Conditions | Yield |
---|---|
Heating; | 99.5% |
In neat (no solvent) 1mol B(OCH3)3, 4mol NaH, 225-275°C;; 90-96% NaBH4;; | 94% |
In neat (no solvent) 1mol B(OCH3)3, 4mol NaH, 225-275°C;; 90-96% NaBH4;; | 94% |
sodium hydride
sodium tetrahydroborate
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: NaF; addn. of B(OCH3)3*THF to NaH at 60-65°C (stirring, N2-atmosphere), NaH dissolves, boiling, cooling to ambient temp., addn. of BF3*THF, distn. of THF and B(OCH3), extractn. of residue with isopropyl amine;; pure product;; | 99% |
In tetrahydrofuran byproducts: NaF; addn. of B(OCH3)3*THF to NaH at 60-65°C (stirring, N2-atmosphere), NaH dissolves, boiling, cooling to ambient temp., addn. of BF3*THF, distn. of THF and B(OCH3), extractn. of residue with isopropyl amine;; pure product;; | 99% |
A
sodium tetrahydroborate
Conditions | Yield |
---|---|
In tetrahydrofuran (Ar); a flask charged with Nd complex, THF condensed, C4H4S2(SNa)2 added, stirred for 3 d at 20°C; filtered, evapd., extd. (THF), filtered; obtained impure; | A n/a B 99% |
Conditions | Yield |
---|---|
In further solvent(s) react. of NaH with B2H6 in alkylene glycol dialkylether at 35-75°C;; | 98% |
In tetrahydrofuran in abs. tetrahydrofurane; 4 h, under shaking; good yield; Na(BH4) suspension distilled, filtered and dried in oil pump vacuum at 130°C; purity = 97.5 %; | 93% |
In tetrahydrofuran in abs. tetrahydrofurane; 4 h, under shaking; good yield; Na(BH4) suspension distilled, filtered and dried in oil pump vacuum at 130°C; purity = 97.5 %; | 93% |
N,N,N,N,-tetramethylethylenediamine
A
sodium tetrahydroborate
Conditions | Yield |
---|---|
In benzene org. compd. soln. addn. dropwise (magnetic stirring) to Zn-complex soln., NaBH4 ppt. filtration off after 1 h, solvent evapn. from filtrate (vac.); residue washing (pentane), drying (vac.); elem. anal; thermal anal.; | A 77% B 97% |
trifluoroborane diethyl ether
sodium hydride
A
sodium tetrahydroborate
B
diborane
Conditions | Yield |
---|---|
In diethylene glycol method for preparation of diborane, addn. of BF3-etherate (frehly distd.) to NaH in diglyme;; | A n/a B 92% |
In diethylene glycol method for preparation of diborane, addn. of BF3-etherate (frehly distd.) to NaH in diglyme;; | A n/a B 92% |
In diethyl ether at 110°C, method for preparation of diborane;; | |
In diethyl ether at 110°C, method for preparation of diborane;; |
Conditions | Yield |
---|---|
magnesium In water byproducts: MgO; process starts from borax and NaOH by exothermal steam process (H2O); dread at 270°C; H2 at surface of Mg particles generated protide to form NaBH4; process dependent on of rate temp. change, size of Mg particles; XRD; | 90% |
Conditions | Yield |
---|---|
With catalyst: Na-alcoholate In neat (no solvent) passing BF3 over NaH in presence of a Na-alcoholate, 250-300°C;; | 90% |
In neat (no solvent) byproducts: B2H6; on passing a mixture of BF3 and H2 (ratio=1:2) over powdered NaH at about 180°C;; | |
In diethyl ether react. of NaH with a soln. of BF3 in ether in an autoclave (about 10 at), 24h, about 120°C;; | |
In mineral oil at 250-265°C;; washing with petroleum ether, extractn. of NaBH4 from the residue with liquid NH3 at -33°C;; | |
In neat (no solvent) byproducts: B2H6; on passing a mixture of BF3 and H2 (ratio=1:2) over powdered NaH at about 180°C;; |
