Conditions | Yield |
---|---|
(sulphos)Rh(CO)2 In octane; water at 100℃; for 1h; Product distribution; Further Variations:; Solvents; autoclave; | 100% |
With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); silver(I) 4-methylbenzenesulfonate In toluene at 60℃; for 6h; Inert atmosphere; | 100% |
With [Ru(η3:η3-C10H16)Cl2(benzimidazole)] In glycerol at 75℃; for 12h; Sealed tube; Inert atmosphere; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With hydrogen; palladium(II) complex of ferrocenylamine sulfide (2) In acetone under 4137.2 Torr; for 1h; or with catalyst 3, 2 h; | 100% |
With hydrogen; Ni/AlPO4-SiO2; nickel In methanol at 47.9℃; for 0.666667h; | 100% |
With 2%Pd/Al2O3; hydrogen; palladium In water at 150℃; under 3750.38 Torr; | 85% |
Conditions | Yield |
---|---|
With C61H62ClN3P2Ru In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 8h; Reagent/catalyst; Time; | 100% |
Conditions | Yield |
---|---|
With potassium hydroxide at 50℃; electrolysis; | A n/a B 99% |
With C30H24N2O7W; dihydrogen peroxide In water; acetonitrile for 12h; Reflux; | A 64% B 23% |
palladium at 50℃; for 4h; electrooxydation on Pt-Rh-electrode; | A 19.5% B 17% |
Conditions | Yield |
---|---|
propylamine; di(rhodium)tetracarbonyl dichloride In ethanol at 110℃; under 50 Torr; for 1h; | 99% |
With ; hydrogen In N,N-dimethyl-formamide at 100℃; under 42753.4 Torr; for 4.5h; Product distribution; other alkene; selectivity of the hydroformylation; | 74% |
With hydrogen; silica gel; palladium var. Pd dispersion; |
Conditions | Yield |
---|---|
With water; dichloro bis(acetonitrile) palladium(II) at 40℃; for 2h; | A 99% B n/a |
Conditions | Yield |
---|---|
With tetrahexylammonium tetrakis(diperoxomolybdo)phosphate In chloroform at 40℃; for 48h; | 98% |
With C19H20N3O2Ru(2+)*2F6P(1-) In aq. buffer at 24.84℃; for 1h; pH=1.8; Thermodynamic data; Activation energy; Reagent/catalyst; | 95% |
With cetyltrimethylammonium bromochromate In dichloromethane for 2h; Heating; | 92% |
Conditions | Yield |
---|---|
With C30H38Cl2Ir2N4 In dimethyl sulfoxide at 50℃; for 5h; | 95% |
With oxygen; kieselguhr; copper(l) chloride In dichloromethane for 1.5h; Oxidation; Heating; | 91% |
propan-1-ol
[closo-3,3-(triphenylphosphine)2-3-HSO4-3,1,2-RhC2B9H11] tetrahydrofuran solvate
A
closo-3,3-(PPh3)2-3-H-3,1,2-RhC2B9H11
B
propionaldehyde
Conditions | Yield |
---|---|
In propan-1-ol byproducts: H2SO4; under Ar, Rh complex suspended in 1-propanol, suspn. heated to 50°C in water bath for 10 min; ppt. filtered off, washed three times with ethanol and twice with diethyl ether, air-dried; | A 94% B n/a |
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; diethylene glycol dimethyl ether; 1,6-bis(diphenylphosphino)hexane; water In 1,2-dimethoxyethane; dichloromethane at 20 - 85℃; for 0.666667h; Inert atmosphere; | A 89 %Chromat. B 94% |
Conditions | Yield |
---|---|
With dimethyl sulfoxide at 70℃; for 6h; | 92.21% |
With boron trifluoride diethyl etherate In diethyl ether for 4h; Ambient temperature; | 91% |
at 130 - 150℃; |
trans-n-PrOIr(CO)(PPh3)2
A
carbonylhydridotris(triphenylphosphine)iridium(I)
B
propionaldehyde
Conditions | Yield |
---|---|
With triphenylphosphine In toluene soln. of Ir complex and PPh3 (.approx. 2-3 equiv.) in toluene allowed to stir at 70°C for several hours; org. products detected by gas chromy.; | A n/a B 92% |
Conditions | Yield |
---|---|
