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110-44-1

Basic Information
CAS No.: 110-44-1
Name: Sorbic acid
Article Data: 130
Molecular Structure:
Molecular Structure of 110-44-1 (Sorbic acid)
Formula: C6H8O2
Molecular Weight: 112.128
Synonyms: alpha-trans-gamma-trans-sorbic acid;(2E,4E)-hexa-2,4-dienoic acid;Hexadienoic acid, (E,E);2,4-Hexadienoic acid;trans,trans-sorbic acid;trans,trans-2,4-hexadienoic acid;hexa-2,4-dienoate;hexadienoic acid;hexa-2,4-dienoic acid;1,3-pentadiene-1-carboxylic acid;2,4-hexadienoic acid, (2E,4E)-;(2-butenylidene)acetic acid;crotylidene acetic acid;(E,E)-2,4-hexadienoic acid;2-Propenylacrylic acid;2,4-Hexadienoic acid,(2E,4E)-;2,4-Hexadienoic acid; Sorbic acid;2, 4—hexadienic acid;
EINECS: 203-768-7
Density: 1.024 g/cm3
Melting Point: 132-135 ºC
Boiling Point: 233 ºC at 760 mmHg
Flash Point: 127 ºC
Solubility: 1.6 g/L (20 ºC) in water
Appearance: White crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 37.30000
LogP: 1.20330
Synthetic route
17102-64-6

Sorbyl alcohol

110-44-1

sorbic Acid

Conditions
ConditionsYield
With Acetobacter aceti MIM2000/28 In phosphate buffer; ethanol for 2h; pH=6.8;100%

C12H22O2Si

110-44-1

sorbic Acid

Conditions
ConditionsYield
Stage #1: C12H22O2Si; carbon tetrabromide In methanol at 20℃; for 0.5h; Irradiation;
Stage #2: In methanol at 20℃; for 1h;
98%
142-83-6

trans,trans-2,4-Hexadienal

110-44-1

sorbic Acid

Conditions
ConditionsYield
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;97%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;95%
With Acetobacter aceti MIM2000/28 In phosphate buffer; ethanol for 2h; pH=6.8;86%
With sodium hydroxide; triethanolamine; ethylene diamine tetraacetic acid tetrasodium salt Reagens 4:Silber;Leiten von Luft druch ein Gemisch;

C15H28O2Si

110-44-1

sorbic Acid

Conditions
ConditionsYield
Stage #1: C15H28O2Si; carbon tetrabromide In methanol at 20℃; for 0.5h; Irradiation;
Stage #2: In methanol at 20℃; for 2.5h;
92%

C22H26O2Si

110-44-1

sorbic Acid

Conditions
ConditionsYield
Stage #1: C22H26O2Si; carbon tetrabromide In methanol at 20℃; for 0.5h; Irradiation;
Stage #2: In methanol at 20℃; for 5h;
91%
123-73-9

trans-Crotonaldehyde

65946-59-0

(trimethylsilyl)ketene bis(trimethylsilyl) acetal

110-44-1

sorbic Acid

Conditions
ConditionsYield
With zinc dibromide In tetrahydrofuran for 3h; Ambient temperature;85%
77928-01-9

(E)-2-(Toluene-4-sulfonyloxy)-hex-4-enoic acid

110-44-1

sorbic Acid

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 25 - 30℃; for 1h;81%
4423-18-1

(but-2-enylidene)malonic acid

110-44-1

sorbic Acid

Conditions
ConditionsYield
With pyridine Heating;80%

2-(azulen-6-yl)ethyl (2E, 4E)-hexa-2,4-dienoate

110-44-1

sorbic Acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;77%
27751-97-9

4-hydroxy-6-methyl-tetrahydro-2H-pyran-2-one

110-44-1

sorbic Acid

Conditions
ConditionsYield
Amberlyst-70 In tetrahydrofuran; water at 169.84℃; under 15514.9 Torr; for 12h; Product distribution / selectivity; Inert atmosphere;64.1%
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    Product Name: Sorbic acid MF: C6H8O2 MW: 112.13 EINECS: 203-768-7 Mol File: 110-44-1.mol Sorbic acid Structure Sorbic acid Chemical Properties Melting point 132-135 °C (lit.) Boiling point 228°C density 1.2 g/cm3

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    English Name: Sorbic Acid Chemical name: 2,4- Hexadienoic acid Structure : CH3CH=CHCH=CHCOOH molecular formula: C6H8O2 Molecular weight: 112.33 CAS NO:110-44-1 Properties: colorless needle crystal or white crystalline powder, 132-135 DE

