1067-52-3

Basic information

• Product Name: TRI-N-BUTYLTIN METHOXIDE
• Synonyms: TRI-N-BUTYLMETHOXYTIN;TRI-N-BUTYLTIN METHOXIDE;TRI-N-BUTYLTIN METHYLATE;TRIBUTYLTIN METHOXIDE;tri-n-butyltin methanolate;Stannane, tributylmethoxy-;methoxytri-n-butylstannane;Methoxytributylstannane
• CAS NO: 1067-52-3
• Molecular Formula: C₁₃H₃₀OSn
• Molecular Weight: 321.09
• EINECS: 213-933-5
• Product Categories: OrganotinsMicro/Nanoelectronics;Organometallic Reagents;Organotin;Solution Deposition Precursors;Tin
• Mol File: 1067-52-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 95-97℃
• Boiling Point: 97-97.5 °C0.06 mm Hg(lit.)
• Flash Point: 210 °F
• Appearance: Clear colorless/Liquid
• Density: 1.115 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.472(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 3600960
• CAS DataBase Reference: TRI-N-BUTYLTIN METHOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRI-N-BUTYLTIN METHOXIDE(1067-52-3)
• EPA Substance Registry System: TRI-N-BUTYLTIN METHOXIDE(1067-52-3)

Safety Data

• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61
• RIDADR: UN 2788 6.1/PG 3
• WGK Germany: 3
• TSCA: No
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 1067-52-3(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

For a review on tin reagents in organic synthesis see Aldrichimica Acta.

InChI:InChI=1/3C4H9.CH3O.Sn/c3*1-3-4-2;1-2;/h3*1,3-4H2,2H3;1H3;/q;;;-1;+1/rC12H27Sn.CH3O/c1-4-7-10-13(11-8-5-2)12-9-6-3;1-2/h4-12H2,1-3H3;1H3/q+1;-1

Synthetic route

methyl tributyltin carbonate (17207-78-2) → carbon dioxide (124-38-9) + tributyltin methoxide (1067-52-3)

Conditions	Yield
In not given tin compd. was recovered at room temp. under vac.;	A n/a B 100%

methanol (67-56-1) + allyltributylstanane (24850-33-7) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at room temp. for 23 h;	98%

methanol (67-56-1) + dimethylamino tributyltin (1067-24-9) → tributyltin methoxide (1067-52-3)

Conditions	Yield
In diethyl ether excess of CH3OH;	97%

carbonic acid dimethyl ester (616-38-6) + bis(tri-n-butyltin)oxide (56-35-9) → tributyltin methoxide (1067-52-3)

Conditions	Yield
In neat (no solvent) byproducts: CO2; 130-135°C; 40 min; reflux;	96%
at 90℃; for 18h; Inert atmosphere;	93%

methanol (67-56-1) + tri-n-butyl-tin hydride (688-73-3) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With methanesulfonic acid In dichloromethane at room temp. for 16 h;	87%
With trifluorormethanesulfonic acid In dichloromethane at room temp. for 16 h;	82%
With trifluoroacetic acid In dichloromethane at room temp. for 16 h;	65%

tributyltin chloride (1461-22-9) + sodium methylate (124-41-4) → tributyltin methoxide (1067-52-3)

Conditions	Yield
In toluene for 6h; Reflux;	80%
In methanol; toluene byproducts: NaCl; (Ar); Schlenk tube technique; Bu3SnCl in toluene was added dropwise to NaOCH3 in methanol; mixt. was refluxed for 6 h; NaCl was centrifuged; solvent was removed in vac.; residue was distd. under reduced pressure; elem. anal.;	75%

methanol (67-56-1) + (N,N-diethylamino)tributyltin (1066-87-1) → tributyltin methoxide (1067-52-3)

Conditions	Yield
In Petroleum ether excess of CH3OH;	80%

(C4H9)3SnOC5H8CH(CH3)COOCH3 (66957-28-6) → ethylidenecyclopentane (2146-37-4) + tributyltin methoxide (1067-52-3) + cyclopentanone (120-92-3)

