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79-10-7

Basic Information
CAS No.: 79-10-7
Name: Acrylic acid
Article Data: 644
Molecular Structure:
Molecular Structure of 79-10-7 (Acrylic acid)
Formula: C3H4O2
Molecular Weight: 72.0636
Synonyms: Acide acrylique;Acroleic acid;Ethylenecarboxylic acid;NSC 4765;Propenoicacid;Vinylformic acid;2-Propenoic acid;Glacial acrylic acid;Propenoic acid;Glacial Acrylic Acid (AA);
EINECS: 201-177-9
Density: 1.051 g/cm3
Melting Point: 14 °C, 287 K, 57 °F
Boiling Point: 141 °C, 414 K, 286 °F
Flash Point: 68 °C (154 °F)
Solubility: Miscible with water
Appearance: clear, colorless liquid
Hazard Symbols: CorrosiveC, DangerousN
Risk Codes: 10-20/21/22-35-50
Safety: 26-36/37/39-45-61
Transport Information: UN 2218 8/PG 2
PSA: 37.30000
LogP: 0.25700
Synthetic route
107-02-8

acrolein

79-10-7

acrylic acid

Conditions
ConditionsYield
With N-hydroxyphthalimide; trans-Re(O)Cl2(OC(CH3)2C(CH3)2O)2P(Ph)3; oxygen In acetonitrile at 30℃; under 760.051 Torr; for 7h;100%
With dihydrogen peroxide In acetonitrile at 70℃; for 3h; Reagent/catalyst;100%
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;98%
503-66-2

3-hydroxypropionic acid

79-10-7

acrylic acid

Conditions
ConditionsYield
titanium catalyst 16-30 mesh at 180 - 190℃; for 45h; Product distribution / selectivity;100%
With 4-methoxy-phenol; silica gel at 250℃; Gas phase;97%
sulfuric acid at 160℃; Product distribution / selectivity;96.2%
141-76-4

3-iodopropanoic acid

79-10-7

acrylic acid

Conditions
ConditionsYield
With water; sodium hydroxide In hexan-1-ol at 80℃; for 10h; Temperature; Sealed tube;99.9%
With potassium carbonate
With lead(II) oxide Destillation;
107-13-1

acrylonitrile

A

79-06-1

2-propenamide

B

79-10-7

acrylic acid

Conditions
ConditionsYield
With water at 0 - 4℃; for 7.5h; culture broth containing cells of Pseudomonas chlororaphis, strain B23;A 99%
B 0.7%
With water; copper oxide, reduced, supported in stainless steel wire socks at 135 - 158℃; under 3760.13 Torr; Heating / reflux;
107-13-1

acrylonitrile

79-10-7

acrylic acid

Conditions
ConditionsYield
With potassium phosphate buffer at 30℃; for 0.5h; Rhodococcus sp. AJ270 cells;98.1%
With potassium phosphate buffer; nitrilase from Alcaligenes faecalis ATCC8750 at 30℃; for 9h; pH=7.3;93%
With sulfuric acid; copper; hydroquinone
With bradyrhizobium species BTAi1 (A5EKU8); water Reagent/catalyst; Enzymatic reaction;
With water In aq. phosphate buffer at 37℃; pH=7; Green chemistry; Enzymatic reaction;
2051-76-5

acrylic acid anhydride

N-tert-butyloxycarbonyl-β-tert-butyl-L-aspartyl-D-alaninol

N-tert-butyloxycarbonyl-β-tert-butyl-L-aspartyl-D-alaninol

79-10-7

acrylic acid

Conditions
ConditionsYield
In pyridine; ethyl acetate; benzene97.8%
107-02-8

acrolein

79-10-7

acrylic acid

Conditions
ConditionsYield
C150Cu2Mo12Nb2SbSi150V3.5 In nitrogen; water at 280℃;97.6%
471-25-0

Propiolic acid

79-10-7

acrylic acid

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; under 760.051 Torr; for 5h; Green chemistry;97%
With hydrogen In methanol under 760.051 Torr; for 5.5h;94%
With ethanol; colloid; palladium Hydrogenation;
With hydrogen In hexane at 40℃; under 750.075 Torr; for 12h; Catalytic behavior;
141-32-2

acrylic acid n-butyl ester

79-10-7

acrylic acid

Conditions
ConditionsYield
94.1%
With carboxylesterase; Tris buffer In ethanol at 27℃; for 0.333333h; Enzyme kinetics; Hydrolysis; Enzymatic reaction;
106-97-8

n-butane

A

108-31-6

maleic anhydride

B

64-19-7

acetic acid

C

79-10-7

acrylic acid

Conditions
ConditionsYield
With oxygen; catalyst prepared according to U.S. Pat. No. 6,858,561 Product distribution / selectivity;A 94%
B n/a
C n/a
With oxygen; triethyl phosphate at 404 - 419℃; under 2475.25 - 3900.39 Torr; Product distribution / selectivity;A 54.1%
B n/a
C n/a
With oxygen; vanadia at 459.9℃; for 27h; Product distribution; various VPO catalysts in vapor phase, at various times;A 13.5%
B 0.14%
C 0.04%
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    Classification: Chemical Auxiliary Agent CAS No.: 79-10-7 Other Names: AA; Acroleic Acid MF: C3H4O2 EINECS No.: 201-177-9 Purity: 99.5% min Place of Origin: Anhui, China (Mainland) Type: Carbon Black Usage: Pa

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Specification

The IUPAC name of Acrylic acid is Prop-2-enoic acid. It has the CAS register number of 79-10-7 and EINECS register number 201-177-9. Acrylic acid is an organic compound with the formula CH2=CHCO2H. It is miscible with water, alcohols, ethers, and chloroform, however, incompatible with strong oxidizing agents, strong bases, amines. It contacts with oxidizers may cause fire. Acrylic acid is a colorless liquid with a distinctive acrid odor. What's more, this chemical is unstable - may contain p-methoxyphenol as an inhibitor. 

