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99-14-9

Basic Information
CAS No.: 99-14-9
Name: TRICARBALLYLIC ACID
Article Data: 81
Molecular Structure:
Molecular Structure of 99-14-9 (TRICARBALLYLIC ACID)
Formula: C6H8O6
Molecular Weight: 176.126
Synonyms: Tricarballylicacid (6CI);1,2,3-Tricarboxypropane;3-Carboxyglutaric acid;Carballylic acid;NSC 2347;b-Carboxyglutaric acid;
EINECS: 202-733-3
Density: 1.574 g/cm3
Melting Point: 156-161 °C(lit.)
Boiling Point: 266.4 °C at 760 mmHg
Flash Point: 129.2 °C
Solubility: 50 mg/mL, clear in water
Appearance: off-white to light brown fine crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 111.90000
LogP: -0.36340
Synthetic route
600-17-9

vinyl glycolic acid

201230-82-2

carbon monoxide

99-14-9

tricarallylic acid

Conditions
ConditionsYield
With HeMaRaphos; water; toluene-4-sulfonic acid; palladium dichloride In tetrahydrofuran at 125℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction;86%
59210-90-1

Dimethyl 2-dimethoxycarbonylmethyl-3-nitro-1,1-cyclopropanedicarboxylate

99-14-9

tricarallylic acid

Conditions
ConditionsYield
With hydrogenchloride for 10h; Heating;70%
With hydrogenchloride for 10h; Product distribution; Mechanism; Heating;70%
2922-42-1

(-)-3-dehydroshikimic acid

A

99-50-3

3,4-Dihydroxybenzoic acid

B

99-14-9

tricarallylic acid

C

149-91-7

3,4,5-trihydroxybenzoic acid

D

184105-29-1

dihydrogallic acid

E

87-66-1

2-hydroxyresorcinol

Conditions
ConditionsYield
With air; Na1.5H1.5PO4 at 40℃; for 50h; Rate constant; Mechanism; other oxidant, var. time;A 12 % Spectr.
B 14 % Spectr.
C 13%
D n/a
E 3 % Spectr.
67-56-1

methanol

617-54-9

citraconic acid dimethyl ester

151-50-8

potassium cyanide

A

25306-99-4

dimethyl 2-(methoxymethyl)succinate

B

99-14-9

tricarallylic acid

Conditions
ConditionsYield
at 25℃; und Behandeln des Reaktionsprodukts mit HCl oder NaOH bei 25grad;
67-56-1

methanol

617-54-9

citraconic acid dimethyl ester

151-50-8

potassium cyanide

99-14-9

tricarallylic acid

Conditions
ConditionsYield
at 25℃; beim Kochen des Reaktionsprodukts mit HCl oder NaOH;
78-88-6

2,3-Dichloroprop-1-ene

64-17-5

ethanol

151-50-8

potassium cyanide

99-14-9

tricarallylic acid

Conditions
ConditionsYield
zerlegt das Prokukt mit alkoholischem Kali;
78-88-6

2,3-Dichloroprop-1-ene

151-50-8

potassium cyanide

99-14-9

tricarallylic acid

Conditions
ConditionsYield
With ethanol Zerlegen des Reaktionsproduktes mit alkohol.Kalilauge;
99-67-2

2-allyl-4-pentenoic acid

99-14-9

tricarallylic acid

Conditions
ConditionsYield
With nitric acid
6127-93-1

3-chlorocrotonic acid ethyl ester

151-50-8

potassium cyanide

99-14-9

tricarallylic acid

Conditions
ConditionsYield
With ethanol Zerlegen des Reaktionsproduktes mit Kaliumhydroxyd;
499-12-7

1 propene 1,2,3 tricarboxylic acid

A

110-15-6

succinic acid

B

99-14-9

tricarallylic acid

Conditions
ConditionsYield
With bacterium succinicum n.sp; phosphate-buffer
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Specification

The 1,2,3-Propanetricarboxylicacid, with the CAS registry number 99-14-9 and EINECS registry number 202-733-3, has the systematic name of propane-1,2,3-tricarboxylic acid. It is a kind of off-white to light brown fine crystalline powder, and the molecular formula of the chemical is C6H8O6.

The characteristics of 1,2,3-Propanetricarboxylicacid are as followings: (1)ACD/LogP: -1.33; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.3; (4)ACD/LogD (pH 7.4): -7.01; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 6; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 78.9 Å2; (13)Index of Refraction: 1.529; (14)Molar Refractivity: 34.49 cm3; (15)Molar Volume: 111.8 cm3; (16)Polarizability: 13.67×10-24cm3; (17)Surface Tension: 79.2 dyne/cm; (18)Density: 1.574 g/cm3; (19)Flash Point: 129.2 °C; (20)Enthalpy of Vaporization: 55.52 kJ/mol; (21)Boiling Point: 266.4 °C at 760 mmHg; (22)Vapour Pressure: 0.00249 mmHg at 25°C.

Uses of 1,2,3-Propanetricarboxylicacid: It can react with cyclohexanol to produce 3-cyclohexyloxycarbonyl-pentanedioic acid dicyclohexyl ester. This reaction will need reagent sulfuric acid, and the menstruum toluene. The reaction time is 24 hours with temperature of 190°C, and the yield is about 68%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.  

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(O)CC(C(=O)O)CC(=O)O
(2)InChI: InChI=1/C6H8O6/c7-4(8)1-3(6(11)12)2-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
(3)InChIKey: KQTIIICEAUMSDG-UHFFFAOYAL