Conditions	Yield
byproducts: (C4H9)3SnCH(CH3)COOCH3, CO2; 60 % decompn. at 180°C/5 Torr within 8 h;	A 72% B n/a C 28%
byproducts: (C4H9)3SnCH(CH3)COOCH3, CO2; 60 % decompn. at 180°C/5 Torr within 8 h;	A 72% B n/a C 28%
byproducts: (C4H9)3SnCH(CH3)COOCH3, CO2; 63 % decompn. at 200°C/5 Torr within 5 h;	A 68% B n/a C 32%
byproducts: (C4H9)3SnCH(CH3)COOCH3, CO2; 63 % decompn. at 200°C/5 Torr within 5 h;	A 68% B n/a C 32%

(C4H9)3SnOC6H10CH(CH3)COOCH3 (66957-29-7) → ethylidenecyclohexane (1003-64-1) + tributyltin methoxide (1067-52-3) + cyclohexanone (108-94-1) + methyl 2-(tributylstannyl)propionate (142653-20-1)

Conditions	Yield
byproducts: CO2; 52 % decompn. at 150°C/0.8 Torr for 8 h;	A 71% B n/a C 29% D n/a
byproducts: CO2; 52 % decompn. at 150°C/0.8 Torr for 8 h;	A 71% B n/a C 29% D n/a
byproducts: CO2; 52 % decompn. at 200°C/8 Torr for 4.5 h;	A 66% B n/a C 34% D n/a
byproducts: CO2; 52 % decompn. at 200°C/8 Torr for 4.5 h;	A 66% B n/a C 34% D n/a

methanol (67-56-1) + tributyltin chloride (1461-22-9) + sodium methylate (124-41-4) → tributyltin methoxide (1067-52-3)

Cyclopropyl methyl ketone (765-43-5) + tri-n-butyl-tin hydride (688-73-3) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With methanol In methanol byproducts: CH3COC3H7; Irradiation (UV/VIS);

methanol (67-56-1) + tri-n-butyl-tin hydride (688-73-3) + 1,3-Diphenyl-1-(tri-n-butylstannyloxy)-propen → (C4H9)3SnOCH(C6H5)CH2CH2C6H5 + tributyltin methoxide (1067-52-3)

Conditions	Yield
In methanol Irradiation (UV/VIS);

methanol (67-56-1) + tri-n-butyl-tin hydride (688-73-3) + 1-Phenyl-1-(tri-n-butylstannyloxy)-propen (82215-67-6) → (C4H9)3SnOCH(C6H5)CH2CH3 + tributyltin methoxide (1067-52-3)

Conditions	Yield
In methanol Irradiation (UV/VIS);

methanol (67-56-1) + (C6H5)3SnOC(C6H5)CHCH3 (91258-08-1) + tri-n-butyl-tin hydride (688-73-3) → (C6H5)3SnOCH(C6H5)CH2CH3 + tributyltin methoxide (1067-52-3)

Conditions	Yield
In methanol Irradiation (UV/VIS);

1.1.1-Tribrom-2.2-bis--ethan (14630-24-1) → tributyltin methoxide (1067-52-3) + tributyltin formate (5847-51-8)

Conditions	Yield
With methanol at 33°C, 2 h;
With CH3OH at 33°C, 2 h;

1.1.1-Trichlor-2.2-bis--ethan (14630-23-0) → tributyltin methoxide (1067-52-3) + tributyltin formate (5847-51-8)

Conditions	Yield
With methanol at 55°C, 6 h or at 33°C, 66 h;
With CH3OH at 55°C, 6 h or at 33°C, 66 h;

deuteromethanol (1455-13-6) + tributyltin deuteride (6180-99-0) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With acetylene In methanol byproducts: olefine; reaction at 150-155°C;;
With olefine In methanol byproducts: alkane; reaction at 150-155°C;;

(C4H9)3SnOC(OCH3)NSO2C6H5 (53888-85-0, 53888-81-6) + di-n-propylamine (142-84-7) → tributyltin methoxide (1067-52-3)

