Conditions | Yield |
---|---|
With 1,2,3-Benzotriazole; thionyl chloride In dichloromethane at 20℃; Substitution; | 100% |
With thionyl chloride; triethylamine In dichloromethane at -10 - 0℃; for 4.25h; Large scale; | 99% |
With oxalyl dichloride; 1-methyl-3-(2-(3-methyl-2-oxoimidazolidin-1-yl)ethyl)-1H-imidazol-3-ium hexafluorophosphate at 20 - 60℃; for 24h; Reagent/catalyst; | 99% |
1-methoxy-4-((methylsulfinyl)methyl)benzene
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride In tetrachloromethane for 0.25h; Heating; | 100% |
1-methoxy-4-((methylsulfinyl)methyl)benzene
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
In tetrachloromethane for 15h; Heating; | 100% |
Methyl-thiocarbamic acid S-(4-methoxy-benzyl) ester
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride; N-chloro-succinimide In acetonitrile at 10℃; | 98% |
Conditions | Yield |
---|---|
In nitromethane byproducts: Hg2Cl2; vacuum-sealed ampule, 65°C for 50h; separation of Hg, analysis of decanted soln. by TLC and GLC; | A 90% B 97% |
trimethyl(4-methoxybenzyloxy)silane
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With 4-aminophenyl diphenylphosphinite; N-chloro-succinimide In dichloromethane for 1h; Heating; | 96% |
2-(4-methoxy-benzyloxy)-tetrahydro-pyran
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With 4-aminophenyl diphenylphosphinite; N-chloro-succinimide In dichloromethane for 1.5h; Heating; | 95% |
Conditions | Yield |
---|---|
In nitromethane at 65℃; for 50h; | A 90% B n/a |
Conditions | Yield |
---|---|
With tetrachlorosilane; NbCl3(N,N′-bis-(2,6-diisopropylphenyl)-1,4-diaza-2,3-dimethyl-1,3-butadiene) In chloroform-d1 at 20℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; | 85% |
Conditions | Yield |
---|---|
Stage #1: Bromotrichloromethane With triphenylphosphine In dichloromethane at 20℃; for 0.666667h; Appel reaction; in air; Stage #2: 4-Methoxybenzyl alcohol In dichloromethane at 20℃; Appel reaction; in air; | 84% |
methanol
4-Methoxybenzyl alcohol
A
1-methoxy-4-(methoxymethyl)benzene
B
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
Stage #1: 4-Methoxybenzyl alcohol With titanium tetrachloride In chloroform at 20℃; for 0.0166667h; Molecular sieve; Stage #2: methanol In chloroform for 9h; Reflux; | A 82% B 10% |
Stage #1: 4-Methoxybenzyl alcohol With titanium tetrachloride In chloroform at 20℃; for 0.0166667h; Molecular sieve; Stage #2: methanol In chloroform for 1h; Reflux; | A 5% B 12% |
cyclohexyl(4-methoxybenzyl)sulfane
A
1,2-dicyclohexyl disulfide
B
4-methoxy-benzaldehyde
C
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane; acetonitrile for 1h; Mechanism; | A 80% B n/a C 80% |
formaldehyd
methoxybenzene
A
1-methoxy-2,4-bis(chloromethyl)benzene
B
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride; 1-ethyl-3-methylimidazolium hexafluorophosphate at 70℃; for 5h; Ionic liquid; | A 79% B 16% |
With hydrogenchloride; 1-ethyl-3-methylimidazolium tetrafluoroborate at 70℃; for 5h; | A 76% B 17% |
benzoyl chloride
4-Methoxybenzyl alcohol
A
p-methoxybenzyl benzoate
B
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With racemic methyl phenyl sulfoxide In acetonitrile at 0 - 20℃; for 14.25h; Sealed tube; | A n/a B 78% |
In tert-butyl methyl ether at 20℃; for 24h; | A n/a B 32 %Spectr. |
S-(4-methoxybenzyl) ethanethioate
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride; N-chloro-succinimide In acetonitrile at 10℃; | 74% |
4-methoxy-benzaldehyde
A
4,4'-dimethoxydibenzyl ether
B
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; thionyl chloride; 1,1,3,3-Tetramethyldisiloxane; zinc(II) iodide at -70℃; for 2.5h; | A 40% B 60% |
4-Methoxybenzyl alcohol
A
4-methoxy-benzaldehyde
B
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With N-chloro-succinimide; N-(phenylthio)-N-(tert-butyl)amine; potassium carbonate; 4 A molecular sieve In dichloromethane at 0℃; for 1h; | A 29% B 60% |
Conditions | Yield |
---|---|
