Product Name

  • Name

    Sorbic acid

  • EINECS 203-768-7
  • CAS No. 110-44-1
  • Article Data130
  • CAS DataBase
  • Density 1.024 g/cm3
  • Solubility 1.6 g/L (20 ºC) in water
  • Melting Point 132-135 ºC
  • Formula C6H8O2
  • Boiling Point 233 ºC at 760 mmHg
  • Molecular Weight 112.128
  • Flash Point 127 ºC
  • Transport Information
  • Appearance White crystalline powder
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 110-44-1 (Sorbic acid)
  • Hazard Symbols IrritantXi
  • 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;
  • PSA 37.30000
  • LogP 1.20330

Synthetic route

Sorbyl alcohol
17102-64-6

Sorbyl alcohol

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With Acetobacter aceti MIM2000/28 In phosphate buffer; ethanol for 2h; pH=6.8;100%
C12H22O2Si

C12H22O2Si

sorbic Acid
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%
trans,trans-2,4-Hexadienal
142-83-6

trans,trans-2,4-Hexadienal

sorbic Acid
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

C15H28O2Si

sorbic Acid
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

C22H26O2Si

sorbic Acid
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%
trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

(trimethylsilyl)ketene bis(trimethylsilyl) acetal
65946-59-0

(trimethylsilyl)ketene bis(trimethylsilyl) acetal

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With zinc dibromide In tetrahydrofuran for 3h; Ambient temperature;85%
(E)-2-(Toluene-4-sulfonyloxy)-hex-4-enoic acid
77928-01-9

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

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 25 - 30℃; for 1h;81%
(but-2-enylidene)malonic acid
4423-18-1

(but-2-enylidene)malonic acid

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With pyridine Heating;80%
2-(azulen-6-yl)ethyl (2E, 4E)-hexa-2,4-dienoate

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

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;77%
4-hydroxy-6-methyl-tetrahydro-2H-pyran-2-one
27751-97-9

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

sorbic Acid
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%
sperabillin A dihydrochloride

sperabillin A dihydrochloride

A

sorbic Acid
110-44-1

sorbic Acid

B

β-Amino-propionamidin
51127-10-7

β-Amino-propionamidin

C

δ-Hydroxy-β-lysin

δ-Hydroxy-β-lysin

Conditions
ConditionsYield
With hydrogenchloride for 6h; Heating;A 15%
B n/a
C n/a
Ketene
463-51-4

Ketene

trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With toluene; zinc bis(3-methylbutanoate) Erhitzen des dabei erhaltenen Reaktionsprodukts mit wenig Natriumhydroxid in Diaethylenglykol;
With zinc disorbate Erhitzen des Reaktionsprodukts mit wss.Natronlauge;
With toluene; zinc bis(3-methylbutanoate) Erhitzen des dabei erhaltenen Reaktionsprodukts ohne Zusatz auf 205grad;
With toluene; zinc bis(3-methylbutanoate) Erhitzen des dabei erhaltenen Reaktionsprodukts mit wss.Natronlauge und anschliessend mit wss.Schwefelsaeure;
tetrachloromethane
56-23-5

tetrachloromethane

acetyl-cis-cis-muconoyl peroxide

acetyl-cis-cis-muconoyl peroxide

sorbic Acid
110-44-1

sorbic Acid

tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid ethyl ester
31124-99-9

6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid ethyl ester

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
Erhitzen des mit N,N-Diaethyl-anilin auf 140grad und Erhitzen des Reaktionsprodukts mit wss. Natronlauge;
6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid ethyl ester
31124-99-9

6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid ethyl ester

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With tetrachloromethane; N-Bromosuccinimide Erhitzen des Reaktionsprodukts mit N,N-Diaethyl-anilin auf 140grad und Erhitzen des erhaltenen Sorbinsaeure-aethylesters mit wss.Natronlauge;
3-bromo-6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid ethyl ester

