(2-Methylphenoxy)acetic acid supplier

Name
(2-Methylphenoxy)acetic acid
EINECS 217-517-4
CAS No. 1878-49-5
Article Data62
CAS DataBase
Density 1.179 g/cm³
Solubility
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
Appearance white needle-like crystal
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 46.53000
LogP 1.45840

Synthetic route

: 7748-25-6
potassium chloroacetate

: 3235-09-4
potassium o-cresolate

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With butan-1-ol anschliessend Erhitzen mit wss. NaOH;

: 22560-43-6
ortho-methylphenoxyacetamide

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 105-36-2
ethyl bromoacetate

: 4549-72-8
sodium o-cresolate

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
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

: 20217-30-5
2-methylphenolate anion

: 79-11-8
chloroacetic acid

: 1878-49-5
o-methylphenoxyacetic acid

: 79-11-8
chloroacetic acid

: 4549-72-8
sodium o-cresolate

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
In ethyl acetate

: C12H18O3Si

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
With air moisture

: 2989-17-5
methyl 2-methylphenoxy acetate

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol
With sodium hydroxide In water for 0.05h; microwave irradiation;
With water; sodium hydroxide Microwave irradiation;
With lithium hydroxide In methanol; water at 50℃; for 12h;

: 95-48-7
ortho-cresol

allyl halide: allyl halide

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3; KI; PEG-600 / dimethylformamide / 0.07 h / microwave irradiation 2: NaOH / H2O / 0.05 h / microwave irradiation View Scheme

: 95-48-7
ortho-cresol

1-<(R)-cyclopenten-(2)-yl>-tridecanoic acid (13): 1-<(R)-cyclopenten-(2)-yl>-tridecanoic acid (13)

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH 2: aq. LiOH / tetrahydrofuran View Scheme

: 95-48-7
ortho-cresol

C-chloro-formamidine hydrochloride: C-chloro-formamidine hydrochloride

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide 2: aq. NaOH / methanol View Scheme

: 4549-72-8
sodium o-cresolate

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 160 °C View Scheme

: 79-08-3
bromoacetic acid

: 95-48-7
ortho-cresol

: 1878-49-5
o-methylphenoxyacetic acid

: 94-74-6
MCPA

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
Stage #1: MCPA With naphthalene radical anion sodium salt In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water chemoselective reaction;
With 0.5% Pd/Sibunit carbon material; hydrogen In water at 30℃; under 760.051 Torr; for 100h;
With hydrogen In water at 30℃; under 760.051 Torr;
With palladium/alumina; titanium(IV) oxide for 0.5h; Irradiation;

: 105-36-2
ethyl bromoacetate

: 95-48-7
ortho-cresol

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
Stage #1: ethyl bromoacetate; ortho-cresol With potassium carbonate In acetonitrile at 80℃; for 4h; Stage #2: With water; sodium hydroxide In ethanol at 50℃; for 4h;
Stage #1: ethyl bromoacetate; ortho-cresol With potassium carbonate In dimethyl sulfoxide at 50℃; for 6h; Stage #2: With water; sodium hydroxide In acetone at 50℃; for 3h; Stage #3: With hydrogenchloride In water at 25℃; pH=1 - 2;
Stage #1: ethyl bromoacetate; ortho-cresol With potassium carbonate In acetonitrile at 80℃; for 4h; Stage #2: With water; sodium hydroxide In ethanol at 50℃; for 4h;

: 95-48-7
ortho-cresol

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 12 h / 75 °C 2: potassium hydroxide / ethanol; water / 1.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 8 h / Reflux 2: hydrogenchloride / water / pH 1 View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile / 5 h / Reflux 2: water; sodium hydroxide / ethanol / 4 h / 20 °C View Scheme

: 57548-58-0
Sodium; o-tolyloxy-acetate

: 1878-49-5
o-methylphenoxyacetic acid

Conditions

Conditions	Yield
With hydrogenchloride In water pH=1;

: C12H12N2O2

A: 1878-49-5
o-methylphenoxyacetic acid

B: (R)-1-nitro-3-(o-tolyloxy)propan-2-ol

C: (S)-1-nitro-3-(o-tolyloxy)propan-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium tert-butylate / tetrahydrofuran / 24 h / 20 °C 2: glucose dehydrogenase; D-glucose; SyADH from sphingobium yanoikuyae; nicotinamide adenine dinucleotide phosphate / aq. acetate buffer / 1 h / 30 °C / pH 5 / Enzymatic reaction View Scheme