Stage #1: 2-methylpropenal With morpholine; TEMPOL In water for 0.5h; Stage #2: With formaldehyd In water at 20 - 70℃; for 1.08h; Reagent/catalyst; | 90.8% |
1,1-diacetoxy-1-ethyl methane
propionaldehyde
Conditions | Yield |
---|---|
With caro's acid; silica gel In dichloromethane for 5h; Heating; | 90% |
With N-sulfonic acid poly(4-vinylpyridinium) chloride In methanol at 20℃; for 0.416667h; | 90% |
With N-Bromosuccinimide; water; silica gel at 20℃; for 0.05h; neat (no solvent); chemoselective reaction; | 87% |
diethyl(2,2'-bipyridyl)nickel(II)
A
Ni(CO)2(2,2'-bipyridine)
B
3,4-hexanedione
C
ethene
D
propionaldehyde
E
pentan-3-one
Conditions | Yield |
---|---|
With carbon monoxide In tetrahydrofuran THF, room temp., 0.1 h; | A 50% B 0% C 0% D 0% E 90% |
H2Os(CO)4
ethylpentacarbonylrhenium
[D3]acetonitrile
A
Os(CO)4(Re(CO)4(C(2)H3CN))2
B
propionaldehyde
Conditions | Yield |
---|---|
In [D3]acetonitrile under N2 flow, EtRe(CO)5 in CD3CN was added via syringe to an NMR tube,the contents were frozen and degassed, H2Os(CO)4 (2 equiv) was added byvac. transfer, reaction was complete in 8 h at 62°C; monitored by (1)H NMR, solvent was removed in vacuo, residue taken up in CH2Cl2, addn. of hexane; organometallic product (presumably Re2Os(CO)12(CD3CN)2) was not obtained pure; | A n/a B 89% |
phenyl butyl ketone
A
propionaldehyde
B
butyraldehyde
C
propionic acid
D
benzoic acid
E
butyric acid
Conditions | Yield |
---|---|
With 5% active carbon-supported ruthenium; water; oxygen; calcium oxide at 100℃; for 12h; Reagent/catalyst; Time; | A n/a B n/a C n/a D 89% E n/a |
hydridopentacarbonylrhenium(I)
ethylpentacarbonylrhenium
[D3]acetonitrile
A
Re2(CO)9(C(2)H3CN)
B
propionaldehyde
Conditions | Yield |
---|---|
In [D3]acetonitrile under N2 flow EtRe(CO)5 in CD3CN was added via syringe to an NMR tube, the contents were frozen and degassed, and HRe(CO)5 (1:1 ratio) was added via vac. transfer, the tube was sealed and heated (60°C) for 27h; monitored by (1)H NMR, Re2(CO)9(CD3CN) was isolated by preparative layer chromy.; elem. anal., yield of EtCHO was detd. by the integration of the corresponding peak in the (1)H NMR spectrum; | A 70% B 88% |
2-(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)propenal
acrolein
A
2-(6,6-Dimethylbicyclo[3.1.1]hept-2-yl)propanal
B
propionaldehyde
Conditions | Yield |
---|---|
Pd on carbon | A 87% B n/a |
Conditions | Yield |
---|---|
80% decompn. of the crude compound at 150°C (0.5 h); | A n/a B 13% C 87% |
propionic acid
propionaldehyde
Conditions | Yield |
---|---|
With (CH3)2NCH2NpSiH2Ph at 150 - 170℃; | 85% |
Stage #1: propionic acid With 4-methyl-morpholine; 1,3,5-Triazine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride hydrate In tetrahydrofuran; water at 25℃; for 1h; Stage #2: With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran; water at 25℃; under 760.051 Torr; for 19h; | 49% |
With calcium carbonate at 450 - 500℃; |
Trifluoro-methanesulfonate14-(2-hydroxy-propyl)-7-phenyl-5,6,8,9-tetrahydro-dibenzo[c,h]acridinium;
propionaldehyde
Conditions | Yield |
---|---|
With 2,4,6-triphenylpyridine at 190℃; under 15 Torr; | 85% |
Conditions | Yield |
---|---|
With potassium permanganate; iron(II) sulfate In dichloromethane for 5h; Heating; | 84% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere; Green chemistry; | 80% |
With N-Bromosuccinimide; perchloric acid; iridium(III) chloride; mercury(II) diacetate at 35℃; for 72h; Rate constant; Thermodynamic data; energy data: E(act); effect of conc. of reactants; |
Conditions | Yield |
---|---|