3-bromo-6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid ethyl ester

N,N-diethylaniline
91-66-7

N,N-diethylaniline

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
at 140℃; Erhitzen des Reaktionsprodukts mit wss. Natronlauge;
(2Z)-2,5-hexadienoic acid
22229-95-4

(2Z)-2,5-hexadienoic acid

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With alkaline solution
hex-4-ynoic acid
41143-12-8

hex-4-ynoic acid

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With potassium hydroxide; ethylene glycol at 160℃;
3-hydroxyhex-4-enoic acid
13893-40-8

3-hydroxyhex-4-enoic acid

A

sorbic Acid
110-44-1

sorbic Acid

B

penta-1,3-diene
504-60-9

penta-1,3-diene

Conditions
ConditionsYield
at 145℃;
(but-2-enylidene)malonic acid
4423-18-1

(but-2-enylidene)malonic acid

A

sorbic Acid
110-44-1

sorbic Acid

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

3,5-disulfo-hexanoic acid

3,5-disulfo-hexanoic acid

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
bei der Kalischmelze;
acetyl-cis-cis-muconoyl peroxide

acetyl-cis-cis-muconoyl peroxide

toluene
108-88-3

toluene

sorbic Acid
110-44-1

sorbic Acid

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

parasorbic acid
10385-75-8

parasorbic acid

sorbic Acid
110-44-1

sorbic Acid

Ketene
463-51-4

Ketene

crotonaldehyde
123-73-9

crotonaldehyde

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With zinc(II) chloride at 50 - 60℃; und Destillation des Reaktionsprodukts unter vermindertem Druck;
With boron trioxide; diethyl ether; oxalic acid at -15 - 15℃; und Erwaermen des Reaktionsprodukts mit 35prozentiger H2SO4 auf 70-80grad;
With boron trioxide; diethyl ether; salicylic acid at -15 - 15℃; und Erwaermen des Reaktionsprodukts mit 35prozentiger H2SO4 auf 70-80grad;
malonic acid
141-82-2

malonic acid

crotonaldehyde
123-73-9

crotonaldehyde

sorbic Acid
110-44-1

sorbic Acid

acetyl-cis-cis-muconoyl peroxide

acetyl-cis-cis-muconoyl peroxide

benzene
71-43-2

benzene

sorbic Acid
110-44-1

sorbic Acid

trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

malonic acid
141-82-2

malonic acid

A

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With pyridine at 98℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(but-2-enylidene)malonic acid
4423-18-1

(but-2-enylidene)malonic acid

A

sorbic Acid
110-44-1

sorbic Acid

Conditions
ConditionsYield
With pyridine at 100℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
sorbic Acid
110-44-1

sorbic Acid

sorbinyl chloride
2614-88-2

sorbinyl chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide for 0.666667h; Heating;100%
With thionyl chloride; N,N-dimethyl-formamide at 80℃; for 0.666667h; Inert atmosphere;98%
With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 0.666667h; Inert atmosphere;98%
sorbic Acid
110-44-1

sorbic Acid

(E)-3,5-hexadienoic acid
32775-95-4

(E)-3,5-hexadienoic acid

Conditions
ConditionsYield
With lithium diisopropyl amide for 1h; Ambient temperature;100%
With lithium diisopropyl amide In tetrahydrofuran for 1h; Ambient temperature;100%
With n-butyllithium; diisopropylamine In tetrahydrofuran at -10 - 20℃; for 1h;98%
styrene
292638-84-7

styrene

sorbic Acid
110-44-1

sorbic Acid

hexanal
66-25-1

hexanal

(1RS,2SR)-2-(1-hydroxyhexyl)-3,5-hexadienoic acid
142077-75-6, 142077-76-7, 142247-75-4, 142247-76-5, 142247-77-6

