Crotonic Acid - Materials / Alfa Chemistry

NAVIGATION

Crotonic Acid

PRICE INQUIRY

Catalog Number

ACMA00017330

Product Name

Crotonic Acid

Category

Polymers

Description

Crotonic acid appears as a white crystalline solid. Shipped as either a solid or liquid. Soluble in water and less dense than water. Corrosive to metals and tissue.;DryPowder;Solid;Solid;WHITE-TO-YELLOW CRYSTALS WITH PUNGENT ODOUR.;Off-white powder; Harsh, pungent, acrylic odour

IUPAC Name

(E)-but-2-enoic acid

Molecular Weight

86.09g/mol

Molecular Formula

C4H6O2;CH3-CH=CH-COOH;C4H6O2;C4H6O2

Canonical SMILES

CC=CC(=O)O

InChI

InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+

InChI Key

LDHQCZJRKDOVOX-NSCUHMNNSA-N

Boiling Point

185 °C;189 °C

Melting Point

72 °C;Mp 71.4 °;72 °C;72°C;72 °C

Flash Point

190 °F (NFPA, 2010);190 °F (OPEN CUP);88 °C o.c.

Density

Density = 1.018 at 15 °C/4 °C;Relative density (water = 1): 1.02

Solubility

86 mg/mL at 25 °C;94 mg/mL at 25 °C;VERY SOL IN WATER; SOL IN ETHER, ACETONE & IN HOT PETROLEUM ETHER;IN ETHANOL @ 25 °C: 52.5% WT/WT; ACETONE @ 25 °C: 53.0% W/W; IN TOLUENE @ 25 °C: 37.5% WT/WT;Water solubility: 8.6X10+4 mg/l at 25 °C;555 g/l in water at 20 °C;Solubility in water at 20 °C: soluble;Slightly soluble in water;Soluble (in ethanol)

Application

Crotonic Acid serves a crucial role in various industrial and chemical applications due to its properties as a versatile organic compound. It is primarily utilized in the synthesis of resins and polymers, making it an essential component in the production of plasticizers and medicinal chemicals. Additionally, Crotonic Acid functions as a softening agent for synthetic rubber, enhancing its elasticity and performance. The compound exists in both cis and trans isomeric forms, with the trans isomer being the stable and commercially used variant due to its superior stability. This organic compound, characterized by its white or colorless crystalline solid form, is not only integral to manufacturing processes but also key in the development of specific drugs and other specialty chemicals.

Color/Form

MONOCLINIC NEEDLES OR PRISMS (FROM WATER OR PETROLEUM ETHER);COLORLESS NEEDLE-LIKE CRYSTALS;WHITE CRYSTALLINE SOLID

Complexity

73.6

Covalently-Bonded Unit Count

EC Number

203-533-9;223-077-4

Exact Mass

86.036779g/mol

Formal Charge

Heat of Vaporization

13,252.2 gcal/gmole

Heavy Atom Count

ICSC Number

0423

Log P

0.72;Log Kow = 0.72 /isomer not specified/;0.72;0.72

MeSH Entry Terms

3-methylacrylic acid;crotonic acid;trans-2-butenoic acid

Monoisotopic Mass

86.036779g/mol

NSC Number

8751

Other Experimental

EXISTS IN CIS & TRANS ISOMERIC FORMS, LATTER BEING STABLE ISOMER USED COMMERCIALLY; CIS FORM MELTS @ 15 °C & IS SOMETIMES CALLED ISOCROTONIC ACID;Heat of fusion: 25.32 cal/g;CAN REACT WITH OXIDIZING MATERIALS;MASS: 135 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /2-Butenoic acid (cis)/;Density = 0.9604 g/ cu cm at 77 °C /TRANS ISOMER/;Density = 1.0267 g/ cu cm at 20 °C /CIS ISOMER/;Boiling point = 169 °C /CIS ISOMER/;Enthalpy of fusion = 12.57 kJ/mol /CIS ISOMER/;Enthalpy of fusion = 9.12 kJ/mol /TRANS ISOMER/;Liquid at room temperature and is miscible with water at 25 °C /CIS ISOMER/;Solubility in water (g/l): at 0 °C: 41.5; at 10 °C: 54.6; at 20 °C: 76.1; at 25 °C: 94; at 30 °C: 122; at 40 °C: 656. /TRANS ISOMER/;Solubility at 25 °C in ethanol: 52.5% w/w; acetone: 53.0% w/w; toluene: 37.5% w/w. /TRANS ISOMER/;Index of Refraction = 1.4249 at 77 °C/D /TRANS ISOMER/;Index of Refraction = 1.4483 at 14 °C/D /CIS ISOMER/;Monoclinic needles, prisms from water or ligroin /TRANS ISOMER/;BOILING POINT: 185 °C @ 760 MM HG; 128 °C @ 100 MM HG; 165.5 °C @ 400 MM HG; 146 °C @ 200 MM HG; 116.7 °C @ 60 MM HG; 80 °C @ 10 MM HG; 93 °C @ 20 MM HG; 107.8 °C @ 40 MM HG /TRANS ISOMER/;VAPOR PRESSURE = 0.19 MM HG @ 20 °C

Refractive Index

n20D 1.4457;MAX ABSORPTION (ALC): 205 NM (LOG E= 4.20); INDEX OF REFRACTION: 1.4249 @ 77 °C/D; SADTLER REF NUMBER: 749 (IR, PRISM); 8091 (IR, GRATING); 247 (UV); 61 (NMR, VARIAN)

Rotatable Bond Count

RTECS Number

GQ2800000

UNII

YW5WZZ4O5Q

UN Number

2823;2823;2823;2823

Vapor Density

2.97 (air= 1);Relative vapor density (air = 1): 2.97

Vapor Pressure

24 Pa at 20 °C;Vapor pressure, Pa at 20 °C: 24

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