Conditions | Yield |
---|---|
With tetrahydrofuran In neat (no solvent) byproducts: DME; 140-160°C, vac., 2 h; extn. (THF), filtration off of NaBH4, distn. off of solvent; elem. anal.; | A n/a B 89% |
Trimethyl borate
sodium hydride
A
sodium tetrahydroborate
B
sodium tetramethoxyborate
Conditions | Yield |
---|---|
In tetrahydrofuran with excess NaH; at 65°C; | A 83% B n/a |
In tetrahydrofuran on boiling in THF, pptn. of NaBH4;; | |
In tetrahydrofuran on boiling in THF, pptn. of NaBH4;; |
Conditions | Yield |
---|---|
In neat (no solvent) heating to 250-270°C, excess NaH;; | 78% |
In neat (no solvent) heating to 250-270°C, excess NaH;; | 78% |
In neat (no solvent) molar ratio NaH:NaB(OCH3)4=4:1, 250.C;; 91% NaBH4;; | 66% |
In neat (no solvent) molar ratio NaH:NaB(OCH3)4=4:1, 250.C;; 91% NaBH4;; | 66% |
Conditions | Yield |
---|---|
In neat (no solvent) molar ratio NaH:NaBH(OCH3)3=3:1, 250-270°C;; | 78% |
In neat (no solvent) heating to 250-270°C, excess NaH;; | 78% |
In neat (no solvent) molar ratio NaH:NaBH(OCH3)3=3:1, 250-270°C;; | 78% |
Conditions | Yield |
---|---|
With sodium carbonate In neat (no solvent) byproducts: MgO, CO2; ball milled at room temp. for 60 min; extn. by anhyd. ethylendiamine under Ar; filtered soln. evapd. in vac. at room temp.; detn. by XRD; | 78% |
With sodium peroxide In neat (no solvent) byproducts: MgO, H2; ball milled at room temp. for 60 min; extn. by anhyd. ethylendiamine under Ar, soln. evapd. in vac. at room temp.; detn. by XRD; | 67% |
With sodium hydroxide In neat (no solvent) byproducts: MgO, H2; ball milled at room temp. for 60 min; extn. by anhyd. ethylendiamine under Ar; filtered soln. evapd. in vac. at room temp.; detn. by XRD; | 64% |
In neat (no solvent) byproducts: MgO, B2O3; ball milled at room temp. for 60 min; extn. by anhyd. ethylendiamine under Ar; filtered soln. evapd. in vac. at room temp.; detn. by XRD; | 43% |
A
sodium tetrahydroborate
Conditions | Yield |
---|---|
With tetrahydrofuran In neat (no solvent) byproducts: DME; 140-160°C, vac., 2 h; extn. (THF), filtration off of NaBH4, distn. off of solvent, drying (vac., 1 h); elem. anal.; | A n/a B 78% |
sodium amidotrihydridoborate
dimethylsulfide borane complex
sodium tetrahydroborate
Conditions | Yield |
---|---|
In tetrahydrofuran for 5h; Inert atmosphere; | 78% |
Conditions | Yield |
---|---|
for 6h; Milling; | 76% |
Conditions | Yield |
---|---|
In neat (no solvent) react. of Na-borate with Na and H2 at 400-500°C, H2-pressure: several atm, addn. of SiO2 to separate excess Na in form of Na2SiO3;; purity up to 96%;; | 75% |
Conditions | Yield |
---|---|
In neat (no solvent) react. of Na-borate with Na and H2 at 400-500°C, H2-pressure: several atm, addn. of SiO2 to separate excess Na in form of Na2SiO3;; purity up to 96%;; | 75% |
Conditions | Yield |
---|---|
In neat (no solvent) react. of Na-borate with Na and H2 at 400-500°C, H2-pressure: several atm, addn. of SiO2 to separate excess Na in form of Na2SiO3;; purity up to 96%;; | 75% |
sodium tetrafluoroborate
hydrogen
sodium
sodium tetrahydroborate
Conditions | Yield |
---|---|
In further solvent(s) introduction of dry H2 under pressure in a dispersion of Na in an inert solvent at 275°C, simultanuous addn. of NaBF4;; | 75% |