Conditions	Yield
byproducts: C6H5NHCON(C3H7)2;
byproducts: C6H5NHCON(C3H7)2;

tributyl-tribromomethyl-stannane (23897-61-2) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With methanol In methanol byproducts: CHBr3;
With CH3OH In methanol byproducts: CHBr3;

3-methyl-2-(tributylstannyl)butanenitrile (18428-85-8) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With CH3OH In methanol byproducts: (CH3)2CHCH2CN; refluxing;;

<1-Aethoxycarbonyl-2-methylpropyl-(1)>-tributylzinn (18428-84-7) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With CH3OH In methanol byproducts: (CH3)2CHCH2COOC2H5; refluxing;;

1.1.1.3.3.3-Hexachlor-2-methoxy-2--propan (14630-19-4) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With methanol byproducts: CCl3COOCH3, CHCl3; at 33°C for 2-3 h;
With CH3OH byproducts: CCl3COOCH3, CHCl3; at 33°C for 2-3 h;

(C4H9)3SnOC(C6H5)2CH(CH3)COOCH3 (66957-27-5) → benzophenone (119-61-9) + 1,1-diphenyl-1-propene (778-66-5) + tributyltin methoxide (1067-52-3) + methyl 2-(tributylstannyl)propionate (142653-20-1)

Conditions	Yield
byproducts: CO2; thermal decompn. at 160°C/0.3 Torr for 7 h or at 200°C/0.5 Torr for 0.75 h; ketone to olefin ratio = 62:38 or 65:35;
byproducts: CO2; thermal decompn. at 160°C/0.3 Torr for 7 h or at 200°C/0.5 Torr for 0.75 h; ketone to olefin ratio = 62:38 or 65:35;

1.1.1-Tribrom-2-methoxy-2--ethan (14630-17-2) → tributyltin methoxide (1067-52-3)

Conditions	Yield
With methanol byproducts: HCOOCH3, CHBr3; at 55°C for 1 d or at 33°C for 3-4 d;
With CH3OH byproducts: HCOOCH3, CHBr3; at 55°C for 1 d or at 33°C for 3-4 d;

(C4H9)3SnOC(C2H5)2CH(CH3)COOCH3 (66957-24-2) → tributyltin methoxide (1067-52-3) + methyl 2-(tributylstannyl)propionate (142653-20-1)

Conditions	Yield
byproducts: CH3COC2H5, (C2H5)2CCHCH3, CO2; thermal decompn. at 180°C (10 Torr) for 2.5 h and at 200°C (30 Torr) for 1.5 h;
byproducts: CH3COC2H5, (C2H5)2CCHCH3, CO2; thermal decompn. at 180°C (10 Torr) for 2.5 h and at 200°C (30 Torr) for 1.5 h;

(C4H9)3SnOC(CH3)(C3H7)CH(CH3)COOCH3 (66957-25-3, 66957-31-1) → tributyltin methoxide (1067-52-3) + methyl 2-(tributylstannyl)propionate (142653-20-1)

Conditions	Yield
byproducts: CH3CO(i-C3H7), CH3(i-C3H7)CCHCH3, CO2; thermal decompn. at 200°C for 0.75 h;
byproducts: CH3CO(i-C3H7), CH3(i-C3H7)CCHCH3, CO2; thermal decompn. at 200°C for 0.75 h;

(C4H9)3SnOC(CH3)(C6H5)CH(CH3)COOCH3 (66957-26-4, 66957-32-2) → 2-phenylbut-2-ene (767-99-7, 768-00-3, 2082-61-3) + tributyltin methoxide (1067-52-3) + acetophenone (98-86-2) + methyl 2-(tributylstannyl)propionate (142653-20-1)

Conditions	Yield
byproducts: CO2; thermal decompn. at 160°C/0.3 Torr for 12 h or at 200°C/5 Torr for 3 h; ketone:olefin ratio = 79:21 or 72:28;
byproducts: CO2; thermal decompn. at 160°C/0.3 Torr for 12 h or at 200°C/5 Torr for 3 h; ketone:olefin ratio = 79:21 or 72:28;

