2-Butenoicacid, (2E)-

Reported in EPA TSCA Inventory.

DOT Classification:  8; Label: Corrosive

The CAS registry number of Crotonic acid is 107-93-7. Its EINECS registry number is 203-533-9. It is a short-chain unsaturated carboxylic acid. In addition, the molecular formula is C₄H₆O₂. It crystallizes as needles from hot water. Besides, it should be stored in a cool, ventilated place. The storage place must stay away from oxidant, the fire and heat source.

Physical properties about this chemical are: (1)ACD/LogP: 0.80; (2)ACD/LogD (pH 5.5): 0.02; (3)ACD/LogD (pH 7.4): -1.77; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 10.86; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 26.3 Ų; (12)Index of Refraction: 1.448; (13)Molar Refractivity: 22.2 cm³; (14)Molar Volume: 82.8 cm³; (15)Polarizability: 8.8×10^-24 cm³; (16)Surface Tension: 34.2 dyne/cm; (17)Density: 1.039 g/cm³; (18)Flash Point: 81.6 °C; (19)Enthalpy of Vaporization: 45.57 kJ/mol; (20)Boiling Point: 177 °C at 760 mmHg; (21)Vapour Pressure: 0.505 mmHg at 25°C.

Preparation of Crotonic acid: it can be prepared by but-2-enal. This reaction will need reagent (bipy)H₂CrOCl₅ and solvent CH₂Cl₂. The reaction time is 0.5 hour at reaction temperature of 28-30 °C. The yield is about 90%.

Uses of Crotonic acid: it can be used as a monomer to synthesize polymer. In addition, it can be used to get 2,3-dideuterio-butyric acid. This reaction will need reagent D₂, catalyst 5 percent Pd/C and solvent aq. ethanol. The yield is about 86% with ambient temperature and reaction pressure of 760 Pa.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In addition, it can cause burns. Moreover, it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). In addition, you should avoid releasing to the environment and you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)/C=C/C
(2)InChI: InChI=1/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+
(3)InChIKey: LDHQCZJRKDOVOX-NSCUHMNNBH