Stage #1: C13H12N2O; n-propyl halide In diethyl ether at 20℃; Inert atmosphere; Stage #2: With sodium carbonate In diethyl ether at 20℃; Inert atmosphere; | A n/a B 84% |
Conditions | Yield |
---|---|
With sodium hypochlorite In acetonitrile at 20℃; for 0.25h; | 83% |
trans-propenylamine N,N-disiliciee
propionaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride | 82% |
C9H12N2O
A
N1,N1-dimethyl-N2-phenylformamidine
B
propionaldehyde
Conditions | Yield |
---|---|
Stage #1: C9H12N2O; n-propyl halide In diethyl ether at 20℃; Inert atmosphere; Stage #2: With sodium carbonate In diethyl ether at 20℃; Inert atmosphere; | A n/a B 82% |
Conditions | Yield |
---|---|
With tungsten trioxide on silica; hydrogen In water at 250℃; for 5h; Concentration; Temperature; Inert atmosphere; | A 31.7% B 81.3% |
With sulfuric acid In water at 130℃; Thermodynamic data; Kinetics; Activation energy; Further Variations:; Temperatures; reagent concentration; Dehydration; acetalization; | |
With ferrierite(20) at 300℃; chemoselective reaction; |
Conditions | Yield |
---|---|
In toluene for 1h; Ambient temperature; | 100% |
With potassium hydroxide 1.) 5-8 deg C, 2 h, 2.) room temperature, 30 min; | 62% |
Stage #1: propylamine; propionaldehyde at 0℃; for 1.5h; Inert atmosphere; Stage #2: With potassium hydroxide at -18℃; for 24h; Inert atmosphere; | 29% |
1,2-dimethoxybenzene
propionaldehyde
9,10-diethyl-2,3,6,7-tetramethoxy-anthracene
Conditions | Yield |
---|---|
With sulfuric acid; acetonitrile for 0.5h; | 100% |
With sulfuric acid at 5 - 10℃; | 98% |
With sulfuric acid In water at -10℃; for 2h; | 46% |
Conditions | Yield |
---|---|
With hydrogen; mer-Os(PPh3)3HBr(CO) at 150℃; under 22800 Torr; for 1.66667h; Product distribution; | 100% |
With hydrogen; mer-Os(PPh3)3HBr(CO) In toluene at 150℃; under 22800 Torr; for 1.7h; | 100% |
With hydrogen In water at 60℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Autoclave; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 50℃; for 1h; | 100% |
Stage #1: propionaldehyde With pyrrolidine In hexane at 20℃; for 48h; Stage #2: With hydrogenchloride In hexane; water at 20℃; for 4h; stereoselective reaction; | 95% |
With pyrrolidine; benzoic acid In pentane at 10℃; for 48h; | 90% |
trimethylsilyl cyanide
propionaldehyde
2-<(trimethylsilyl)oxy>butanenitrile
Conditions | Yield |
---|---|
With trans-{(iBu)2ATIGeiPr}2Pt(CN)2 In chloroform-d1 at 50℃; for 2h; Catalytic behavior; Schlenk technique; Glovebox; | 100% |
With C29H38AlN4O2(1+)*CF3O3S(1-) at 20℃; for 0.0833333h; Catalytic behavior; Inert atmosphere; Schlenk technique; | 99% |
With C11H8N3O8S(3-)*Fe(3+)*6H2O In methanol at 20℃; for 4h; | 98.1% |
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
at 27℃; for 22h; (γ-irradiation); | |
Irradiation; |
Conditions | Yield |
---|---|
With N-chloro-succinimide; rac-Pro-OH In chloroform at 0 - 20℃; | 100% |
With chlorine In dichloromethane; N,N-dimethyl-formamide at 10℃; for 4h; Reagent/catalyst; Inert atmosphere; | 87.5% |
With sulfuryl dichloride In dichloromethane at -10℃; Reflux; Inert atmosphere; | 66% |
pyrrolidine
cycl-isopropylidene malonate
propionaldehyde
2,2-Dimethyl-5-(1-pyrrolidin-1-yl-propyl)-[1,3]dioxane-4,6-dione
Conditions | Yield |
---|---|
In diethyl ether for 0.166667h; | 100% |
Conditions | Yield |
---|---|
at 25℃; | 100% |
3-(tetrahydropyran-2'-yloxy)propyne
propionaldehyde
1-ethyl-4-(tetrahydro-2-pyranyloxy)-2-butyn-1-ol
Conditions | Yield |
---|---|