In further solvent(s) introduction of dry H2 under pressure in a dispersion of Na in an inert solvent at 250-350°C, simultanuous addn. of NaBF4;; |
Conditions | Yield |
---|---|
In neat (no solvent) react. of Na-borate with Na and H2 at 400-500°C, H2-pressure: several atm, addn. of SiO2 to separate excess Na in form of Na2SiO3;; purity up to 96%;; | 75% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; | 75% |
A
aluminum oxide
B
sodium tetrahydroborate
Conditions | Yield |
---|---|
for 20h; Milling; Inert atmosphere; | A n/a B 72% |
3-ethylpentan-3-ol
A
sodium tetrahydroborate
B
ytrrium tetrahydridoborate
C
bis(3-ethyl-3-pentoxy)borane
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: H2; under inert atm.; excess of alcohol in THF added dropwise at room temp. to stirred soln. of tetrahydroborate complex in THF (accompanied by vigorous gas evolution); stirring was continued for 1 h; mixt. allowed to stand for the reaction to be completed; within 5 ds ppt. sepd. by filtration (identified as NaBH4 by X-ray diffraction and IR spectroscopy); filtrate was distd. (vac., 0.1 mmHg) at room temp. to remove solvent and at 50°C; residue pumped out at 100-115°C; volatile collected ...; | A 70% B n/a C 69% |
tetraphenylphosphonium tetrahydroborate
A
sodium tetrahydroborate
Conditions | Yield |
---|---|
In dichloromethane CH2Cl2 was added to mixt. NaLu(BH4)4*4DME andPh4PBH4 and stirred for several minutes; NaBH4 was filtered off, soln. was concd., Et2O was added, ppt. was separated, washed with Et2O and dried in vac.; elem. anal.; | A n/a B 68.5% |
3-ethylpentan-3-ol
A
sodium tetrahydroborate
C
bis(3-ethyl-3-pentoxy)borane
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: H2; under inert atm.; excess of alcohol in THF added dropwise at room temp. to stirred soln. of tetrahydroborate complex in THF (accompanied by vigorous gas evolution); stirring was continued for 1 h; mixt. allowed to stand for the reaction to be completed; within 5 ds ppt. sepd. by filtration (identified as NaBH4 by X-ray diffraction and IR spectroscopy); filtrate was distd. (vac., 0.1 mmHg) at room temp. to remove solvent and at 50°C; residue pumped out at 100-115°C; volatile collected ...; | A 66% B n/a C 65% |
Conditions | Yield |
---|---|
With aluminium at 579.84℃; under 17251.7 Torr; | 65% |
Conditions | Yield |
---|---|
In neat (no solvent) heating to >330°C for 20-48h;; | 60% |
In neat (no solvent) heating to >330°C for 20-48h;; | 60% |
With catalyst: Na-alcoholate In neat (no solvent) at about 350°C;; |
Conditions | Yield |
---|---|
In neat (no solvent) on trituration at 330-350°C for 20-48h;; | A n/a B 60% |
In neat (no solvent) on trituration at 330-350°C for 20-48h;; | A n/a B 60% |
heating at 330 - 350°C; | |
heating at 330 - 350°C; |
Conditions | Yield |
---|---|
With silica gel In solid powders ball milled for 4 h at 400 rpm, SiO2 added, ball-milled for 2 h more, pressed into pellet under 10, 20 or 30 MPa in Ar-filled box, calcined under 0.1 MPa Ar at 480°C for 5 h; extd. by isopropyl amine in modified Soxlet apparatus for 3 h; filtered,evapd. at 50°C; | 32% |
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: sodium chloride; under N2, soln. of CaCl2 and NaBH4 (molar ratio 1:1) in THF stirred with glass beads at 67°C (refluxed) for 1 h; | 100% |