With dichloromethylsilane; iron(III) chloride In 1,2-dimethoxyethane for 4h; Heating; | 55% |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C 2: thionyl chloride / dichloromethane / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 2: thionyl chloride / Inert atmosphere View Scheme |
bis(trichloromethyl) carbonate
1-(phenylmethyl)-4-[(4'-methoxyphenyl)methyl]piperazine
A
4-(phenylmethyl)-1-piperazine carbonyl chloride
B
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
In dichloromethane | A 53% B n/a |
ethanol
(4-methoxy-benzyl)-trimethyl-silane
A
1-ethoxymethyl-4-methoxybenzene
B
4-methoxy-benzaldehyde
C
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With oxovanadium(V) ethoxydichloride; oxygen at 20℃; for 6h; | A 51% B 40% C 5% |
4-methoxybenzyltri-n-butylstannane
A
4-methoxy-benzaldehyde
B
p-methoxybenzyl chloride
C
4-Methoxybenzyl alcohol
Conditions | Yield |
---|---|
With C2H2Cl2F3O2V; oxygen In tert-butyl alcohol at 20℃; for 2h; | A 48% B 38% C 14% |
(4-methoxy-benzyl)-trimethyl-silane
isopropyl alcohol
A
1-methoxy-4-[(propan-2-yloxy)methyl]benzene
B
4-methoxy-benzaldehyde
C
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With oxovanadium(V) ethoxydichloride; oxygen at 0℃; for 24h; | A 8% B 44% C 4% |
bis(trichloromethyl) carbonate
4-methoxy-N-methyl-N-phenylbenzenemethanamine
A
N-phenyl-N-methylcarbamoyl chloride
B
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
for 0.5h; | A 44% B n/a C n/a |
4-methoxybenzyl iodide
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With FeCl2(phen)3 In acetonitrile at 60℃; for 0.5h; | 34% |
With pyridine; tributyltin chloride at 50℃; Thermodynamic data; Equilibrium constant; Δ G; | 27 % Spectr. |
(4-Methoxy-benzyl)-phosphonic acid isopropyl ester 2-thioxo-2H-pyridin-1-yl ester
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With tetrachloromethane; 2,2'-azobis(isobutyronitrile) In benzene Heating; | 27% |
(4-Methoxybenzyl)trimethylstannane
A
1,2-bis(4-methoxyphenyl)ethane
B
4-methoxy-benzaldehyde
C
p-methoxybenzyl chloride
D
4-Methoxybenzyl alcohol
Conditions | Yield |
---|---|
With iodosylbenzene; (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride In benzene at 25℃; for 3h; | A 5% B 16% C 3% D 13% |
With iodosylbenzene; (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride In dichloromethane at 25℃; for 3h; | A 4% B 12% C 8% D 11% |
4-methoxybenzyltri-n-butylstannane
A
1,2-bis(4-methoxyphenyl)ethane
B
4-methoxy-benzaldehyde
C
p-methoxybenzyl chloride
D
4-Methoxybenzyl alcohol
Conditions | Yield |
---|---|
With iodosylbenzene; (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride In methanol; dichloromethane; water at 25℃; for 3h; | A 5% B 16% C 6% D 11% |
Conditions | Yield |
---|---|
With chlorine Einwirkung von Sonnenlicht; |
p-methoxybenzyl chloride
1-(azidomethyl)-4-methoxybenzene
Conditions | Yield |
---|---|
With sodium azide In tetrahydrofuran Inert atmosphere; | 100% |
With sodium azide In N,N-dimethyl-formamide at 70℃; | 100% |
With sodium azide In N,N-dimethyl-formamide at 65℃; for 4h; | 100% |
p-methoxybenzyl chloride
4-methoxybenzyl nitrate
Conditions | Yield |
---|---|
With silver nitrate In acetonitrile for 0.166667h; | 100% |
With diethyl ether; silver nitrate; calcium carbonate | |
Multi-step reaction with 2 steps 1: 83 percent / potassium carbonate / acetone / 5 h / Heating 2: cerium(IV) ammonium nitrate / acetonitrile View Scheme |
piperidin-2-one
p-methoxybenzyl chloride
N-(4-Methoxybenzyl)-δ-valerolactam
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Reflux; Inert atmosphere; | 100% |
With sodium hydride In tetrahydrofuran for 23h; Heating; | 94% |
With sodium t-butanolate In dimethyl sulfoxide at 20℃; for 3h; | 78% |
With potassium hydroxide; tetrabutylammomium bromide In toluene for 8h; Heating; | 52% |
With tetrabutylammomium bromide; potassium hydroxide In toluene for 8h; Dean-Stark; | 28.8 g |
2,4,5-tribromo-1H-imidazole
p-methoxybenzyl chloride
2,4,5-tribromo-1-(4-methoxybenzyl)-1H-imidazole
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 55℃; for 18h; | 100% |
With sodium carbonate In N,N-dimethyl-formamide Heating; | 90% |
With sodium carbonate In N,N-dimethyl-formamide | 90% |
