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(2-Methylphenoxy)acetic acid

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Name

(2-Methylphenoxy)acetic acid

EINECS 217-517-4
CAS No. 1878-49-5 Density 1.179 g/cm3
PSA 46.53000 LogP 1.45840
Solubility N/A Melting Point 155-157 °C(lit.)
Formula C9H10O3 Boiling Point 288.4 °C at 760 mmHg
Molecular Weight 166.177 Flash Point 115.7 °C
Transport Information N/A Appearance white needle-like crystal
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1878-49-5 ((2-Methylphenoxy)acetic acid) Hazard Symbols IrritantXi
Synonyms

Aceticacid, (2-methylphenoxy)- (9CI);Acetic acid, (o-tolyloxy)- (6CI,7CI,8CI);(o-Methylphenoxy)acetic acid;2-(2-Methylphenoxy)acetic acid;2-(o-Tolyloxy)acetic acid;2-[(2-Methylphenyl)oxy]acetic acid;NSC 5293;o-Cresolglycolic acid;o-Cresoxyacetic acid;o-Cresyloxyacetic acid;o-Tolyloxyacetic acid;

Article Data 62

(2-Methylphenoxy)acetic acid Synthetic route

7748-25-6

potassium chloroacetate

3235-09-4

potassium o-cresolate

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
Stage #1: potassium chloroacetate; potassium o-cresolate In water for 2h; Reflux;
Stage #2: With hydrogenchloride In water at 30℃; pH=1;
98%
95-48-7

ortho-cresol

79-11-8

chloroacetic acid

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide; bentonite In water for 0.0833333h; microwave irradiation;94%
With sodium hydroxide In water at 100℃; for 2h; Inert atmosphere;51%
With sodium hydroxide In water Reflux;15%
2989-17-5

methyl 2-methylphenoxy acetate

A

1878-49-5

o-methylphenoxyacetic acid

B

95-48-7

ortho-cresol

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl-formamide for 22h; Heating;A 90%
B 5%
3926-62-3

sodium monochloroacetic acid

95-48-7

ortho-cresol

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 1h; Reflux;89.3%
With sodium hydroxide at 120℃; pH=8 - 9; pH-value;
93917-68-1

ethyl (2-methylphenoxy)acetate

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol Reflux;86%
With sodium hydroxide In ethanol; water Reflux;81%
79-14-1

glycolic Acid

615-37-2

ortho-methylphenyl iodide

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In water; dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique;82%
5396-24-7

n-propyl chloracetate

4549-72-8

sodium o-cresolate

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With butan-1-ol anschliessend Erhitzen mit wss. NaOH;
22560-43-6

ortho-methylphenoxyacetamide

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With sodium hydroxide
105-36-2

ethyl bromoacetate

4549-72-8

sodium o-cresolate

1878-49-5

o-methylphenoxyacetic acid

Conditions
ConditionsYield
With ethanol Erwaermen des Reaktionsgemisches mit wss. NaOH;
3926-62-3

sodium monochloroacetic acid

4549-72-8

sodium o-cresolate

1878-49-5

o-methylphenoxyacetic acid

(2-Methylphenoxy)acetic acid Specification

The Acetic acid,2-(2-methylphenoxy)- is an organic compound with the formula C9H10O3. The IUPAC name of this chemical is 2-(2-methylphenoxy)acetic acid. With the CAS registry number 1878-49-5, it is also named as 2-(2-methylphenoxy)acetic acid. The product's categories are Phenoxyacetic Acids and Alcohols (substituted); C9; Carbonyl Compounds; Carboxylic Acids. Besides, it is a white needle-like crystal, which should be stored in a closed cool and dry place.

Physical properties about Acetic acid,2-(2-methylphenoxy)- are: (1)ACD/LogP: 1.80; (2)ACD/LogD (pH 5.5): -0.46; (3)ACD/LogD (pH 7.4): -1.81; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1.24; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 35.53 Å2; (12)Index of Refraction: 1.536; (13)Molar Refractivity: 43.95 cm3; (14)Molar Volume: 140.8 cm3; (15)Polarizability: 17.42×10-24cm3; (16)Surface Tension: 44.2 dyne/cm; (17)Density: 1.179 g/cm3; (18)Flash Point: 115.7 °C; (19)Enthalpy of Vaporization: 55.73 kJ/mol; (20)Boiling Point: 288.4 °C at 760 mmHg; (21)Vapour Pressure: 0.00109 mmHg at 25°C.

Preparation: this chemical can be prepared by o-tolyloxy-acetic acid methyl ester. This reaction will need reagent LiCl and solvent dimethylformamide. The reaction time is 22 hours by heating. The yield is about 90%.



Uses of Acetic acid,2-(2-methylphenoxy)-: it can be used to produce 4-amino-5-o-tolyloxymethyl-2,4-dihydro-[1,2,4]triazole-3-thione at temperature of 180 °C. The reaction time is 15 min. The yield is about 72%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)COc1ccccc1C
(2)InChI: InChI=1/C9H10O3/c1-7-4-2-3-5-8(7)12-6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
(3)InChIKey: QJVXBRUGKLCUMY-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C9H10O3/c1-7-4-2-3-5-8(7)12-6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
(5)Std. InChIKey: QJVXBRUGKLCUMY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 452mg/kg (452mg/kg)   Travaux de la Societe de Pharmacie de Montpellier. Vol. 34, Pg. 121, 1974.

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