(C4H9)3SnOC(CH3)(C2H5)CH(CH3)COOCH3 (66957-23-1, 66957-30-0) → tributyltin methoxide (1067-52-3) + methyl 2-(tributylstannyl)propionate (142653-20-1)

Conditions	Yield
byproducts: CH3COC2H5, CH3(C2H5)CCHCH3, CO2; thernal decompn. at 180°C for 2 h or at 200°C for 0.75 h;
byproducts: CH3COC2H5, CH3(C2H5)CCHCH3, CO2; thernal decompn. at 180°C for 2 h or at 200°C for 0.75 h;

(C4H9)3SnOC(CH3)2CH(CH3)COOCH3 (66957-22-0) → tributyltin methoxide (1067-52-3) + methyl 2-(tributylstannyl)propionate (142653-20-1)

Conditions	Yield
byproducts: CH3COCH3, (CH3)2CCHCH3, CO2; decompn. at 180°C for 6 h or at 200°C for 2 h;
byproducts: CH3COCH3, (CH3)2CCHCH3, CO2; decompn. at 180°C for 6 h or at 200°C for 2 h;

β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (114682-36-9, 14218-11-2, 14218-30-5, 61198-88-7, 108438-33-1, 108836-02-8, 127305-34-4, 151377-77-4) + tributyltin methoxide (1067-52-3) → 3,4,6-tri-O-benzoyl-1,2-O-[1-exo-(methoxy)benzylidene]-α-D-glucopyranoside (92761-43-8)

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane	100%

tributyltin methoxide (1067-52-3) + diborane (19287-45-7) → tri-n-butyl-tin hydride (688-73-3)

Conditions	Yield
In pentane -78°C; 3 h;	100%
In not given	99.8%
In not given	99.8%

sulfur dioxide (7446-09-5) + tributyltin methoxide (1067-52-3) → Methyl-tributylzinnsulfit (17207-80-6)

Conditions	Yield
exothermic;	100%
In Petroleum ether 50 min;

bromal (115-17-3) + tributyltin methoxide (1067-52-3) → 1.1.1-Tribrom-2-methoxy-2--ethan (14630-17-2)

Conditions	Yield
In neat (no solvent) addn. of tributyltin alkoxide to aldehyde (1:1 mole ratio) at 33°C; proved by NMR;	100%
In neat (no solvent) addn. of tributyltin alkoxide to aldehyde (1:1 mole ratio) at 33°C; proved by NMR;	100%
1:1.1;	85-100

tributyltin methoxide (1067-52-3) + allyl bromide (106-95-6) → tributyltin bromide (1461-23-0)

Conditions	Yield
reflux; 4 h;	100%

1,1,1,3,3,3-hexachloro-propan-2-one (116-16-5) + tributyltin methoxide (1067-52-3) → tributyl-trichloromethyl-stannane (5764-62-5)

Conditions	Yield
byproducts: CCl3COOCH3; 1:1.1; 33°C / 7 d and 55°C / 4 h;	100%
byproducts: Cl3CCOOCH3; 55°C, 4 h;;
byproducts: Cl3CCOOCH3; 55°C, 4 h;;

1,1,1,3,3,3-hexachloro-propan-2-one (116-16-5) + tributyltin methoxide (1067-52-3) → 1.1.1.3.3.3-Hexachlor-2-methoxy-2--propan (14630-19-4)

Conditions	Yield
In tetrachloromethane 1:1;	100%
In neat (no solvent) addn. of tributyltin alkoxide to ketone (1:1 mole ratio) at 33°C; proved by NMR;	100%
In neat (no solvent) addn. of tributyltin alkoxide to ketone (1:1 mole ratio) at 33°C; proved by NMR;	100%

1,1,3-trichloro-1,3,3-trifluoroacetone (79-52-7) + tributyltin methoxide (1067-52-3) → 1.1.3-Trichlor-1.3.3-trifluor-2-methoxy-2--propan (14630-20-7)