In tetrahydrofuran byproducts: sodium chloride; under N2, soln. of CaCl2 and NaBH4 (molar ratio 1:1) in THF stirred with glass beads at 25°C for 8 h; | 99% |
In tetrahydrofuran byproducts: sodium chloride; under N2, soln. of CaCl2 and NaBH4 (molar ratio 1:1) in THF stirred with magnetic stirrer at 67°C (refluxed) for 8i h; | 96% |
Conditions | Yield |
---|---|
byproducts: H2, NaI; Interaction of initial cryst. materials in molar ratio NaBH4:I2 = 1.35 under mechanical activation with a vibration ball mill (dry N2, atm. pressure, 25°C).; Detn. of gas phase formed by infrared and mass spectroscopy, and gas volumetric anal.; | 100% |
byproducts: H2, NaI; Interaction of initial cryst. materials in molar ratio NaBH4:I2 = 1.5 under mechanical activation with a vibration ball mill (dry N2, atm. pressure, 25°C).; Detn. of gas phase formed by infrared and mass spectroscopy, and gas volumetric anal.; | 97.7% |
Kinetics; byproducts: H2, NaI; Interaction of initial cryst. materials in molar ratio NaBH4:I2 = 2.5 under mechanical activation with a vibration ball mill (dry N2, atm. pressure, 25°C).; Detn. of gas phase formed by infrared and mass spectroscopy, and gas volumetric anal.; | 94% |
Kinetics; byproducts: H2, NaI; Interaction of initial cryst. materials in molar ratio NaBH4:I2 = 2.0 under mechanical activation with a vibration ball mill (dry N2, atm. pressure, 25°C).; Detn. of gas phase formed by infrared and mass spectroscopy, and gas volumetric anal.; | 88.7% |
byproducts: H2, HI; Grinding of initial materials (molar ratio = 1) while being cooled withliq. N2, thorough mixing, transferring of mixt. to a thermographic ampoule and heating in vac. or N2.; Sepn. of gas mixt. by fractional condensation. Detn. of composition after the thermography by gas volumetric anal.; |
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withglass beads at 67°C (refluxed) for 8 h; | 100% |
In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withmagnetic stirrer at 67°C (refluxed) for 16 h; | 99% |
In diethyl ether byproducts: sodium bromide; under N2, soln. of LiBr in Et2O stirred with magnetic stirrer for 2 min, 1 equiv of NaBH4 introduced, maintained at 35°C with stirring for 32 h; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: sodium chloride; under N2, soln. of LiCl and NaBH4 (molar ratio 1:1) in THF stirred withglass beads at 25°C for 24 h or at 67°C (refluxed) for 10h; | 100% |
extraction with ether; purity: 97-98 %; | 75% |
In tetrahydrofuran byproducts: sodium chloride; under N2, soln. of LiCl and NaBH4 (molar ratio 1:1) in THF stirred withmagnetic stirrer at 67°C (refluxed) for 48 h; | 65% |
sodium tetrahydroborate
benzo-2-chloro-1,3,2-diazaborolane
2,3-dihydro-1H-1,3,2-benzodiazaborole
Conditions | Yield |
---|---|
In benzene recrystn. from benzene; | 100% |
sulfur
sodium tetrahydroborate
ammonia
ammonia borane complex
Conditions | Yield |
---|---|
In ammonia to NaBH4 in a flask at -40°C NH3 is condensed, then slowly S8 isadded (5 h), to the mixt. (after 3 h) CH2Cl2 is added, then the mixt. is warmed to room temp.; residue is extd. with CH2Cl2, the soln. is evapd., elem. anal.; | 100% |
sodium tetrahydroborate
(μ-η(2)-η(2)-HC*CCH3)CoMo(Cp)(CO)5
