ACONITIC ACID supplier | CasNO.499-12-7

Name
propene-1,2,3-tricarboxylic acid
EINECS 207-877-0
CAS No. 499-12-7
Article Data35
CAS DataBase
Density 1.66g/cm³
Solubility
Melting Point 192°C (rough estimate)
Formula C₆H₆O₆
Boiling Point 542.6°C at 760 mmHg
Molecular Weight 174.11
Flash Point 296°C
Transport Information
Appearance
Safety Poison by intravenous route. A synthetic flavoring substance and adjuvant. When heated to decomposition it emits acrid smoke and fumes.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Propene-1,2,3-tricarboxylic acid;1,2,3-PROPENETRICARBOXYLIC ACID,(TRANS);Citridic acid;Glutaconic acid, 3-carboxy-;(E)-prop-1-ene-1,2,3-tricarboxylic acid;Pyrocitric acid;2-Pentenedioic acid, 3-carboxy-;Citridinic acid;(Z)-prop-1-ene-1,2,3-tricarboxylic acid;3-Carboxyglutaconic acid;1-Propene-1,2, 3-tricarboxylic acid;Achilleic acid;1/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1;3-carboxy-2-pentenedioic acid;1,2,3-Propenetricarboxylic acid;Equisetic acid;FEMA No. 2010;Achilleaic acid;prop-1-ene-1,2,3-tricarboxylic acid;
PSA 111.90000
LogP -0.44330

Synthetic route

: 86883-54-7
2-amino-propane-1,2,3-tricarboxylic acid

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
With 2-nitrophenyl bromide; copper(l) chloride In cyclohexane at 65 - 115℃; for 7h; Temperature; Concentration;	81%

: (2,5-dioxo-2,5-dihydro-pyrrol-3-yl)-acetic acid

: furan-2,3,5(4H)-trione pyridine (1:1)

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 77-89-4
triethyl O-acetylcitrate

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
at 250 - 280℃; ueberdestilliert die Essigsaeure, dann verseift man mit konz.Salzsaeure und destilliert diese unter vermindertem Druck ab;

: 872823-24-0
propene-1,1,2,3,3-pentacarboxylic acid pentamethyl ester

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
beim Verseifen;

: 996-82-7, 34727-00-9, 73177-21-6
sodium diethylmalonate

: 60-29-7
diethyl ether

: 762-21-0
acetylenedicarboxylic acid diethyl ester

A: 499-12-7
1 propene 1,2,3 tricarboxylic acid

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

...Expand

: 996-82-7, 34727-00-9, 73177-21-6
sodium diethylmalonate

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
verseift man mit Barytwasser, so resultiert eine Saeure, die in freie Zustande sofort in Kohlendioxyd und Aconitsaeure zerfaellt;

: 996-82-7
sodium diethylmalonate

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 77-92-9
citric acid

A: 498-23-7
citraconic acid

B: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
With hydrogen iodide

: 77-92-9
citric acid

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 142-45-0
Acetylenedicarboxylic acid

A: 499-12-7
1 propene 1,2,3 tricarboxylic acid

B: 144-62-7
oxalic acid

Conditions

Conditions	Yield
With potassium carbonate

: 77-92-9
citric acid

A: 638-18-6
diethyl 3-hydroxypentanedioate

B: 498-24-8
Mesaconic acid

C: 499-12-7
1 propene 1,2,3 tricarboxylic acid

D: 97-65-4
2-methylenesuccinic acid

E: 616-02-4
citraconic acid anhydride

F: 2170-03-8
itaconic acid anhydride

Conditions

Conditions	Yield
With Sn/Pb solder at 150 - 210℃;

...Expand

: 14533-64-3
2,6-dihydroxy-isonicotinic acid amide

KOH-solution: KOH-solution

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
at 150℃; im Rohr;

: 7647-01-0
hydrogenchloride

: 99-11-6
citrazinic acid

A: 499-12-7
1 propene 1,2,3 tricarboxylic acid

B: 7664-41-7
ammonia

Conditions

Conditions	Yield
at 180℃; im Rohr;

...Expand

: 95800-58-1
2-ethoxycarbonylmethyl-4,5-dioxo-tetrahydro-furan-2,3-dicarboxylic acid diethyl ester

alcoholic KOH-solution: alcoholic KOH-solution

A: 499-12-7
1 propene 1,2,3 tricarboxylic acid

B: 144-62-7
oxalic acid

C: 64-19-7
acetic acid

...Expand

: 7647-01-0
hydrogenchloride

: 77-92-9
citric acid

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
at 140℃;
at 140 - 150℃;

: 56-23-5
tetrachloromethane

: 86119-84-8, 7664-38-2
phosphoric acid

: 77-92-9
citric acid

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
katalytische Dehydratisierung;

...Expand

: 10035-10-6, 12258-64-9
hydrogen bromide

: 77-92-9
citric acid

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 77-92-9
citric acid

66 percent H2SO4: 66 percent H2SO4

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 77-92-9
citric acid

H2S2O7: H2S2O7

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 7664-93-9
sulfuric acid

: 7732-18-5
water

: 77-92-9
citric acid

A: 499-12-7
1 propene 1,2,3 tricarboxylic acid

B: 97-65-4
2-methylenesuccinic acid

Conditions

Conditions	Yield
at 175℃;

