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(2,4,6-Trimethylphenyl)acetic acid

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Name

(2,4,6-Trimethylphenyl)acetic acid

EINECS 224-556-0
CAS No. 4408-60-0 Density 1.076 g/cm3
PSA 37.30000 LogP 2.23890
Solubility N/A Melting Point 167-171 °C(lit.)
Formula C11H14O2 Boiling Point 312.886 °C at 760 mmHg
Molecular Weight 178.231 Flash Point 209.967 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 4408-60-0 (MESITYLACETIC ACID) Hazard Symbols IrritantXi
Synonyms

Aceticacid, mesityl- (6CI,8CI);2,4,6-Trimethyl-a-toluic acid;2,4,6-Trimethylphenylacetic acid;Mesitylacetic acid;NSC 11348;2-Mesitylacetic acid;

Article Data 41

(2,4,6-Trimethylphenyl)acetic acid Synthetic route

769-26-6

2-ethynyl-1,3,5-trimethylbenzene

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: 2-ethynyl-1,3,5-trimethylbenzene With 1-methyl-pyrrolidin-2-one; C17H11ClF6N2Ru(1+) In water at 25℃; for 24h; Inert atmosphere;
Stage #2: With [bis(acetoxy)iodo]benzene at 25℃; for 1h;
91%
201230-82-2

carbon monoxide

1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry;
Stage #2: 2-chloromethyl-1,3,5-trimethylbenzene With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction;
82%
1255911-42-2

C13H15Cl3O2

A

1255911-53-5

2,4,6-trimethylphenylacetic acid 2-deuterio-2,2-dichloroethyl ester

B

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With indium; deuterated ammonium chloride In tetrahydrofuran-d8; water-d2 at 20℃; for 40h; Reflux; chemoselective reaction;A 14%
B 76%
77295-61-5

(2,2-dibromoethenyl)-2,4,6-trimethylbenzene

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
Stage #1: 1,1-Dibrom-2-(2,4,6-trimethylphenyl)ethylen With n-butyllithium In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: With 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 2h;
75%
124-38-9

carbon dioxide

1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); C15H27P*(x)BF4*H(1+); magnesium chloride; zinc In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; Schlenk technique;49%
With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; under 760.051 Torr; for 2h; Electrochemical reaction; Cooling with ice;48%
201230-82-2

carbon monoxide

1585-16-6

2-chloromethyl-1,3,5-trimethylbenzene

A

4408-60-0

2-mesitylacetic acid

B

4276-82-8

Mesitylessigsaeure-(2,4,6-trimethyl-benzylester)

C

1,3-dimesitylpropanon-1

Conditions
ConditionsYield
iron pentacarbonyl; tetrabutylammonium sulfate In sodium hydroxide; toluene at 60℃; under 45600 Torr; for 26h;A 37%
B 11%
C 5%
50690-12-5

2-chloro-1-(2,4,6-trimethyl-phenyl)-ethanone

A

6682-69-5

5,7-dimethylindan-1-one

B

1667-01-2

2,4,6-Trimethylacetophenone

C

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With methyloxirane In water; acetonitrile for 6h; Irradiation;A 25%
B 22%
C 32%
138100-85-3

ethyl α-(phenylseleno) mesityl acetate

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; dithienylditelluride In ethanol for 0.0833333h; Ambient temperature;12%
34688-71-6

mesitylacetonitrile

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With sulfuric acid Erhitzen auf Siedetemperatur;
With potassium hydroxide; ethylene glycol at 155℃;
With potassium hydroxide; ethylene glycol
1667-01-2

2,4,6-Trimethylacetophenone

4408-60-0

2-mesitylacetic acid

Conditions
ConditionsYield
With yellow ammonium sulfide at 200 - 220℃; im Druckrohr; Behandeln mit Kali;
Multi-step reaction with 2 steps
1: diluted alkaline potassium permanganate / 0 °C
2: hydriodic acid; red phosphorus / 160 °C
View Scheme

(2,4,6-Trimethylphenyl)acetic acid Specification

The Benzeneacetic acid,2,4,6-trimethyl-, with the CAS registry number 4408-60-0, is also known as 2,4,6-Trimethyl-a-toluic acid. It belongs to the product categories of Fine Chemical & Intermediates; Aromatic Phenylacetic Acids and Derivatives. Its EINECS number is 224-556-0. This chemical's molecular formula is C11H14O2 and formula weight is 178.23. What's more, its IUPAC name is 2-(2,4,6-trimethylphenyl)acetic acid.

Physical properties of Benzeneacetic acid,2,4,6-trimethyl- are: (1)ACD/LogP: 2.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.76; (4)ACD/LogD (pH 7.4): -0.04; (5)ACD/BCF (pH 5.5): 6.83; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 65.78; (8)ACD/KOC (pH 7.4): 1.05; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.538; (14)Molar Refractivity: 51.84 cm3; (15)Molar Volume: 165.7 cm3; (16)Surface Tension: 40.7 dyne/cm; (17)Density: 1.075 g/cm3; (18)Flash Point: 210 °C; (19)Enthalpy of Vaporization: 58.48 kJ/mol; (20)Boiling Point: 312.9 °C at 760 mmHg; (21)Vapour Pressure: 0.000219 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-chloro-1-(2,4,6-trimethyl-phenyl)-ethanone by irradiation. This reaction will need reagent propylene oxide and solvent acetonitrile, H2O with the reaction time of 6 hours. The yield is about 32%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so you should avoid contact with skin and eyes. You should not breathe dust.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=C(C(=C1)C)CC(=O)O)C
(2)InChI: InChI=1S/C11H14O2/c1-7-4-8(2)10(6-11(12)13)9(3)5-7/h4-5H,6H2,1-3H3,(H,12,13)
(3)InChIKey: CQWMQAKKAHTCSC-UHFFFAOYSA-N

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