...Expand

: 1-nitro-3-(o-tolyloxy)propan-2-one

A: 1878-49-5
o-methylphenoxyacetic acid

B: (R)-1-nitro-3-(o-tolyloxy)propan-2-ol

C: (S)-1-nitro-3-(o-tolyloxy)propan-2-ol

Conditions

Conditions	Yield
With glucose dehydrogenase; D-glucose; SyADH from sphingobium yanoikuyae; nicotinamide adenine dinucleotide phosphate In aq. acetate buffer at 30℃; for 1h; pH=5; Enzymatic reaction; stereoselective reaction;	A n/a B n/a C n/a

...Expand

: 1878-49-5
o-methylphenoxyacetic acid

: 15516-43-5
(2-methylphenoxy)acetyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h;	100%
With thionyl chloride In benzene for 3h; Reflux;	92%

: 1878-49-5
o-methylphenoxyacetic acid

: 637-39-8
triethanolamine hydrochloride

: 55543-68-5
2-(2-methylphenyloxy)acetate of tris(2-hydroxyethyl)-ammonium

Conditions

Conditions	Yield
Stage #1: o-methylphenoxyacetic acid for 1h; Reflux; Alkaline conditions; Stage #2: triethanolamine hydrochloride Reflux;	99.8%
Stage #1: o-methylphenoxyacetic acid for 1h; Alkaline conditions; Reflux; Stage #2: triethanolamine hydrochloride Alkaline conditions;	99.8%

: 1878-49-5
o-methylphenoxyacetic acid

: 713517-90-9
1-(2,6-dichlorobenzyl)-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one

: 5-(2,6-dichloro-benzyl)-9b-phenyl-1-o-tolyloxy-5,9b-dihydro-1H-2a,5-diaza-benzo[a]cyclobuta[c]cycloheptene-2,4-dione

Conditions

Conditions	Yield
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In dichloromethane at 0 - 20℃;	99%

: 1878-49-5
o-methylphenoxyacetic acid

: 2C9H9O3(1-)*Ca(2+)

Conditions

Conditions	Yield
With calcium oxide In benzene Reflux;	99%

: 1878-49-5
o-methylphenoxyacetic acid

: 94-74-6
MCPA

Conditions

Conditions	Yield
With sulfuryl dichloride; aluminium In diethyl ether for 4h; Reflux;	98%
With dihydrogen peroxide; chlorine In chlorobenzene at 75℃;	98%
With chlorine In toluene at 50 - 55℃; for 2h; Temperature;	76.8%

: 1878-49-5
o-methylphenoxyacetic acid

: 23978-55-4
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

: 2C9H10O3*C12H26N2O4

Conditions

Conditions	Yield
In methanol at 20℃; for 12h;	98%

: 1878-49-5
o-methylphenoxyacetic acid

: zinc(II) oxide

: zinc o-methylphenoxyacetate

Conditions

Conditions	Yield
In benzene soln. of aroxyacetic acid in benzene contg. ZnO refluxed under stirring for 8 h; evapn. under vac., residue washed with ether, dried under vac.; elem. anal.;	97%

: 1878-49-5
o-methylphenoxyacetic acid

: zinc(II) oxide

: zinc bis(2-methylphenoxyacetate)

Conditions

Conditions	Yield
In benzene prepn. by refluxing mixt. of 2-methylphenoxyacetic acid and ZnO in C6H6 for 8 h; elem. anal.;	97%
In not given	97%

: 1878-49-5
o-methylphenoxyacetic acid

: 57-14-7
1,1-dimethylhydrazine

: 1401314-34-8
1,1-dimethylhydrazinium 2-(2-methylphenoxy)acetate

Conditions

Conditions	Yield
at 45℃; for 0.25h;	97%

: 42974-19-6
benzo[b]furan-2-carbohydrazide

: 1878-49-5
o-methylphenoxyacetic acid

: 1019843-41-4
C18H14N2O3

Conditions

Conditions	Yield
With pyridine; trichlorophosphate for 8h; Reflux;	96%

: 1878-49-5
o-methylphenoxyacetic acid

: 1-aminopropyl-5-aza-2,8,9-trioxa-1-silatricyclo[3,3,3,01,5]undecane

: 1448165-42-1
N-(3-silatranylpropyl)ammonium-2-methylphenyloxyacetate

Conditions

Conditions	Yield
In methanol at 15℃; for 0.166667h;	96%

: 67-56-1
methanol

: 1878-49-5
o-methylphenoxyacetic acid

: 2989-17-5
methyl 2-methylphenoxy acetate

Conditions

Conditions	Yield
With sulfuric acid for 0.0333333h; microwave irradiation;	95%
acid at 30℃; Rate constant; other temperature: 40 deg C;
With hydrogenchloride
With sulfuric acid for 3h; Heating;