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: propionaldehyde In tetrahydrofuran; hexane at -78℃; for 1h; Further stages.; | 100% |
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With copper(l) iodide; ethylmagnesium bromide In tetrahydrofuran at -10 - 20℃; for 4h; Metallation; Stage #2: propionaldehyde In tetrahydrofuran at -10 - 20℃; for 14h; Grignard reaction; | 86% |
Stage #1: 3-(tetrahydropyran-2'-yloxy)propyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; Stage #2: propionaldehyde In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
1-methylcyclohex-1-ene
propionaldehyde
(methyl-2' cyclohexyl)-1 propanone-1
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
(S)-1-amino-2-(methoxymethyl)pyrrolidine
propionaldehyde
[(S)-2-methoxymethylpyrrolidin-1-yl]-N-propylideneamine
Conditions | Yield |
---|---|
In diethyl ether at 20℃; | 100% |
With magnesium sulfate In dichloromethane at 20℃; for 12h; | 89% |
With 4 A molecular sieve In dichloromethane | 79% |
(S)-1-amino-2-(methoxymethyl)pyrrolidine
propionaldehyde
N-[(S)-2-methoxymethylpyrrolidin-1-yl]propan-1-imine
Conditions | Yield |
---|---|
at 20℃; for 16h; | 100% |
at 20℃; | 100% |
In dichloromethane at 20℃; for 20h; | 98% |
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
1-methylcyclopent-1-ene
propionaldehyde
(methyl-2' cyclopentyl)-1 propanone-1
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
1-methylcycloheptene
propionaldehyde
(methyl-2' cycloheptyl)-1 propanone-1
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
1-methylcyclooctene
propionaldehyde
(methyl-2' cyclooctyl)-1 propanone-1
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
Chlorodifluoromethyl n-hexyl ketone
propionaldehyde
4,4-difluoro-3-hydroxy-5-undecanone
Conditions | Yield |
---|---|
With copper(l) chloride; zinc In tetrahydrofuran for 4h; Heating; | 100% |
propionaldehyde
2-(1-Hydroxy-propyl)-4,6-dimethoxy-benzofuran-3-one
Conditions | Yield |
---|---|
at -78℃; for 0.166667h; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran Product distribution; Mechanism; regioselectivity of addition; 1.) -70 deg C, 30 min; 2.) 30 deg C, 2 h; further aldehyde, ketones and usaturated ketones; | 100% |
In tetrahydrofuran 1.) -70 deg C, 30 min; 2.) 30 deg C, 2 h; | 100% |
2-<<1-(trifluoromethyl)-1,2,2,2-tetrafluoroethyl>thio>-4-(trifluoromethyl)-4,5,5,5-tetrafluoro-1-pentene-1,3-dione
propionaldehyde
2-Ethyl-6-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-5-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethylsulfanyl)-[1,3]dioxin-4-one
Conditions | Yield |
---|---|
100% | |
100% |
Conditions | Yield |
---|---|
With titanium(III) chloride In acetone at 0℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With dibenzoyl peroxide at 90℃; for 10h; | 100% |
Conditions | Yield |
---|---|
at 20℃; neat (no solvent); | 100% |
at -20℃; for 0.25h; | 92% |
propionaldehyde
((R)-6-Bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-((S)-1-phenyl-ethyl)-amine
((R)-6-Bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-((S)-1-phenyl-ethyl)-propyl-amine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane | 100% |
The Propionaldehyde, with the CAS registry number 123-38-6, is also known as Propionic aldehyde. Its EINECS registry number is 204-623-0. This chemical's molecular formula is C3H6O and molecular weight is 58.07914. Its IUPAC name is called Propanal. What's more, this chemical's classification codes are Mutation Data; Skin / Eye Irritant.
