1,3-dimethyl-4-trimethylsilyloxybenzene
2,4-Xylenol
Conditions | Yield |
---|---|
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry; | 96% |
With Nanoporous Na+-Montmorillonite Perchloric Acid In ethanol at 20℃; for 0.0833333h; | 92% |
With caro's acid; silica gel In dichloromethane at 20℃; for 0.333333h; | 90% |
With methanol at 20℃; for 0.116667h; | 87% |
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2,4-dimethylbenzene With copper(l) iodide; cesium hydroxide; 5-bromo-2-(1H-imidazol-2-yl)pyridine In water; dimethyl sulfoxide; tert-butyl alcohol at 120℃; for 36h; Inert atmosphere; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide; tert-butyl alcohol pH=1 - 2; Inert atmosphere; | 90% |
With cesiumhydroxide monohydrate; t-BuBrettPhos; C44H62NO5PPdS; water In 1,4-dioxane at 20℃; for 18h; Time; Solvent; Inert atmosphere; | 71% |
With N1,N2-bis(thiophen-2-ylmethyl)oxalamide; caesium carbonate; copper(I) bromide; sodium hydroxide In water; dimethyl sulfoxide at 85℃; for 20h; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere; chemoselective reaction; |
Conditions | Yield |
---|---|
With dihydrogen peroxide; bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt In ethanol; water at 20℃; for 0.666667h; | 78% |
With hydrogen fluoride; oxygen; arsenic(III) trioxide at 120℃; under 55163.1 Torr; | |
With 1,2,3,4,5-pentafluoro-6-iodosylbenzene; 5,10,15,20-tetra(2',6'-dichlorophenyl)porphyrinatoiron(III) chloride In methanol; dichloromethane; water at 25℃; for 0.05h; |
Conditions | Yield |
---|---|
Stage #1: m-xylene With spiro[bicyclo[2.2.1]heptane-2,4′-[1,2]dioxolane]-3′,5′-dione at 40℃; for 84h; Sealed tube; Stage #2: With methylamine In ethanol | A 5% B 78% |
Stage #1: m-xylene With phthaloyl peroxide Heating; Stage #2: With water; sodium hydrogencarbonate In methanol at 40℃; Overall yield = 94 %; | |
With perfluorodecanoic acid; cytochrome P450Bm3 KT2 (A191T/N239H/I259V/A276T/L353I); oxygen; NADPH In dimethyl sulfoxide at 30℃; pH=7.4; Reagent/catalyst; Enzymatic reaction; | |
With C27H19N3O7OsS; dihydrogen peroxide; acetic acid In dichloromethane at 23℃; for 0.416667h; Inert atmosphere; Overall yield = 95 %; |
methoxybenzene
A
2-methylmethoxybenzene
B
3-methyl-phenol
C
toluene
D
2,4-Xylenol
E
benzene
F
phenol
Conditions | Yield |
---|---|
With hydrogen In hexane at 340℃; under 3750.38 Torr; for 3h; Reagent/catalyst; |
2,4-Xylenol
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene at 70℃; | 99% |
With toluene-4-sulfonic acid In benzene at 70℃; | 99% |
2,4-bis(2,4-dimethylphenoxymethyl)allyloxybenzene
2,4-Xylenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃; | 89% |
2,4-bis(2,4-bis(2,4-dimethylphenoxymethyl)phenoxymethyl)allyloxybenzene
2,4-Xylenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃; | 93% |
2,4-dimethyl(allyloxy)benzene
2,4-Xylenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20℃; for 0.5h; | 93% |
4-hydroxy-3-methyl-benzaldehyde
2,4-Xylenol
Conditions | Yield |
---|---|
With formic acid In water at 130℃; for 6h; Green chemistry; | |
With hydrogen In ethanol at 170℃; under 7500.75 Torr; for 22h; Autoclave; |
2,4-bis(2,4-bis(2,4-dimethylphenoxymethyl)phenoxymethyl)allyloxybenzene
A
C59H64O7
B
2,4-Xylenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; palladium on carbon In tetrahydrofuran at 20℃; | A n/a B 80% |