Conditions | Yield |
---|---|
In dichloromethane Ar-atmosphere; addn. of excess of NaBH4 to soln. of complex at 0°C; extn. (ether), washing org. layer by H2O, drying (MgSO4), evapn.; elem. anal.; | 100% |
sodium tetrahydroborate
IrH2(CH3CN)(C6H5P(CH2CH2CH2P(C6H11)2)2)(1+)*BF4(1-)={IrH2(CH3CN)(C6H5P((CH2)3P(C6H11)2)2)}{BF4}
IrH3(C6H5P(CH2CH2CH2P(C6H11)2)2)*C2H5OH
Conditions | Yield |
---|---|
In tetrahydrofuran nitrogen atmosphere; NaBH4 added to the Ir complex in THF; mixt. stirred for 20 min; addn. of ethanol, stirring (1 h); removal of the solvent (red. pressure); residue dissolved in THF, filtration; elem. anal.; | 100% |
sodium tetrahydroborate
1,3-diferrocenyl-2-propen-1-one
rac-1,3-diferrocenylprop-2-en-1-ol
Conditions | Yield |
---|---|
In 1,4-dioxane; methanol NaBH4 added to soln. of Fe complex (stirring); stirred (14 h); H2O added; cooled (7-8°C); ppt. filtered; washed (H2O); dried (room temp.); recrystd. (hexane); elem.anal.; | 100% |
sodium tetrahydroborate
Pt2Me2(μ-Cl)(μ-N,N'-bis[(2-diphenylphosphino)phenyl]formamidinate)
Pt2(methyl)2(μ-H)(μ-N,N'-bis[2-(diphenylphosphino)phenyl]formamidinate)
Conditions | Yield |
---|---|
In methanol; dichloromethane under N2 atm. to soln. Pt2Me2(μ-Cl)(μ-dpfam) in CH2Cl2 was addedNaBH4 and MeOH at 0°C and mixt. was stirred for 1 h; solvents were removed under reduced pressure, residue was extd. with CH2Cl2 and filtered, soln. was evapd.; elem. anal.; | 100% |
sodium tetrahydroborate
(η(5)-cyclopentadienyl)OsCl(triisopropylphosphine)2
OsH(η(5)-C5H5)(PiPr3)2
Conditions | Yield |
---|---|
With MeOH In toluene air-free atmosphere; stirring (room temp., 15 min); filtering, evapn., pentane addn., filtering, evapn.; | 100% |
sodium tetrahydroborate
borane-THF
diphosphane-borane
sodium 1,1,2-tris(borane)-1,2,2-trihydrogendiphosphide
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: H2, Na2[P2H2(BH3)4]; N2 atm.; molar ratio P2H4BH3:NaBH4 1:1, cooling (-78 to -196°C), stirring (4 h), heating (-78°C, 3 h), stirring (room temp., 6 h); crystn. (-78°C, several d); | 100% |
sodium tetrahydroborate
water
Conditions | Yield |
---|---|
In methanol a 15 equiv of NaBH4 was added to a soln. of complex in methanol, the mixt. was allowed to stir at room temp. for 2 h, ppt. was filtered off, dissolved in H2O, aq. satd. NaClO4 was added dropwise, cooled; ppt. was filtered, washed with ice-cold water and then ether; elem. anal.; | 100% |
sodium tetrahydroborate
Conditions | Yield |
---|---|
In methanol a 15 equiv of NaBH4 was added to a soln. of complex in methanol, the mixt. was allowed to stir at room temp. for 2 h, ppt. was filtered off, dissolved in H2O, aq. satd. NaClO4 was added dropwise, cooled; ppt. was filtered, washed with ice-cold water and then ether; | 100% |
sodium tetrahydroborate
(2,6-bis[(di-t-butylphosphino)methyl]phenyl)chloronickel
(2,6-bis[(di-t-butylphosphino)methyl]phenyl)hydridonickel
Conditions | Yield |
---|---|
In ethanol; benzene excess of NaBH4, stirring in C6H6/EtOH=1:1 for 20 h at 20°C, addn. of further NaBH4. stirring for 3 h; addn. of water and C6H6, evapn. of C6H6-layer; | 100% |
sodium tetrahydroborate
[2,6-bis(2-(2-mercaptophenyl)1-methyl-2-azaethenyl)pyridine]zinc(II)
[2,6-bis(1-(2-mercaptoanilino)ethyl)pyridine]zinc(II)