Conditions	Yield
1:1.1;	100%
In neat (no solvent) addn. of tributyltin alkoxide to ketone (1:1 mole ratio) at 33°C; proved by NMR;	100%
In neat (no solvent) addn. of tributyltin alkoxide to ketone (1:1 mole ratio) at 33°C; proved by NMR;	100%

tributyltin methoxide (1067-52-3) + chloral (75-87-6) → 1.1.1-Trichlor-2-methoxy-2--ethan (14630-16-1)

Conditions	Yield
In neat (no solvent) addn. of tributyltin alkoxide to aldehyde (1:1 mole ratio) at 33°C; proved by NMR;	100%
In neat (no solvent) addn. of tributyltin alkoxide to aldehyde (1:1 mole ratio) at 33°C; proved by NMR;	100%
1:1.1;	85-100

pivaloyl fluoride (1478-62-2) + tributyltin methoxide (1067-52-3) → tributyltin fluoride (1983-10-4)

Conditions	Yield
0°C; <1 min;	100%

tributyltin methoxide (1067-52-3) + 2,4,6-tris(trimethylsiloxy)-1,3,5-triazine (60739-94-8) → 1,3,5-tris-tributylstannanyl-[1,3,5]triazinane-2,4,6-trione (752-58-9)

Conditions	Yield
150°C;	100%

tributyltin methoxide (1067-52-3) + cyclohexanol (108-93-0) → Cyclohexyloxy-tributyl-stannan (1749-41-3)

Conditions	Yield
heating;	100%

perfluorobenzaldehyde (653-37-2) + tributyltin methoxide (1067-52-3) → α-Methoxy-α--pentafluortoluol (14630-18-3)

Conditions	Yield
1:1.1;	100%
	100%
	100%

carbon dioxide (124-38-9) + tributyltin methoxide (1067-52-3) → methyl tributyltin carbonate (17207-78-2)

Conditions	Yield
In Petroleum ether 1 h;	100%
In chloroform-d1 (Ar); Schlenk tube technique; tin compd. was dissolved in CDCl3; CO2 was admitted at room temp.; molar ratio CO2:Sn = 1; stirred under CO2 for 2 h; NMR monitoring; not isolated;
In tetrahydrofuran (Ar); Schlenk tube technique; tin compd. was dissolved in THF; CO2 was admitted at room temp. for 30 min; molar ratio CO2:Sn = 1;

tributyltin methoxide (1067-52-3) + isovaleraldehyde (590-86-3) → (C4H9)3SnOCH(C4H9)OCH3

Conditions	Yield
addn. of tributyltin alkoxide to aldehyde;	100%
addn. of tributyltin alkoxide to aldehyde;	100%

tributyltin methoxide (1067-52-3) → 1--1-methoxy-ethan (14630-14-9)

Conditions	Yield
With acetaldehyde In neat (no solvent) addn. of tributyltin alkoxides to aldehyde (1:1 mole ratio) at 33°C; proved by NMR;	100%
With CH3CHO In neat (no solvent) addn. of tributyltin alkoxides to aldehyde (1:1 mole ratio) at 33°C; proved by NMR;	100%

HOC(CH3)(C2H5)CH(CH3)COOCH3 (61841-03-0) + tributyltin methoxide (1067-52-3) → (C4H9)3SnOC(CH3)(C2H5)CH(CH3)COOCH3 (66957-23-1, 66957-30-0)

Conditions	Yield
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%

2-(1-hydroxy-cyclopentyl)-propionic acid methyl ester (342616-68-6) + tributyltin methoxide (1067-52-3) → (C4H9)3SnOC5H8CH(CH3)COOCH3 (66957-28-6)

Conditions	Yield
byproducts: CH3OH; equimolar amts. of educts, heating; remove alc.;	100%
byproducts: CH3OH; equimolar amts. of educts, heating; remove alc.;	100%

tributyltin methoxide (1067-52-3) + methyl 3-ethyl-3-hydroxy-2-methyl-pentanoate (132699-28-6) → (C4H9)3SnOC(C2H5)2CH(CH3)COOCH3 (66957-24-2)

Conditions	Yield
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%

HOC(CH3)(C3H7)CH(CH3)COOCH3 (342616-33-5) + tributyltin methoxide (1067-52-3) → (C4H9)3SnOC(CH3)(C3H7)CH(CH3)COOCH3 (66957-25-3, 66957-31-1)

