Molecular Structure:
Molecular Structure of 541-47-9 (2-Butenoic acid,3-methyl-)
Formula: C5H8O2
Molecular Weight: 100.13
Synonyms: 3-Methylbut-2-enoic acid;3-Methyl-2-butenoic acid;3-Methylcrotonic acid;Senecioic acid;beta,beta-Dimethylacrylic acid;beta-Methylcrotonic acid;Crotonic acid, 3-methyl-;
EINECS: 208-782-7
Density: 1.01 g/cm3
Melting Point: 65-70 °C(lit.)
Boiling Point: 194.5 °C at 760 mmHg
Flash Point: 96 °C
Solubility: Soluble in most organic solvents
Appearance: White prism-shape crystals
Hazard Symbols: IrritantXi,CorrosiveC
Risk Codes: 37/38-41-34
Safety: 26-36/37/39-45-27
Transport Information: UN 3261
PSA: 37.30000
LogP: 1.03720
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Specification

The 2-Butenoic acid,3-methyl-, with the CAS registry number 541-47-9, is also known as Senecioic acid. It belongs to the product category of Organic acids. Its EINECS number is 208-782-7. This chemical's molecular formula is C5H8O2 and molecular weight is 100.12. What's more, its systematic name is 3-methylbut-2-enoic acid. Its classification code is Skin / Eye Irritant. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides, heat and fire. It exists in flue-cured tobacco and flue gas. It is used as organic intermediates.

Physical properties of 2-Butenoic acid,3-methyl- are: (1)ACD/LogP: 2.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.03; (4)ACD/LogD (pH 7.4): 1.26; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 2.08; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 19.45; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 23.55 Å2; (13)Index of Refraction: 1.564; (14)Molar Refractivity: 90.18 cm3; (15)Molar Volume: 277.1 cm3; (16)Polarizability: 35.75×10-24cm3; (17)Surface Tension: 42.1 dyne/cm; (18)Density: 1.069 g/cm3; (19)Flash Point: 236.6 °C; (20)Enthalpy of Vaporization: 72.97 kJ/mol; (21)Boiling Point: 467.7 °C at 760 mmHg; (22)Vapour Pressure: 6.38E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-methyl-pent-3-en-2-one at the temperature of 77 °C. This reaction will need reagent LiOCl/Clorox and solvent ethanol with the reaction time of 8 hours. The yield is about 56%.

2-Butenoic acid,3-methyl- can be prepared by 4-methyl-pent-3-en-2-one at the temperature of 77 °C

Uses of 2-Butenoic acid,3-methyl-: it can be used to produce 3-methyl-crotonic acid-anhydride at the temperature of 20 °C. It will need reagents N(C2H5)3, N,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chloride and solvent CH2Cl2 with the reaction time of 30 min. The yield is about 98%.

2-Butenoic acid,3-methyl- can be used to produce 3-methyl-crotonic acid-anhydride at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to respiratory system and skin. It can cause burns and has a risk of serious damage to eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You must take off immediately all contaminated clothing. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you need seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)\C=C(/C)C
(2)Std. InChI: InChI=1S/C5H8O2/c1-4(2)3-5(6)7/h3H,1-2H3,(H,6,7)
(3)Std. InChIKey: YYPNJNDODFVZLE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3gm/kg (3000mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 52, 1985.
mouse LD50 oral 2580mg/kg (2580mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 52, 1985.
rabbit LD50 skin > 3200mg/kg (3200mg/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rat LD50 oral 3560mg/kg (3560mg/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.