(1RS,2SR)-2-(1-hydroxyhexyl)-3,5-hexadienoic acid

Conditions
ConditionsYield
In tetrahydrofuran; water; diisopropylamine; pentane100%
sorbic Acid
110-44-1

sorbic Acid

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

(2E,4E)-2,5-dioxopyrrolidin-1-yl hexa-2,4-dienoate
98453-85-1

(2E,4E)-2,5-dioxopyrrolidin-1-yl hexa-2,4-dienoate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran for 2.5h; Inert atmosphere;100%
sorbic Acid
110-44-1

sorbic Acid

methyl (S)-7-[2-(2,4,6-trimethylphenyl)-5-methyloxazol-4-ylethoxy]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-7-[2-(2,4,6-trimethylphenyl)-5-methyloxazol-4-ylethoxy]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-7-[2-(2,4,6-trimethylphenyl)-5-methyloxazol-4-ylethoxy]-2-[(2E,4E)-hexadienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-7-[2-(2,4,6-trimethylphenyl)-5-methyloxazol-4-ylethoxy]-2-[(2E,4E)-hexadienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1.5h;100%
methanol
67-56-1

methanol

sorbic Acid
110-44-1

sorbic Acid

(2E,4E)-methylhexa-2,4-dienoate
689-89-4

(2E,4E)-methylhexa-2,4-dienoate

Conditions
ConditionsYield
With thionyl chloride at -10℃; for 2h; Reflux; Inert atmosphere;99%
With chloro-trimethyl-silane In dichloromethane for 16h;99%
Stage #1: sorbic Acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere;
Stage #2: methanol In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;
95%
sorbic Acid
110-44-1

sorbic Acid

(+)-(1S,2R,5R)-isomenthol
23283-97-8

(+)-(1S,2R,5R)-isomenthol

<1S-(1β,2α,5α)>-5-methyl-2-(1-methylethyl)cyclohexyl 2,4-hexadienoate

<1S-(1β,2α,5α)>-5-methyl-2-(1-methylethyl)cyclohexyl 2,4-hexadienoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 3h; Ambient temperature;99%
sorbic Acid
110-44-1

sorbic Acid

benzyl alcohol
100-51-6

benzyl alcohol

(2E,4E)-benzyl hexa-2,4-dienoate
80313-75-3

(2E,4E)-benzyl hexa-2,4-dienoate

Conditions
ConditionsYield
tetrachlorobis(tetrahydrofuran)hafnium(IV) In benzene for 38h; Heating;99%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 12.0833h;94%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 48h;90%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 48h;90%
With mineral acid Heating;40.2%
sorbic Acid
110-44-1

sorbic Acid

Wang resin-bound Fmoc-L-Tyr(t-Bu)

Wang resin-bound Fmoc-L-Tyr(t-Bu)

N-(trans,trans-2,4-hexadienoyl)-L-tyrosine

N-(trans,trans-2,4-hexadienoyl)-L-tyrosine

Conditions
ConditionsYield
Stage #1: Wang resin-bound Fmoc-L-Tyr(t-Bu) With piperidine In N,N-dimethyl-formamide at 20℃;
Stage #2: sorbic Acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 20℃; for 18h;
Stage #3: With trifluoroacetic acid In dichloromethane at 20℃; for 18h;
99%
sorbic Acid
110-44-1

sorbic Acid

(6S,7S,12S,E)-6-hydroxy-12-isopropyl-7,9-dimethyloxacyclododec-9-en-2-one
1352928-05-2

(6S,7S,12S,E)-6-hydroxy-12-isopropyl-7,9-dimethyloxacyclododec-9-en-2-one

(6S,7S,12S,E)-12-isopropyl-7,9-dimethyl-2-oxooxacyclododec-9-en-6-yl 4,15-dioxo-19-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-8,11-dioxa-5,14-diazanonadecan-1-oate
1352928-06-3