Stage #1: 2,4,5-tribromo-1H-imidazole With sodium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: p-methoxybenzyl chloride In tetrahydrofuran for 6h; Inert atmosphere; Reflux; | 53% |
tert-butylamine
p-methoxybenzyl chloride
N-(p-methoxybenzyl)-N-tert-butylamine
Conditions | Yield |
---|---|
100% | |
With sodium carbonate; sodium iodide In N,N-dimethyl-formamide at 65℃; for 4h; Inert atmosphere; | 56% |
In N,N-dimethyl-formamide for 6h; Yield given; |
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose
p-methoxybenzyl chloride
(3aR,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide Ambient temperature; | 100% |
(2R,3S,4R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-[1,3]dithian-2-yl-pentan-3-ol
p-methoxybenzyl chloride
(S)-4-[(1R,2S,3R)-3-[1,3]Dithian-2-yl-2-(4-methoxy-benzyloxy)-1-methyl-butyl]-2,2-dimethyl-[1,3]dioxolane
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide | 100% |
With sodium hydride In N,N-dimethyl-formamide for 1h; | 87% |
With sodium hydride 1.) DMF, room temp., 5 min, 2.) DMF, 1 h; Yield given. Multistep reaction; |
(Z)-1-acetyl-6-(2,4,5-trimethoxy-3-methylphenylmethyl)-3-(2,4,5-trimethoxy-3-methylphenylmethylene)-2,5-piperazinedione
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 25℃; for 2h; | 100% |
With sodium hydride 1.) DMF, 0 deg C, 30 min, 2.) DMF, 25 deg C, 2 h; Multistep reaction; |
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
100% |
1-benzyl-4-chloro-1,2,3-triazole
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
100% |
p-methoxybenzyl chloride
4-methoxybenzyl iodide
Conditions | Yield |
---|---|
With sodium iodide In acetone at 20℃; for 1.5h; | 100% |
With sodium iodide In acetone for 16h; Ambient temperature; | 91% |
With sodium iodide In acetone at 25℃; for 16h; Darkness; | 85% |
Conditions | Yield |
---|---|
With water; sodium hydroxide at 20℃; for 0.05h; Microwave irradiation; | 100% |
hydrotalcite In dimethyl sulfoxide at 140℃; for 1.5h; Kornblum reaction; | 96% |
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h; | 95% |
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol
p-methoxybenzyl chloride
(S)-4-[(4-methoxybenzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; | 100% |
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; | 100% |
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; | 100% |
p-methoxybenzyl chloride
2-imidazolecarbaldehyde
1-(4-methoxybenzyl)-1H-imidazole-2-carbaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 100% |
With tetrabutylammomium bromide; potassium carbonate at 120℃; for 2h; | 34% |
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With 3,3-dimethyldioxirane In dichloromethane at 0℃; | 100% |
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide for 3h; | 100% |
1 ,5-pentanediol
p-methoxybenzyl chloride
5-(4-methoxybenzyloxy)-1-pentanol
Conditions | Yield |
---|---|
Stage #1: 1 ,5-pentanediol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 3h; Inert atmosphere; Reflux; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 20℃; for 12h; Inert atmosphere; Reflux; | 100% |
Stage #1: 1 ,5-pentanediol With sodium hydride In tetrahydrofuran for 3h; Heating; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran for 15h; | 99% |
Stage #1: 1 ,5-pentanediol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 4.5h; Reflux; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil for 17h; Reflux; | 97% |
p-methoxybenzyl chloride
5-bromo-2H-isoquinolin-1-one
Conditions | Yield |
---|---|
With sodium iodide; lithium hexamethyldisilazane In tetrahydrofuran 1.) 2 h, 2.) 5 d; | 100% |
p-methoxybenzyl chloride
tert-butyl (3,5-dibromophenyl)carbamate
3,5-dibromo-N-(tert-butoxycarbonyl)-N-(4-methoxybenzyl)aniline
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide 1.) 20 min, 2.) 21 h; | 100% |
N-{(4aR,6S,7R,8R,8aS)-6-[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide 1.) 0 deg C, 20 min, 2.) room temperature, 10 h; | 100% |
p-methoxybenzyl chloride
2-[(4aR,6S,7S,8R,8aR)-7,8-Bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-ethanol