Physical properties about Acrylic acid are:
 (1)ACD/LogP: 0.149; (2)ACD/LogD (pH 5.5): -1.12; (3)ACD/LogD (pH 7.4): -2.90; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.53; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.422; (12)Molar Refractivity: 17.237 cm3; (13)Molar Volume: 67.775 cm3; (14)Polarizability: 6.833 10-24cm3; (15)Surface Tension: 32.8899993896484 dyne/cm; (16)Density: 1.063 g/cm3; (17)Flash Point: 61.568 °C ; (18)Enthalpy of Vaporization: 41.721 kJ/mol; (19)Boiling Point: 140.999 °C at 760 mmHg; (20)Vapour Pressure: 3.42300009727478 mmHg at 25°C

Preparation of Acrylic acid:
Acrylic acid and acrylates were once prepared by reaction of acetylene and carbon monoxide with water or an alcohol, with nickel carbonyl as catalyst.
HC≡CH + CO + H2O → CH2=CHCO2H
In the presence of such catalysts as a solution of cuprous and ammo-nium chlorides, hydrogen cyanide adds to acetylene to give acrylonitrile (CH2=CHCN). However, this process has been replaced by processes involving ammoxidation of propylene. Similarly, the process for the manufacture of Acrylic acid has been superseded by processes involving oxidation of propylene although, for some countries, acetylene may still be used in acrylate manufacture. Thus, Acrylic acid is made by the oxidation of propylene to acrolein and further oxidation to acrylic acid.
2 CH2=CHCH3 + O2 → 2 CH2=CHCH=O
2 CH2=CHCHO + O2 → 2 CH2=CHCOOH
Another method for production of Acrylic acid is by the hydrolysis of acrylonitrile:
CH2=CH-CN + 2 H2O+H+ → CH2=CH-COOH + NH4+
Moreover, acrylonitrile hydrolyzes using sulfuric acid as the reagent to give sulfates of Acrylamide, and then the second hydrolysis to produce Acrylic acid, with byproduct ammonium bisulfate:
CH2=CHCN + H2O + H2SO4 → CH2=CHCONH2·H2SO4
CH2=CHCONH2·H2SO4 + H2O → CH2=CHCOOH + NH4HSO4

Uses of Acrylic acid:
 Acrylic acid and its esters readily combine with themselves (to form polyacrylic acid) or other monomers by reacting at their double bond, forming homopolymers or copolymers which are used in the manufacture of various plastics, coatings, adhesives, elastomers, as well as floor polishes, and paints. Acrylic acid can be used as tackiness agent, water thickener, coating agent of coated paper and also used in manufacture of polyacrylic acid salts. In addition, the substance is the important raw material in organic synthetic and preparation of resin monomer which is the vinyl monomers, the rate of polymerization is very fast.

Safety information of Acrylic acid:
When you are using Acrylic acid, you should be very cautious about it. The substance is corrosive, flammable and dangerous for the environment. In addition, Acrylic acid is harmful by inhalation, in contact with skin and if swallowed. It can cause severe burns. This chemical is very toxic to aquatic organisms. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact and use it, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Moreover, you must avoid release to the environment. When using it, you can refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C=CC(=O)O
(2)InChI: InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
(3)InChIKey: NIXOWILDQLNWCW-UHFFFAOYSA-N

Toxicity of Acrylic acid are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LC inhalation > 75ppm/6H (75ppm) SENSE ORGANS AND SPECIAL SENSES: DEVIATED NASAL SEPTUM: OLFACTION

SENSE ORGANS AND SPECIAL SENSES: ULCERATED NASAL SEPTUM: OLFACTION
Toxicologist. Vol. 36(1, Pg. pt2), 113.
mouse LC50 inhalation 5300mg/m3/2H (5300mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 16, 1982.
mouse LD50 intraperitoneal 144mg/kg (144mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 104, Pg. 793, 1984.
mouse LD50 oral 2400mg/kg (2400mg/kg)   Biochemical Journal. Vol. 34, Pg. 1196, 1940.
mouse LD50 subcutaneous 1590mg/kg (1590mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 85, 1969.
mouse LD50 unreported 830mg/kg (830mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(10), Pg. 64, 1984.
rabbit LD50 skin 280uL/kg (0.28mL/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rabbit LD50 unreported 250mg/kg (250mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(10), Pg. 64, 1984.
rat LCLo inhalation 4000ppm/4H (4000ppm)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rat LD50 intraperitoneal 22mg/kg (22mg/kg)   Journal of Dental Research. Vol. 51, Pg. 1632, 1972.
rat LD50 oral 33500ug/kg (33.5mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 16, 1982.
rat LD50 unreported 1250mg/kg (1250mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(10), Pg. 64, 1984.