(6S,7S,12S,E)-12-isopropyl-7,9-dimethyl-2-oxooxacyclododec-9-en-6-yl 4,15-dioxo-19-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-8,11-dioxa-5,14-diazanonadecan-1-oate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 15h; Höfle-Steglich esterification;99%
sorbic Acid
110-44-1

sorbic Acid

methyl (S)-7-[2-(1-methylcyclopentan-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-7-[2-(1-methylcyclopentan-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-2-[(2E,4E)-hexadienoyl]-7-[2-(1-methylcyclopentan-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-2-[(2E,4E)-hexadienoyl]-7-[2-(1-methylcyclopentan-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1.5h;99%
sorbic Acid
110-44-1

sorbic Acid

N-(tert-butoxycarbonyl)-L-serine methyl ester
2766-43-0

N-(tert-butoxycarbonyl)-L-serine methyl ester

C15H23NO6

C15H23NO6

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere;99%
sorbic Acid
110-44-1

sorbic Acid

methyl 10-hydroxydecanoate
2640-94-0

methyl 10-hydroxydecanoate

methyl 10-((2E,4E)-hexa-2,4-dienoyloxy)decanoate
1314897-83-0

methyl 10-((2E,4E)-hexa-2,4-dienoyloxy)decanoate

Conditions
ConditionsYield
Stage #1: sorbic Acid With 2,4,6-trichlorobenzoyl chloride; triethylamine In dichloromethane at 20℃; Yamaguchi reaction; Cooling with ice;
Stage #2: methyl 10-hydroxydecanoate With dmap In dichloromethane at 20℃; Yamaguchi reaction;
98%
sorbic Acid
110-44-1

sorbic Acid

(S)-methyl 3-hydroxycyclohex-1-enecarboxylate
122620-80-8

(S)-methyl 3-hydroxycyclohex-1-enecarboxylate

C14H18O4

C14H18O4

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;98%
sorbic Acid
110-44-1

sorbic Acid

Sorbyl alcohol
17102-64-6

Sorbyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 1h; Heating;97%
Stage #1: sorbic Acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;
Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 0.5h;
75%
With strain of the zygomycete fungus S. racemosum MUT 770 In dimethyl sulfoxide for 72h; Enzymatic reaction;74%
sorbic Acid
110-44-1

sorbic Acid

(2S,3R)-2-((2E,4E)-Hexa-2,4-dienoylamino)-3-hydroxy-butyric acid tert-butyl ester
416856-95-6

(2S,3R)-2-((2E,4E)-Hexa-2,4-dienoylamino)-3-hydroxy-butyric acid tert-butyl ester

(2E,4E)-Hexa-2,4-dienoic acid (1R,2S)-2-tert-butoxycarbonyl-2-((2E,4E)-hexa-2,4-dienoylamino)-1-methyl-ethyl ester
416856-96-7

(2E,4E)-Hexa-2,4-dienoic acid (1R,2S)-2-tert-butoxycarbonyl-2-((2E,4E)-hexa-2,4-dienoylamino)-1-methyl-ethyl ester

Conditions
ConditionsYield
With dmap; 4-(dimethylamino)pyridine hydrochloride; dacarbazine In dichloromethane at 20℃; for 6h;97%
sorbic Acid
110-44-1

sorbic Acid

aluminum isopropoxide
555-31-7

aluminum isopropoxide

aluminium(III) sorbate bis(isopropoxide)
57377-08-9

aluminium(III) sorbate bis(isopropoxide)

Conditions
ConditionsYield
In benzene byproducts: isoprpopanol; to Al(OCH(CH3)2)3 in benzene was added acid (molar ratio 1:1), mixt. was heated under reflux; i-PrOH was fractionated, solvent was removed under reduced pressure; elem. anal.;97%
sorbic Acid
110-44-1

sorbic Acid

(E)-3-(4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-but-2-en-1-ol
115171-26-1

(E)-3-(4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-but-2-en-1-ol

(2E,4E)-Hexa-2,4-dienoic acid (E)-3-(4-methoxy-7-methyl-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-but-2-enyl ester
115171-48-7