...Expand

: 10034-85-2
hydrogen iodide

: 77-92-9
citric acid

A: 498-23-7
citraconic acid

B: 499-12-7
1 propene 1,2,3 tricarboxylic acid

C: 124-38-9
carbon dioxide

...Expand

: 142-45-0
Acetylenedicarboxylic acid

alcoholic KOH-solution: alcoholic KOH-solution

A: 499-12-7
1 propene 1,2,3 tricarboxylic acid

B: 144-62-7
oxalic acid

...Expand

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 77-92-9
citric acid

A: 7647-01-0
hydrogenchloride

B: 499-12-7
1 propene 1,2,3 tricarboxylic acid

C aconitic acid chloride: aconitic acid chloride

Conditions

Conditions	Yield
erhitzt man das Reaktionsprodukt auf 100grad;

...Expand

: 7664-93-9
sulfuric acid

: 7732-18-5
water

: 77-92-9
citric acid

A: 499-12-7
1 propene 1,2,3 tricarboxylic acid

B: 124-38-9
carbon dioxide

C: 67-64-1
acetone

D CO: CO

...Expand

α-cyano-aconitic acid triethyl ester: α-cyano-aconitic acid triethyl ester

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 7647-01-0
hydrogenchloride

: 3-cyano-propene-1,2,3-tricarboxylic acid triethyl ester

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 7647-01-0
hydrogenchloride

: propene-1,1,2,3-tetracarboxylic acid tetraethyl ester

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
Hydrolysis;

: 6061-97-8
threo-D-isocitric acid

: 7664-93-9
sulfuric acid

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

acetylcitric acid anhydride: acetylcitric acid anhydride

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
With ethanol; potassium carbonate mit Salzsaeure stark ansaeuern, fuegen Wasser hinzu,entfernen den Alkohol und extrahiert mit Aether;

aconitic acid anhydride of mp: 135 degree: aconitic acid anhydride of mp: 135 degree

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide vorsichtige Zersetzung des entstandenen Salzes mit Salzsaeure; unstable form of/the/ aconitic acid;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 514-10-3
abietic acid

: C26H36O8

Conditions

Conditions	Yield
With sulfate-doped zirconia In acetic acid at 180℃; for 4h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;	93%

: 211915-06-9
dabigatran etexilate

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 3-(((2-(((4-(N'-hexyloxicarbonylcarbamidoyl)phenyl)amino)methyl)-1-methyl-1H-benzimidazol-5-yl)carbonyl)piridin-2-ylamino)propionic acid ethyl ester acotinate

Conditions

Conditions	Yield
In acetone at 20℃; for 3h;	87.7%

: 67-56-1
methanol

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 20820-77-3
trimethyl aconitate

Conditions

Conditions	Yield
With sulfuric acid for 36h; Reflux;	85%

: 67-56-1
methanol

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 4271-99-2
trimethyl trans-aconitate

Conditions

Conditions	Yield
With sulfuric acid
With hydrogenchloride

: 108-73-6
3,5-dihydroxyphenol

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: (1',3',6',8'-tetrahydroxy-5-oxo-5H-spiro[furan-2,9'-xanthen]-4-yl)-acetic acid

Conditions

Conditions	Yield
With sulfuric acid

: 64-17-5
ethanol

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 68077-28-1
1-propene-1,2,3-tricarboxylic acid triethyl ester

Conditions

Conditions	Yield
With sulfuric acid

: 64-17-5
ethanol

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 5349-99-5
Diethyl-3-(ethoxycarbonyl)pent-2-endioat

Conditions

Conditions	Yield
With hydrogenchloride

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 17333-85-6
4-chlorophenyldiazonium salt

: 46733-89-5
((E)-4-chloro-benzylidene)-succinic acid

Conditions

Conditions	Yield
With sodium acetate; copper dichloride nachfolgend Belichten unter Zusatz von wenig Brom;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 250-84-0
thieno[2,3-b]thiophene

Conditions

Conditions	Yield
With diphosphorus trisulfide bei der Destillation;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 6318-55-4
cis-aconitic anhydride

Conditions

Conditions	Yield
With acetyl chloride
at 140℃; under 15 - 20 Torr;
With acetic anhydride
With chloroform; acetyl chloride

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 14556-16-2
2,6-dioxo-3,6-dihydro-2H-pyran-4-carboxylic acid

Conditions

Conditions	Yield
With chloroform; acetyl chloride
With chloroform; acetic anhydride at 40℃;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 6205-14-7
hydroxycitric acid

Conditions

Conditions	Yield
With hypochloric acid anschliessend Behandeln des Reaktionsprodukts mit Kalkmilch;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 110-15-6
succinic acid

Conditions

Conditions	Yield
durch Einw.von Bacterium succinicum;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

A: 110-15-6
succinic acid

B: 99-14-9
tricarallylic acid

Conditions

Conditions	Yield
With bacterium succinicum n.sp; phosphate-buffer

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 97-65-4
2-methylenesuccinic acid