2,4-Xylenol
Conditions | Yield |
---|---|
With chlorobis(ethylene)rhodium(I) dimer; hydrogen In 1,4-dioxane at 150℃; under 2585.81 Torr; | 77% |
2,4-bis(2,4-dimethylphenoxymethyl)allyloxybenzene
A
C27H32O3
B
2,4-Xylenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; palladium on carbon In tetrahydrofuran at 20℃; | A n/a B 70% |
methanol
phenol
A
p-cresol
B
2.6-dimethylphenol
C
3-methyl-phenol
D
methoxybenzene
E
ortho-cresol
F
2,4-Xylenol
Conditions | Yield |
---|---|
With zeolite HBEA at 199.84℃; under 759.826 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; |
2,4-dimethyl(allyloxy)benzene
A
2,4-dimethylpropoxybenzene
B
2,4-Xylenol
Conditions | Yield |
---|---|
With sodium tetrahydroborate; palladium on carbon In tetrahydrofuran at 20℃; for 48h; | A n/a B 54% |
2,4-Xylenol
Conditions | Yield |
---|---|
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran at -50℃; for 0.8h; | 73% |
2,4-Xylenol
Conditions | Yield |
---|---|
Stage #1: sodium[tetrakis(2,4-dimethylphenyloxy)borate] In tetrahydrofuran at 20℃; Electrolysis; Stage #2: With citric acid In tetrahydrofuran; water for 0.0833333h; | 99% |
methylmagnesium bromide
2,4-dichlorophenol
A
2-methyl-4-chlorophenol
B
2,4-Xylenol
Conditions | Yield |
---|---|
With Ni(1,2-bis(diphenylphosphanyl)-benzene)Cl2 In toluene at 0 - 75℃; Inert atmosphere; regioselective reaction; | A 50% B 7% |
Conditions | Yield |
---|---|
Stage #1: 1-iodo-2,4-dimethylbenzene With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 100℃; for 10h; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; | 91% |
A
3-methyl-cyclopentanone
B
p-cresol
C
ortho-cresol
D
cyclopentanone
E
2,4-Xylenol
F
3,5-Dimethylphenol
G
phenol
Conditions | Yield |
---|---|
With water at 550℃; under 165492 Torr; Supercritical conditions; Flow reactor; |
A
2-Methylcyclopentanone
B
3-methyl-cyclopentanone
C
p-cresol
D
Mesitol
E
propionic acid
F
cyclopentanone
G
2,4-Xylenol
H
phenol
Conditions | Yield |
---|---|
With water at 500℃; under 165492 Torr; Supercritical conditions; Flow reactor; |
(2,4-dimethyl-phenyl)-methallyl ether
A
2,4-Xylenol
Conditions | Yield |
---|---|
With hexacarbonyl molybdenum In toluene at 115℃; for 55h; Yields of byproduct given; | A n/a B 60% |
Conditions | Yield |
---|---|
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction; | A 58% B 15% |
Conditions | Yield |
---|---|
With lithium; ethylenediamine In tetrahydrofuran at -10℃; for 5h; | 34% |
With boron tribromide In dichloromethane at 0℃; for 2h; |
A
2,2'-dihydroxy-3,3',5,5'-tetramethylbiphenyl
B
2,4-Xylenol
Conditions | Yield |
---|---|
Stage #1: sodium[tetrakis(2,4-dimethylphenyloxy)borate] In N,N-dimethyl-formamide at 20℃; Electrolysis; Stage #2: With citric acid In water; N,N-dimethyl-formamide for 0.0833333h; | A 2% B 65% |
Stage #1: sodium[tetrakis(2,4-dimethylphenyloxy)borate] In acetonitrile at 40℃; Electrolysis; Stage #2: With citric acid In water; acetonitrile for 0.0833333h; | A 63 % Chromat. B 28 % Chromat. |
(E)-1-(4,4-dimethylpent-2-enyloxy)-2,4-dimethylbenzene
A
(E)-2-(4,4-dimethylpent-2-enyl)-4,6-dimethylphenol
B
2,4-Xylenol
Conditions | Yield |
---|---|
With triphenylphosphine gold (I) chloride; silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 20℃; for 65h; Claisen type rearrangement; Inert atmosphere; | A 56% B 31% |