(4aR,6S,7S,8R,8aR)-7,8-Bis-benzyloxy-6-[2-(4-methoxy-benzyloxy)-ethyl]-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine
Conditions | Yield |
---|---|
With potassium hydride In tetrahydrofuran for 3h; Ambient temperature; | 100% |
With tetra-(n-butyl)ammonium iodide; potassium hydride In tetrahydrofuran for 3h; Ambient temperature; Yield given; |
1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol
p-methoxybenzyl chloride
(1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane
Conditions | Yield |
---|---|
With sodium hydride; dimethyl sulfoxide for 4h; Ambient temperature; | 100% |
With sodium hydride In N,N-dimethyl-formamide | 100% |
With sodium hydride In N,N-dimethyl-formamide for 2h; | 100% |
Stage #1: 1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol With sodium hydride In DMF (N,N-dimethyl-formamide) for 0.5h; Stage #2: p-methoxybenzyl chloride In DMF (N,N-dimethyl-formamide) at 20℃; for 4h; |
p-methoxybenzyl chloride
3-hydroxy-2-methyl-1-propene
1-((methallyloxy)methyl)-4-methoxybenzene
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; | 100% |
With sodium hydroxide 1.) THF, mineral oil, DMF, 0 deg C, 30 min; 2.) THF, 2 h; | 97% |
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; 1.) 30 min, 2.) 2 h; |
Succinimide
p-methoxybenzyl chloride
1-[(4-methoxyphenyl)methyl]-2,5-pyrrolidinedione
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile | 100% |
With potassium carbonate In acetonitrile at 25℃; for 16h; | |
With potassium carbonate In acetonitrile at 25℃; for 16h; | |
With potassium carbonate In acetonitrile at 25℃; for 16h; |
p-methoxybenzyl chloride
methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside
methyl 4,6-O-benzylidene-3-deoxy-2-O-(4-methoxybenzyl)-α-D-arabinopyranoside
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; | 100% |
With sodium hydride 1) DMF, 0 deg C, 30 min; 2) DMF, 0 deg C, 3 h; Yield given; Multistep reaction; |
p-methoxybenzyl chloride
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 20h; | 100% |
Stage #1: (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Stage #2: p-methoxybenzyl chloride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 20℃; | 100% |
With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere; Reflux; | 89% |
p-methoxybenzyl chloride
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; Arylation; | 100% |
The 4-Methoxybenzylchloride, with the CAS registry number 824-94-2,is also known as 4-(1,1,3,3-Tetramethylbutyl)phenol. It belongs to the product categories of Biochemistry;Reagents for Oligosaccharide Synthesis. This chemical's molecular formula is C8H9ClO and molecular weight is 156.61.Its EINECS number is 212-540-6. What's more,Its systematic name is p-Methoxybenzyl chloride.It is a colorless liquid
Physical properties about 4-Methoxybenzylchloride are:
(1)ACD/LogP: 2.468; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.47; (4)ACD/LogD (pH 7.4): 2.47; (5)ACD/BCF (pH 5.5): 44.21; (6)ACD/BCF (pH 7.4): 44.21; (7)ACD/KOC (pH 5.5): 524.15; (8)ACD/KOC (pH 7.4): 524.15; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.517; (13)Molar Refractivity: 42.697 cm3; (14)Molar Volume: 141.131 cm3; (15)Surface Tension: 33.367000579834 dyne/cm; (16)Density: 1.11 g/cm3; (17)Flash Point: 109.444 °C; (18)Enthalpy of Vaporization: 46.119 kJ/mol; (19)Boiling Point: 243.639 °C at 760 mmHg; (20)Vapour Pressure: 0.0500000007450581 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES:ClCc1ccc(OC)cc1;
(2)Std. InChI:InChI=1S/C8H9ClO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,6H2,1H3;
(3)Std. InChIKey:MOHYOXXOKFQHDC-UHFFFAOYSA-N.
Safety Information of 4-Methoxybenzylchloride:
The 4-Methoxybenzylchloride can causes burns .In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .When you use it ,wear suitable protective clothing, gloves and eye/face protection.In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) and take off immediately all contaminated clothing.
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