: 101182-23-4
1-hydroxygermatrane monohydrate

: 1878-49-5
o-methylphenoxyacetic acid

: 1460243-62-2
C15H21GeNO6

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Heating; Dean-Stark;	94.3%

: 10489-99-3
N,N-dimethyl-mono(2-hydroxyethyl)amine-N-oxide

: 1878-49-5
o-methylphenoxyacetic acid

: N,N-dimethyl-mono(2-hydroxyethyl)hydroxyammonium (2-methylphenyloxy)acetate

Conditions

Conditions	Yield
In methanol at 25℃; for 1h;	94%

: 18364-47-1
N-methyl-N-(3-pyridyl)amine

: 1878-49-5
o-methylphenoxyacetic acid

: N-methyl-2-(2-methylphenoxy)-N-(3-pyridyl)acetamide

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	93%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	43%

: 1878-49-5
o-methylphenoxyacetic acid

: (R)-3-((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyryl)-5,5-dimethyl-thiazolidine-4-carboxylic acid tert-butylamide; hydrochloride

: 3-[2-hydroxy-4-phenyl-3-(2-o-tolyloxy-acetylamino)-butyryl]-5,5-dimethyl-thiazolidine-4-carboxylic acid tert-butylamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;	92%

: 1878-49-5
o-methylphenoxyacetic acid

: 12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8
copper

: copper(II) o-methylphenoxyacetate

Conditions

Conditions	Yield
In benzene soln. of aroxyacetic acid in benzene contg. activated Cu refluxed under stirring for 12 h; evapn. under vac., residue washed with ether, dried under vac.; elem. anal.;	92%

: 1878-49-5
o-methylphenoxyacetic acid

: 4385-36-8
7-methylbenzofuran-2(3H)-one

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at 0 - 20℃; Inert atmosphere;	92%

: 312-73-2
2-Trifluoromethylbenzimidazole

: 1878-49-5
o-methylphenoxyacetic acid

: C8H5F3N2*C9H10O3

Conditions

Conditions	Yield
In methanol at 65℃;	92%

: 1878-49-5
o-methylphenoxyacetic acid

: 87269-87-2, 87679-25-2, 88547-79-9, 93779-29-4, 94569-19-4, 138877-09-5
benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

: benzyl (2S,3aS,6aS)-1-(2-(o-tolyloxy)acetyl)octahydrocyclopenta[b]pyrrole-2-carboxylate

Conditions

Conditions	Yield
Stage #1: o-methylphenoxyacetic acid; benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride With benzotriazol-1-ol; triethylamine In dichloromethane at 0 - 25℃; for 0.25h; Inert atmosphere; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 12.5h; Inert atmosphere;	92%

: 1878-49-5
o-methylphenoxyacetic acid

: 147318-83-0
[(1S,2S)-1-Benzyl-3-((R)-4-tert-butylcarbamoyl-thiazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid tert-butyl ester

: (1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-({(4R)-4-[(tert-butylamino)carbonyl]-1,3-thiazolan-3-yl}carbonyl)-3-phenylpropyl 2-(2-methylphenoxy)acetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;	91%

: 2triethanolamine*ZnCl2

: 1878-49-5
o-methylphenoxyacetic acid

: 2triethanolamine*Zn(o-methylphenoxyacetate)2

Conditions

Conditions	Yield
In methanol soln. of Zn compd. and aroxyacetic acid in MeOH refluxed for 12 h; evapn. under vac., crystd. from THF;	90%

: 1878-49-5
o-methylphenoxyacetic acid

: 6161-86-0
2-methylphenoxyethanol

Conditions

Conditions	Yield
	89%
	89%
With lithium aluminium tetrahydride; diethyl ether

: 7529-23-9
tris(2-hydroxyethyl)amine-N-oxide

: 1878-49-5
o-methylphenoxyacetic acid

: tris(2-hydroxyethyl)hydroxyammonium (2-methylphenyloxy)acetate

Conditions

Conditions	Yield
In methanol at 45℃; for 3h;	89%

: 1878-49-5
o-methylphenoxyacetic acid

: 504-02-9
1,3-cylohexanedione

: C15H16O4

Conditions

Conditions	Yield
With triethylamine; 2-hydroxy-2-methylpropanenitrile; 1,1'-carbonyldiimidazole In dichloromethane at 25℃; for 12h;	88%

(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.

Product Name

(2-Methylphenoxy)acetic acid

Synthetic route

(2-Methylphenoxy)acetic acid Specification

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