Conditions	Yield
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%

3-hydroxy-2-methyl-3-phenylbutyric acid methyl ester (57956-39-5) + tributyltin methoxide (1067-52-3) → (C4H9)3SnOC(CH3)(C6H5)CH(CH3)COOCH3 (66957-26-4, 66957-32-2)

Conditions	Yield
byproducts: CH3OH; equimolar amts. of educts, heating; remove alc.;	100%
byproducts: CH3OH; equimolar amts. of educts, heating; remove alc.;	100%

methyl 3,3-diphenyl-3-hydroxy-2-methyl-propanoate (119020-91-6) + tributyltin methoxide (1067-52-3) → (C4H9)3SnOC(C6H5)2CH(CH3)COOCH3 (66957-27-5)

Conditions	Yield
byproducts: CH3OH; equimolar amts. of educts, heating; remove alc.;	100%
byproducts: CH3OH; equimolar amts. of educts, heating; remove alc.;	100%

(R,S)-3-hydroxy-2,3-dimethylbutansaeuremethylester (90046-82-5) + tributyltin methoxide (1067-52-3) → (C4H9)3SnOC(CH3)2CH(CH3)COOCH3 (66957-22-0)

Conditions	Yield
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%
byproducts: CH3OH; heating of equimolar amts. of educts, removing of alc.;	100%

triethanolamine (102-71-6) + tributyltin methoxide (1067-52-3) → tris(2-tri-n-butylstannoxyethyl)amine (188416-50-4)

Conditions	Yield
In benzene reflux (4 h); removal of solvent and excess educt by distn. in vacuo; elem. anal.;	100%

tributyltin methoxide (1067-52-3) + orthotelluric acid (7803-68-1) → mer-(Bu3SnO)3Te(OH)3 (448898-57-5)

Conditions	Yield
In toluene byproducts: MeOH; under Ar, 3 equiv. of Sn-compd. and Te(OH)6 were heated in toluene at 85°C until Te-compd. was dissolved (ca. 4 h), then further 2 h at 110 °C; volatiles were removed in vac., elem. anal.;	100%

Trimethyl(methylthio)silane (3908-55-2) + tributyltin methoxide (1067-52-3) → tributyl(methylthio)stannane (17314-32-8)

Conditions	Yield
byproducts: (CH3)3SiOCH3; cooling, then heating;	99%

(-)-menthol (2216-51-5) + tributyltin methoxide (1067-52-3) → tributyl-(-)-menthoxystannane (114673-72-2)

Conditions	Yield
In neat (no solvent) byproducts: MeOH; mixt. of (-)-menthol and tributylmethoxystannane heated (formed MeOH removed continuously during react.); distn.; elem. anal.;	99%

1,1,1-tri(hydroxymethyl)propane (77-99-6) + tributyltin methoxide (1067-52-3) → 1,1,1-tris(tributyltinoxymethyl) propane (79428-57-2)

Conditions	Yield
In neat (no solvent) 1,1,1-trymethylolpropane to methoxytributyltin ratio 1:3; mixed, heatedat 100-150°C for 1 h at P=50 mm; evacuated to P=1 mm for 0.5 h, heated at 190-220°C; distd., IR, elem. anal.;	99%

2-bromostyrene (2039-88-5) + tributyltin methoxide (1067-52-3) + bis(pinacol)diborane (73183-34-3) → (1-(2-bromophenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)tributylstannane

Conditions	Yield
With (R)-(5-(tert-butylsulfinyl)spiro[benzo[d][1,3]dioxole-2,1'-cyclopentane]-4-yl)diphenylphosphine; copper(l) chloride In tetrahydrofuran at 20℃; for 12h; Glovebox; Inert atmosphere; enantioselective reaction;	99%