A
2-Methylcyclopentanone
B
3-methyl-cyclopentanone
C
p-cresol
D
n-hexan-3-one
E
ortho-cresol
F
cyclopentanone
G
2,4-Xylenol
H
3,5-Dimethylphenol
I
phenol
Conditions | Yield |
---|---|
With water at 525℃; under 165492 Torr; Supercritical conditions; Flow reactor; |
2-[2.4]xylyl-propanol-(2)
2,4-Xylenol
Conditions | Yield |
---|---|
With sodium perborate; boron trifluoride diethyl etherate In tetrahydrofuran 1.) 0 deg C, 30 min; 2.) 50 deg C, 1 h; | 73% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid |
vanillin
A
2-Methoxy-4-methylphenol
B
2-methoxy-phenol
C
2,4-Xylenol
Conditions | Yield |
---|---|
With hydrogen In decalin at 120℃; under 15001.5 Torr; for 2h; |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 5h; Methylation; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Cooling with ice; | 85% |
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; Cooling with ice; | 85% |
bromoacetic acid methyl ester
2,4-Xylenol
(2,4-Dimethyl-phenoxy)-acetic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In butanone for 5.5h; Heating; | 100% |
indan-1,2,3-trione hydrate
2,4-Xylenol
2-Hydroxy-2-(2-hydroxy-3,5-dimethyl-phenyl)-indan-1,3-dione
Conditions | Yield |
---|---|
In acetic acid for 0.5h; Heating; | 100% |
morpholine
formaldehyd
2,4-Xylenol
2,4-dimethyl-6-morpholin-4-ylmethyl-phenol
Conditions | Yield |
---|---|
With aluminum oxide Mannich type reaction, aminomethylation; Irradiation; microwave; | 100% |
2,4-Xylenol
tris(2,4-dimethylphenoxy)borone
Conditions | Yield |
---|---|
With boric acid In toluene for 12h; Heating; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 12h; Reflux; Sealed tube; | 100% |
With potassium phosphate; tetrabutylammomium bromide In water at 20℃; for 2h; Sealed tube; Green chemistry; | 99% |
formaldehyd
dimethyl amine
2,4-Xylenol
2-(N,N-dimethylaminomethyl)-4,6-dimethylophenol
Conditions | Yield |
---|---|
In ethanol for 48h; Inert atmosphere; Schlenk technique; Reflux; | 99% |
In water at 0 - 100℃; for 2.5h; Mannich Aminomethylation; | 78% |
Conditions | Yield |
---|---|
With 4-(dimethylamino)pyridine hydrochloride In toluene at 60℃; for 8h; | 99% |
With rice husk ash at 80℃; for 0.2h; Green chemistry; | 97% |
With Cu(2+)*Zr(4+)*2PO4(3-) = CuZr(PO4)2 at 60℃; for 0.333333h; | 95% |
Conditions | Yield |
---|---|
With pyridine In benzene for 1h; Heating; | 99% |
With magnesium In benzene for 2h; Heating; | 69% |
4-(2,6-di-tert-butyl-4-methylphenoxy)-2,6-di-tert-butyl-4-methyl-2,5-cyclohexadien-1-one
2,4-Xylenol
A
1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane
B
2,6-di-tert-butyl-4-methyl-phenol
C
2,6-di-tert-butyl-4-(3,5-dimethyl-2-hydroxyphenyl)-4-methylcyclohexa-2,5-dien-1-one
D
3,5-di-tert-butyl-4-hydroxybenzyl 2,4-dimethylphenyl ether
Conditions | Yield |
---|---|
In triethylamine | A 3.9% B 99% C 54% D 17% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 20℃; for 0.166667h; | 99% |
methanesulfonyl chloride
2,4-Xylenol
2,4-dimethylphenyl methanesulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 1h; | 99% |
With triethylamine In dichloromethane |
bis(2,4,6-trimethylphenyl)iodonium triflate
2,4-Xylenol
2,4-dimethylphenyl(2,4,6-trimethylphenyl) ether
Conditions | Yield |
---|---|