Physical properties of Propionaldehyde: (1)ACD/LogP: 0.40; (2)ACD/LogD (pH 5.5): 0.404; (3)ACD/LogD (pH 7.4): 0.404; (4)ACD/BCF (pH 5.5): 1.194; (5)ACD/BCF (pH 7.4): 1.194; (6)ACD/KOC (pH 5.5): 39.517; (7)ACD/KOC (pH 7.4): 39.517; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.348; (11)Molar Refractivity: 16.134 cm3; (12)Molar Volume: 75.374 cm3; (13)Surface Tension: 20.503 dyne/cm; (14)Density: 0.771 g/cm3; (15)Enthalpy of Vaporization: 28.31 kJ/mol; (16)Boiling Point: 49.339 °C at 760 mmHg; (17)Vapour Pressure: 299.383 mmHg at 25°C.
Preparation: Propionaldehyde is mainly produced industrially through hydroformylation, by combining synthesis gas (carbon monoxide and hydrogen) with ethylene using a metal catalyst:
CO + H2 + C2H4 → CH3CH2CHO
Uses of Propionaldehyde: It is principally used as a precursor to trimethylolethane (CH3C(CH2OH)3) through a condensation reaction with methanol; this triol is an important intermediate in the production of alkyd resins. Condensation of propionaldehyde with tert-butylamine gives CH3CH2CH=N-t-Bu, a three-carbon building block used in organic synthesis. Deprotonation of this imine with LDA produces CH3CHLiCH=N-t-Bu, which in turn condenses with aldehydes.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is highly flammable. In addition, it is irritating to eyes, respiratory system and skin. There will be a explosive when mixed with combustible material. Contact with water, it will liberate toxic gas.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCC=O
(2)InChI: InChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3
(3)InChIKey: NBBJYMSMWIIQGU-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | skin | 10mL/kg (10mL/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0533450, |
mammal (species unspecified) | LC50 | inhalation | 21800mg/m3 (21800mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 12(7), Pg. 16, 1968. | |
mammal (species unspecified) | LD50 | oral | 1400mg/kg (1400mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988. | |
mouse | LC50 | inhalation | 21800mg/m3/2H (21800mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 102, 1982. | |
mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | National Technical Information Service. Vol. OTS0533450, |
mouse | LD50 | subcutaneous | 680mg/kg (680mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950. |
mouse | LDLo | oral | 800mg/kg (800mg/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
rabbit | LD50 | skin | 2460mg/kg (2460mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | National Technical Information Service. Vol. OTS0543436, |
rat | LCLo | inhalation | 8000ppm/4H (8000ppm) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
rat | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: MUSCLE WEAKNESS | National Technical Information Service. Vol. OTS0533450, |
rat | LD50 | oral | 1410mg/kg (1410mg/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
rat | LD50 | subcutaneous | 820mg/kg (820mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950. |
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