Upstream product

• 616-38-6 carbonic acid dimethyl ester 
• 56-35-9 bis(tri-n-butyltin)oxide 
• 1461-22-9 tributyltin chloride 
• 124-41-4 sodium methylate 
• 765-43-5 Cyclopropyl methyl ketone 
• 688-73-3 tri-n-butyl-tin hydride 
• 67-56-1 methanol 
• 1067-24-9 dimethylamino tributyltin 
• 1066-87-1 (N,N-diethylamino)tributyltin 
• 82215-67-6 1-Phenyl-1-(tri-n-butylstannyloxy)-propen 
• 91258-08-1 (C₆H₅)3SnOC(C₆H₅)CHCH₃ 
• 24850-33-7 allyltributylstanane 
• 1455-13-6 deuteromethanol 
• 6180-99-0 tributyltin deuteride 

Downstream Products

• 61266-55-5 (4,4-dimethyloxetan-2-yl)methanol 
• 116756-89-9 3-(4-Chloro-phenyl)-2-oxo-[1,3]oxazinane-4-carboxylic acid methyl ester 
• 116756-90-2 2-Oxo-3-(toluene-4-sulfonyl)-[1,3]oxazinane-4-carboxylic acid methyl ester 
• 116756-87-7 2-Oxo-3-phenyl-[1,3]oxazinane-4-carboxylic acid methyl ester 
• 116756-92-4 2-[(Z)-Phenylimino]-[1,3]oxathiane-4-carboxylic acid methyl ester 
• 116756-88-8 2-Oxo-3-p-tolyl-[1,3]oxazinane-4-carboxylic acid methyl ester 
• 116756-93-5 3-Phenyl-2-[(E)-phenylimino]-[1,3]oxazinane-4-carboxylic acid methyl ester 
• 134255-03-1 2-[(S)-((S)-1-Ethoxycarbonyl-ethoxycarbonyl)-methoxy-(2-methoxycarbonyl-benzoylamino)-methyl]-5-methyl-6H-[1,3]thiazine-4-carboxylic acid methyl ester 
• 134255-02-0 2-[(R)-((S)-1-Ethoxycarbonyl-ethoxycarbonyl)-methoxy-(2-methoxycarbonyl-benzoylamino)-methyl]-5-methyl-6H-[1,3]thiazine-4-carboxylic acid methyl ester 
• 106753-53-1 methyl (E)-N-tert-butylbenzimidate 
• 146060-94-8 methyl (2R*,3S*)-3-benzylamino-2-(tert-butyldimethylsilyl)-4-methylpentanoate 
• 18187-24-1 sym-tetramethyldimethoxydisiloxane 
• 360-53-2 1,3,3,3-tetrafluoro-1-methoxy-2-trifluoromethyl-propene 
• 97337-40-1 3-phenyl-1-(4-bromophenyl)-3-methoxy-1-propene 

Relevant articles and documents

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A new method for the synthesis of stannyl ethers by acid-catalyzed reaction of alcohols with allyltributylstannane

Stannyl ethers are prepared by triflic acid-catalyzed reaction of alcohols with tributylstannane or allyltributylstannane at room temperature. The stannyl ethers thus prepared can be successfully used for the β-bromogycoside-mediated glycosylation reactions.

Effect of tributyltin alkoxides chain length on the ring-opening polymerization of ε-caprolactone: Kinetics studies by non-isothermal DSC

The kinetics of ring-opening polymerization (ROP) of ε-caprolactone (ε-CL) initiated by 1.0 mol% of the tributyltin alkoxides (Bu3SnOR; R = Me, Et, nPr and nBu) was investigated by non-isothermal DSC technique. The DSC curves showed the depende

Tin-Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles: Homogeneous and Heterogeneous Procedures

The preparation of 5-substituted 1H-tetrazoles was efficiently achieved by reaction of trimethylsilylazide with nitriles using a triorganotin alkoxide precatalyst. The reaction mechanism was first investigated using a homogeneous tributyltin derivative and was explored through experimental investigations and DFT calculations. A heterogeneous version was then developed using a polymer-supported organotin alkoxide and afforded an efficient method for the preparation of tetrazoles in high yields with an easy work-up and a residual tin concentration in the desired products compatible for pharmaceutical applications (less than 10 ppm). (Figure presented.).