(2E,4E)-Hexa-2,4-dienoic acid (E)-3-(4-methoxy-7-methyl-bicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)-but-2-enyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide96%
sorbic Acid
110-44-1

sorbic Acid

O-methylresorcine
150-19-6

O-methylresorcine

3-methoxyphenyl (2E,4E)-2,4-hexanedienoate
170120-19-1

3-methoxyphenyl (2E,4E)-2,4-hexanedienoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;96%
sorbic Acid
110-44-1

sorbic Acid

L-threonine tert-butyl ester hydrochloride

L-threonine tert-butyl ester hydrochloride

(2S,3R)-2-((2E,4E)-Hexa-2,4-dienoylamino)-3-hydroxy-butyric acid tert-butyl ester
416856-95-6

(2S,3R)-2-((2E,4E)-Hexa-2,4-dienoylamino)-3-hydroxy-butyric acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 5h;96%
sorbic Acid
110-44-1

sorbic Acid

aluminum isopropoxide
555-31-7

aluminum isopropoxide

aluminium(III) bissorbate isopropoxide

aluminium(III) bissorbate isopropoxide

Conditions
ConditionsYield
In benzene byproducts: isoprpopanol; to Al(OCH(CH3)2)3 in benzene was added acid (molar ratio 1:2), mixt. was heated under reflux; i-PrOH was fractionated, solvent was removed under reduced pressure; elem. anal.;96%
sorbic Acid
110-44-1

sorbic Acid

methyl (S)-7-[2-(1,4,5-trimethylcyclopent-3-en-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-7-[2-(1,4,5-trimethylcyclopent-3-en-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-2-[(2E,4E)-hexadienoyl]-7-[2-(1,4,5-trimethylcyclopent-3-en-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-2-[(2E,4E)-hexadienoyl]-7-[2-(1,4,5-trimethylcyclopent-3-en-1-yl)-5-methyloxazol-4-yl]methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1.5h;96%
sorbic Acid
110-44-1

sorbic Acid

6-chloro-1-hexanol
2009-83-8

6-chloro-1-hexanol

C12H19ClO2

C12H19ClO2

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;96%
sorbic Acid
110-44-1

sorbic Acid

sorbic acid methyl ester
1515-80-6

sorbic acid methyl ester

Conditions
ConditionsYield
Stage #1: sorbic Acid With thionyl chloride In methanol at 0℃; for 3h; Reflux; Inert atmosphere;
Stage #2: Inert atmosphere;
95%
Multi-step reaction with 2 steps
1: phosphorus pentachloride / man fraktioniert das Produkt im Vakuum
View Scheme
sorbic Acid
110-44-1

sorbic Acid

phenethylamine
64-04-0

phenethylamine

Sorbinsaeure-phenaethylamin
37064-14-5

Sorbinsaeure-phenaethylamin

Conditions
ConditionsYield
Stage #1: sorbic Acid With 4-(dimethylamino)pyridine N-oxide; phenylboronic acid In fluorobenzene at 20℃; for 0.0833333h; Molecular sieve; Reflux;
Stage #2: phenethylamine In fluorobenzene for 16h; Molecular sieve; Reflux;
95%
sorbic Acid
110-44-1

sorbic Acid

C25H28N2O4

C25H28N2O4

methyl (S)-7-[2-(2,4,6-trimethylphenyl)-5-methyloxazol-4-ylmethoxy]-2-[(2E,4E)-hexadienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

methyl (S)-7-[2-(2,4,6-trimethylphenyl)-5-methyloxazol-4-ylmethoxy]-2-[(2E,4E)-hexadienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1.5h;95%

Sorbic acid Chemical Properties

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

Sorbic acid History

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

Sorbic acid 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.

Sorbic acid 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.

Sorbic acid Consensus Reports

Reported in EPA TSCA Inventory.

Sorbic acid 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

Sorbic acid 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.

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