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Chemistry

IUPAC Name: (2E,4E)-hexa-2,4-dienoic acid 
Empirical Formula: C6H8O2
Molecular Weight: 112.1265
EINECS: 203-768-7 
Structure of Sorbic acid (CAS NO.110-44-1):

Index of Refraction: 1.487
Molar Refractivity: 31.52 cm3
Molar Volume: 109.4 cm3
Polarizability: 12.49×10-24cm3
Surface Tension: 35.4 dyne/cm
Density: 1.024 g/cm3
Flash Point: 139.9 °C
Enthalpy of Vaporization: 51.74 kJ/mol 
Melting Point: 132-135 °C(lit.)
Boiling Point: 233 °C at 760 mmHg
Vapour Pressure: 0.02 mmHg at 25°C 
Storage temp: 2-8°C
Solubility: ethanol: 0.1 g/mL, clear
Water Solubility: 1.6 g/L (20 ºC) 
Stability: Stability Material saturated with this acid may ignite spontaneously. Incompatible with strong oxidizing agents. May be light sensitive. 
Product Categories: FOOD ADDITIVES;Food and Feed Additive;Food & Feed ADDITIVES;Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;Organic acids 
Canonical SMILES: CC=CC=CC(=O)O
Isomeric SMILES: C/C=C/C=C/C(=O)O
InChI: InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+
InChIKey: WSWCOQWTEOXDQX-MQQKCMAXSA-N

History

SORBIC ACID was first isolated from the unripe berries of the Rowan (Sorbus aucuparia), hence its name.

Uses

 Sorbic acid (CAS NO.110-44-1) and its mineral salts, such as sodium sorbate, potassium sorbate and calcium sorbate, are antimicrobial agents often used as preservatives in food and drinks to prevent the growth of mold, yeast and fungi.
 Sorbic acid (CAS NO.110-44-1) is also used as a bio descaling agent.

Toxicity Data With Reference

1.    

skn-man 150 mg/1H SEV

    JPPMAB    Journal of Pharmacy and Pharmacology. 10 (1958),719.
2.    

skn-rbt 1 mg SEV

    UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 7/14 ,1965.
3.    

cyt-ham:lng 1050 mg/L

    FCTOD7    Food and Chemical Toxicology. 22 (1984),501.
4.    

sce-ham:lng 1050 mg/L

    FCTOD7    Food and Chemical Toxicology. 22 (1984),501.
5.    

scu-rat TDLo:1040 mg/kg/65W-I:ETA

    BJCAAI    British Journal of Cancer. 20 (1966),134.
6.    

orl-rat LD50:7360 mg/kg

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),63.
7.    

orl-mus LD50:3200 mg/kg

    38MKAJ    Pattys Industrial Hygiene and Toxicology. 2C (1982),4953.
8.    

ipr-mus LD50:2820 mg/kg

    JPPMAB    Journal of Pharmacy and Pharmacology. 21 (1969),85.
9.    

scu-mus LD50:2820 mg/kg

    JPPMAB    Journal of Pharmacy and Pharmacology. 21 (1969),85.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intraperitoneal and subcutaneous routes. Mildly toxic by ingestion. Experimental reproductive effects. A severe human and experimental skin irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use water. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:  Xi
The Risk Statements information of Sorbic acid :
36/37/38:  Irritating to eyes, respiratory system and skin 
36/38:  Irritating to eyes and skin 
The Safety Statements information of Sorbic acid :
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany:1

Specification

  Sorbic acid , its cas register number is 110-44-1. It also can be called (E,E)-2,4-Hexadienoic acid ; 1,3-Pentadiene-1-carboxylic acid, (E,E)- ; 2,4-Hexadienoic acid, (E,E)- ; 2-Propenylacrylic acid ; 2E,4E-Hexadienoic acid ; Acetic acid, (2-butenylidene)- ; Acetic acid, crotylidene- ; EPA Pesticide Chemical Code 075901 ; Hexadienoic acid ; Kyselina 1,3-pentadien-1-karboxylova ; Kyselina sorbova ; Panosorb ; Sorbistat ; alpha-trans-gamma-trans-Sorbic acid ; trans,trans-Sorbic acid ; trans-trans-2,4-Hexadienoic acid . Sorbic acid (CAS NO.110-44-1) is a white powder or crystals.