Conditions

Conditions	Yield
bei der Destillation;
bei der Destillation ensteht zunaechst in Form ihres Anhydrids;
With water at 180℃;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

A: 97-65-4
2-methylenesuccinic acid

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

Conditions

Conditions	Yield
Erhitzen ueber die Schmelzpunkt;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: propene-1,2,3-tricarbonyl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate Destillation im Vakuum;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 99-14-9
tricarallylic acid

Conditions

Conditions	Yield
durch Natriumamalgam;
Durch elektolitische Reduktion von halb mit Natron neutralisierter Aconitsaeure in der Kaelte unter Verwendung einer Quecksilberkathode;
With sodium amalgam bei der Reduktion der Aconitsaeure mit Natriumamalgam entstehende Loesung des Natriumsalzes nach starker Verduennung mit Bleizucker und zerlegt den Niederschlag durch Schwefelwasserstoff;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 110685-61-5
2-bromo-propane-1,2,3-tricarboxylic acid

Conditions

Conditions	Yield
With hydrogen bromide at 80℃;
With hydrogen bromide at 100℃;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 2170-03-8
itaconic acid anhydride

Conditions

Conditions	Yield
at 140℃; Erhitzen im Vakuum;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 120-80-9
benzene-1,2-diol

: (4',5'-dihydroxy-5-oxo-5H-spiro[furan-2,9'-xanthen]-4-yl)-acetic acid

Conditions

Conditions	Yield
With tin(IV) chloride at 110℃;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 147-93-3
Thiosalicylic acid

: 2-oxo-2H-benzo[4,5]thieno[3,2-b]pyran-4-carboxylic acid

Conditions

Conditions	Yield
With sulfuric acid at 25℃;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 75-36-5
acetyl chloride

: 2170-03-8
itaconic acid anhydride

Conditions

Conditions	Yield
Erhitzen im Vakuum;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 62-53-3
aniline

: 3,4-bis-phenylcarbamoyl-crotonic acid

Conditions

Conditions	Yield
With water aconitic acid dianilide of mp: 188-189 degree;

: 499-12-7
1 propene 1,2,3 tricarboxylic acid

: 62-53-3
aniline

: 874497-11-7
(2,5-dioxo-1-phenyl-2,5-dihydro-pyrrol-3-yl)-acetic acid anilide

Conditions

Conditions	Yield
at 140℃;

ACONITIC ACID Chemical Properties

Aconitic acid (499-12-7) is also named as propene-1,2,3-tricarboxylic acid;Aconic acid;(1,2,3-Propenetricarboxylic acid);1-Propene-1,2,3-tricarboxylic acid;3-carboxy-2-pentenedioic acid;3-carboxyglutaconic acid;achilleaic acid;citridinic acid,and so on.Aconitic acid(499-12-7) is an organic acid which is white to pale yellow lobular or lamellae crystals at room temperature.

CAS: 499-12-7
Molecular Formula: C₆H₆O₆
Molecular Weight: 174.11
EINECS: 207-877-0
Molecular structure:
XLogP3-AA: -1
H-Bond Donor: 3
H-Bond Acceptor: 6
Rotatable Bond Count: 4
Exact Mass: 174.016438
MonoIsotopic Mass: 174.016438
Topological Polar Surface Area: 112
Heavy Atom Count: 12
Formal Charge: 0
Complexity: 251
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 0
Undefined Atom StereoCenter Count: 0
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 1
Covalently-Bonded Unit Count: 1
Index of Refraction: 1.57
Molar Refractivity: 34.44 cm³
Molar Volume: 104.8 cm³
Polarizability: 13.65 10-24cm³
Surface Tension: 86.3 dyne/cm
Density: 1.66 g/cm³
Flash Point: 296 °C
Enthalpy of Vaporization: 89.76 kJ/mol
Boiling Point: 542.6 °C at 760 mmHg
Vapour Pressure: 3.29E-13 mmHg at 25°C

ACONITIC ACID Uses

Aconitic acid (499-12-7) is commonly used in organic synthesis,it's also used as biochemical reagents.

ACONITIC ACID Production

Aconitic acid(499-12-7) can be synthesized as follows:

(HO₂CCH₂)₂COH(CO₂H) → HO₂CCH=C(CO₂H)CH₂CO₂H + H₂O

ACONITIC ACID Toxicity Data With Reference

ivn-mus LD₅₀:180 mg/kg

CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#00189 .

RTECS: UD2380000

ACONITIC ACID Consensus Reports

Reported in EPA TSCA Inventory.

ACONITIC ACID Safety Profile

Poison by intravenous route. A synthetic flavoring substance and adjuvant. When heated to decomposition it emits acrid smoke and fumes.

Product Name

propene-1,2,3-tricarboxylic acid

Synthetic route

ACONITIC ACID Chemical Properties

ACONITIC ACID Uses

ACONITIC ACID Production

ACONITIC ACID Toxicity Data With Reference

ACONITIC ACID Consensus Reports

ACONITIC ACID Safety Profile

Related Products

Hot Products