Stage #1: 2,4-Xylenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: bis(2,4,6-trimethylphenyl)iodonium triflate In tetrahydrofuran at 40℃; for 0.25h; | 99% |
Stage #1: 2,4-Xylenol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: bis(2,4,6-trimethylphenyl)iodonium triflate In tetrahydrofuran at 40℃; for 0.25h; | 99% |
titanium(IV) isopropylate
2,4-Xylenol
[(2,4-dimethylphenoxy)2Ti(isopropoxy)2]
Conditions | Yield |
---|---|
In cyclohexane at 20℃; Inert atmosphere; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With rhodium(III) chloride; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; sodium bromide In 1,4-dioxane at 120℃; under 750.075 Torr; for 24h; Inert atmosphere; chemoselective reaction; | 99% |
2,4-Xylenol
2-bromo-4,6-dimethylphenol
Conditions | Yield |
---|---|
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; hydrogen bromide In water at 20℃; for 1.4h; | 98% |
With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide; acetic acid at 20℃; for 2h; regioselective reaction; | 98% |
With benzyltriphenylphosphonium tribromide; calcium carbonate In methanol; dichloromethane at 20℃; for 0.5h; | 94% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate for 0.0333333h; microwave irradiation; | 98% |
With iron(III) chloride for 0.0166667h; Friedel Crafts acylation; Microwave irradiation; regioselective reaction; | 60% |
With boron trifluoride diethyl etherate |
formaldehyd
N,N,N',N'-tetraethyldiethylenetriamine
2,4-Xylenol
2,4-dimethyl-6-bis(2-(diethylamino)-ethyl)aminomethyl phenol
Conditions | Yield |
---|---|
Stage #1: formaldehyd; N,N,N',N'-tetraethyldiethylenetriamine at 80℃; for 2h; Stage #2: 2,4-Xylenol In methanol for 24h; Heating; | 98% |
Stage #1: formaldehyd; N,N,N',N'-tetraethyldiethylenetriamine at 80℃; for 1h; Stage #2: 2,4-Xylenol In methanol for 24h; Heating; | 70% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane; water | 98% |
With Fe/SWCNTs at 20℃; for 0.2h; | 95% |
With pyridine In dichloromethane at 0 - 20℃; for 5h; |
formaldehyd
butyl 3-mercaptopropionate
2,4-Xylenol
butyl 3-(2-hydroxy-3,5-dimethylbenzylsulfanyl)propionate
Conditions | Yield |
---|---|
With dimethyl amine In ethanol; N,N-dimethyl-formamide for 2h; Inert atmosphere; Reflux; | 98% |
With dimethyl amine In ethanol; N,N-dimethyl-formamide for 2h; Reflux; Inert atmosphere; |
1-Phenyl-2-propyn-1-ol
2,4-Xylenol
2,4-dimethyl-6-(1-phenylprop-2-ynyl)phenol
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Inert atmosphere; | 98% |
2,4-Xylenol
2,4-dimethylphenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 25℃; for 24h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With sulfonated reduced graphene oxide nanosheets In water for 0.1h; Catalytic behavior; Microwave irradiation; | 98% |
With sulfonatedreduced graphene oxide nanosheet In neat (no solvent) at 100℃; for 0.5h; Catalytic behavior; Green chemistry; | 90% |
With toluene-4-sulfonic acid In neat (no solvent) at 100℃; for 0.833333h; | 81% |
Conditions | Yield |
---|---|
With sulfonated reduced graphene oxide nanosheets In water for 0.0833333h; Catalytic behavior; Microwave irradiation; | 98% |
With sulfonatedreduced graphene oxide nanosheet In neat (no solvent) at 100℃; for 0.333333h; Catalytic behavior; Green chemistry; | 95% |
Conditions | Yield |
---|---|