Conditions | Yield |
---|---|
In ethanol; N,N-dimethyl-formamide all manipulations under Ar atm.; soln. of NaBH4 in EtOH/DMF (1/4) added dropwise to soln. of complex in DMF at 0°C, stirred at room temp for 2 h; DMF/EtOH removed in vac., residue dissolved in MeOH, pptd. by addn. of water; elem. anal.; | 100% |
sodium tetrahydroborate
(1S,2R,3S,4R)-3-methoxymethyl-2-triphenylstannylbicyclo[2.2.1]heptane(-)
iodine
diphenyl[(1S,2R,3S,4R)-3-(1-methoxymethyl)bicyclo[2.2.1]heptan-2-yl]tin hydride
Conditions | Yield |
---|---|
In dichloromethane I2 addn. to Sn-compd. soln. (DCM), stirring 1 h at room temp., concn. (reduced pressure), B-compd. soln. (EtOH), after 1 h mixt. partitioning between satd. aq. NH4Cl and Et2O, aq. phase extn. (Et2O), extract drying (MgSO4), concn. (reduced pressure); | 100% |
sodium tetrahydroborate
[(5,7-dimethyl-6-benzyl-1,4,8,11-tetraazacyclotetradeca-4,7-diene)nickel(II)] nitrate iodide
water
Conditions | Yield |
---|---|
In methanol a large excess of NaBH4 was added to a soln. of complex in methanol, themixt. was allowed to stir at room temp. for 2 h, ppt. was filtered off, dissolved in H2O, aq. satd. NaClO4 was added dropwise, cooled; ppt. was filtered, washed with ice-cold water and then ether; elem. anal.; | 100% |
sodium tetrahydroborate
diphenyl[(1S,2R,3S,4R)-3-hydroxymethylbicyclo[2.2.1]heptan-2-yl]tin hydride
Conditions | Yield |
---|---|
In ethanol B-compd. soln. addn. to Sn-compd. soln. at ambient temp., mixt. concn. (reduced pressure) after 30 min, residue partitionation between satd. aq.NH4Cl and Et2O, aq. phase extn. (Et2O), org. extract drying (MgSO4), co ncn. (reduced pressure); | 100% |
sodium tetrahydroborate
1,1,1,3',3',3'-hexafluoro-propanol
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; | 100% |
sodium tetrahydroborate
carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II)
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 100% |
sodium tetrahydroborate
1,2-dimethoxyethane
5-nitro-2H-tetrazole
B
hydrogen
Conditions | Yield |
---|---|
at 20℃; for 4h; Inert atmosphere; | A 100% B 3.9 mmol |
sodium tetrahydroborate
1,2-dimethoxyethane
5-(trinitromethyl)-2H-tetrazole
B
hydrogen
Conditions | Yield |
---|---|
at 20℃; for 4h; Inert atmosphere; | A 100% B 3.8 mmol |
sodium tetrahydroborate
1,2-dimethoxyethane
5-(fluorodinitromethyl)tetrazole
B
hydrogen
Conditions | Yield |
---|---|
at 20℃; for 4h; Inert atmosphere; | A 100% B 3.7 mmol |
sodium tetrahydroborate
1,2-dimethoxyethane
3,5-dinitro-1H-1,2,4-triazole
B
hydrogen
Conditions | Yield |
---|---|
at 20℃; for 4h; Inert atmosphere; | A 100% B 4.1 mmol |
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane Schlenk technique; Inert atmosphere; | 100% |
In tetrahydrofuran at 20℃; for 0.75h; |
sodium tetrahydroborate
trimethylsilyl cyanide
sodium dicyanodihydridoborate
Conditions | Yield |
---|---|
for 48h; Inert atmosphere; Reflux; | 100% |
sodium tetrahydroborate
Conditions | Yield |
---|---|
With ethanol for 1h; Inert atmosphere; Reflux; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran; benzene-d6 at 20℃; for 1h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With zinc(II) chloride In tetrahydrofuran for 4h; Reagent/catalyst; Reflux; | 99.6% |
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