With potassium hydroxide; 4-methyl-2-pentanone at 0 - 120℃; for 3 - 4h; | 97% |
1,1,1,3,3,3-hexamethyl-disilazane
2,4-Xylenol
1,3-dimethyl-4-trimethylsilyloxybenzene
Conditions | Yield |
---|---|
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry; | 97% |
With poly(4-vinylpyridine) In acetonitrile at 20℃; for 0.333333h; | 97% |
With 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0166667h; Neat (no solvent); | 96% |
Conditions | Yield |
---|---|
With 4-(dimethylamino)pyridine hydrochloride In toluene at 60℃; for 10h; | 97% |
IUPAC Name: 2,4-Dimethylphenol
Molecular Formula: C8H10O
Molecular Weight: 122.17 g/mol
Canonical SMILES: c1(c(ccc(c1)C)O)C
InChI: InChI=1/C8H10O/c1-6-3-4-8(9)7(2)5-6/h3-5,9H,1-2H3
EINECS: 203-321-6
Classification Code: Agricultural Chemical; Drug / Therapeutic Agent; Germicide, bactericide, disinfectant; Tumor data
Product Categories: Aromatic Phenols; Alpha Sort; D; DAlphabetic; DID - DIN; Volatiles / Semivolatiles
Surface Tension: 37.2 dyne/cm
Density: 1.014 g/cm3
Flash Point: 85.6 °C
Enthalpy of Vaporization: 46.55 kJ/mol
Boiling Point: 210.9 °C at 760 mmHg
Melting Point: 22-23 °C(lit.)
Storage temperature: 2-8 °C
Water Solubility: 0.5 g/100 mL (25 °C)
Vapour Pressure of 2,4-Dimethylphenol (CAS NO.105-67-9): 0.129 mmHg at 25 °C
2,4-Dimethylphenol (CAS NO.105-67-9) is used for organic synthesis and manufacture of pharmaceuticals, plastics, insecticides, fungicides, rubber chem, wetting agents, dyestuffs.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 183mg/kg (183mg/kg) | Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975. | |
mouse | LD50 | intravenous | 100mg/kg (100mg/kg) | BEHAVIORAL: SLEEP | Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980. |
mouse | LD50 | oral | 809mg/kg (809mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974. | |
rat | LC | inhalation | > 30mg/m3 (30mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(10), Pg. 52, 1979. | |
rat | LD50 | oral | 3200mg/kg (3200mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974. | |
rat | LD50 | skin | 1040mg/kg (1040mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974. |
Reported in EPA TSCA Inventory.
Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion and skin contact. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: T,N,F
Risk Statements: 24/25-34-51/53-39/23/24/25-23/24/25-11
R24/25: Toxic in contact with skin and if swallowed
R34: Causes burns.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed.
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
R11: Highly flammable.
Safety Statements: 26-36/37/39-45-61-36/37-16-7
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37: Wear suitable protective clothing and gloves.
S16: Keep away from sources of ignition.
S7: Keep container tightly closed.
RIDADR: UN 2261 6.1/PG 2
WGK Germany: 3
RTECS: ZE5600000
HazardClass: 6.1
PackingGroup of 2,4-Dimethylphenol (CAS NO.105-67-9): II
2,4-Dimethylphenol (CAS NO.105-67-9), its Synonyms are 2,4-Dimethylphenol ; 1-Hydroxy-2,4-dimethylbenzene ; 4,6-Dimethylphenol ; 4-Hydroxy-1,3-dimethylbenzene ; Bacticin ; Benzene, 2,4-dimethyl-1-hydroxy- ; Bulk Lysol Brand Disinfectant ; Lysol Brand disinfectant ; Phenol, 2,4-dimethyl- . It is clear colorless to yellow liquid.
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