1118-46-3

Basic information

• Product Name: Butyltin trichloride
• Synonyms: butylstanniumtrichloride;butyltrichloro-stannan;chloridn-butylcinicity;chloridn-butylcinicity(czech);mono-n-butyltintrichloride;monotributyltintrichloride;n-butyl-titrichloride;Stannane, butyltrichloro
• CAS NO: 1118-46-3
• Molecular Formula: C₄H₉Cl₃Sn
• Molecular Weight: 282.18
• EINECS: 214-263-6
• Product Categories: organotin compound;It is especially helpful for glass container manufacturers;Mainly used in powder paint and coatings used in the synthesis of saturated polyester, may also used for polyurethane used in the aromatic polyester polyol
• Mol File: 1118-46-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: -63°C
• Boiling Point: 93 °C10 mm Hg(lit.)
• Flash Point: 178 °F
• Appearance: colorless to yellow/liquid
• Density: 1.693 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.12mmHg at 25°C
• Refractive Index: n20/D 1.523(lit.)
• Solubility: 1000g/L in organic solvents at 20 ℃
• Water Solubility: SOLUBLE
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: Butyltin trichloride(CAS DataBase Reference)
• NIST Chemistry Reference: Butyltin trichloride(1118-46-3)
• EPA Substance Registry System: Butyltin trichloride(1118-46-3)

Safety Data

• Hazard Codes: C,N,Xn
• Statements: 20/21/22-34-20/21-50/53-37-20
• Safety Statements: 26-27-28-36/37/39-45-61-60
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 1
• RTECS: WH6780000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 1118-46-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear yellow liquid

Uses

Glass hot end spraying

Hazard

Moderately toxic by ingestion. A severe skin and eye irritant.

Flammability and Explosibility

Notclassified

Safety Profile

Moderately toxic by ingestion. A severe sktn and eye irritant. Mutation data reported, See also TIN COMPOUNDS. When heated to decomposition it emits toxic fumes of Cl-.

InChI:InChI=1/C4H9.3ClH.Sn/c1-3-4-2;;;;/h1,3-4H2,2H3;3*1H;/q;;;;+3/p-3/rC4H9Cl3Sn/c1-2-3-4-8(5,6)7/h2-4H2,1H3

Synthetic route

tetra-n-butyltin(IV) (1461-25-2) + tin(IV) chloride (7646-78-8) → Trichlorbutylstannan (1118-46-3) + dibutyltin chloride (683-18-1)

Conditions	Yield
molar ratio of Sn(C4H9)4:SnCl4 = 1:3, 8 h, 203°C;	A 96% B n/a
molar ratio of Sn(C4H9)4:SnCl4 = 1:3, 8 h, 203°C;	A 96% B n/a
molar ratio of Sn(C4H9)4:SnCl4 = 1:2, 3 h, 100°C;

dibutyltin chloride (683-18-1) + tin(IV) chloride (7646-78-8) → Trichlorbutylstannan (1118-46-3) + tin(ll) chloride

Conditions	Yield
cis-dichlorobis(triphenylphosphine)platinum(II) In toluene stirred for 2 h at 110°C, catalyst added stirred for 12 h at 110°C; cooled to room temp., filtered, ppt. (SnCl2) washed (toluene), dried, filtrate evapd. (vac.), distilled (90°C/11 mm Hg);	A 83% B 3.7%
cis-dichlorobis(triphenylphosphine)platinum(II) In toluene stirred for 12 h at 110°C; cooled to room temp., filtered, ppt. (SnCl2) washed (toluene), dried, filtrate evapd. (vac.), distilled (90°C/11 mm Hg); elem. anal.;	A 80% B 13%
cis-dichlorobis(triphenylphosphine)platinum(II) In o-xylene stirred for 12 h at 110°C; cooled to room temp., filtered, ppt. (SnCl2) washed (toluene), dried; NMR;	A n/a B 19%

hydrogenchloride (7647-01-0) + butyltriphenyltin (2847-57-6) → Trichlorbutylstannan (1118-46-3)

Conditions	Yield
In diethyl ether; dichloromethane at -78 - 20℃; for 12.5h;	80%
In diethyl ether; dichloromethane at -78 - 20℃; for 12.5h;	80%

n-Butyl chloride (109-69-3) → Trichlorbutylstannan (1118-46-3)

Conditions	Yield
With stannous chloride; iodine; magnesium In tetrahydrofuran; toluene	55%

2-Phenylbutyryl chloride (36854-57-6) + butyltriphenyltin (2847-57-6) → 1,2-diphenyl-butan-1-one (16282-16-9) + Trichlorbutylstannan (1118-46-3)

Conditions	Yield
With indium In neat (no solvent) at 80℃; for 0.25h; Inert atmosphere; Sonication; regioselective reaction;	A 25% B n/a

butyl magnesium bromide (693-04-9) + SnCl4 → Trichlorbutylstannan (1118-46-3)

tetra-n-butyltin(IV) (1461-25-2) + tin(IV) chloride (7646-78-8) → Trichlorbutylstannan (1118-46-3) + dibutyltin chloride (683-18-1) + tributyltin chloride (1461-22-9)

Conditions	Yield
With aluminium trichloride 6 h, 100°C;
200°C, 10 Torr;
molar ratio of educts = 1:1, 0-20°C;
With aluminium trichloride 6 h, 100°C;
200°C, 10 Torr;

tetra-n-butyltin(IV) (1461-25-2) + tin(IV) chloride (7646-78-8) → Trichlorbutylstannan (1118-46-3)

Conditions	Yield
6 h, 160°C;

tetra-n-butyltin(IV) (1461-25-2) + tin(IV) chloride (7646-78-8) → Trichlorbutylstannan (1118-46-3) + tributyltin chloride (1461-22-9)

Conditions	Yield
molar ratio of educts = 1:1, 0-50°C;

Trichlorbutylstannan (1118-46-3) + tetramethylstannane (594-27-4) → dimethyltin dichloride (753-73-1) + butyl-methyl-tin dichloride (15649-24-8)

Conditions	Yield
2-fold excess of C4H9SnCl3, 180°C, 2h;	A n/a B 99.4%
2-fold excess of C4H9SnCl3, 180°C, 2h;	A n/a B 99.4%

ammonium hydroxide (1336-21-6) + Trichlorbutylstannan (1118-46-3) + sodium carbonate (497-19-8) → n-butylstannoic acid (2273-43-0)

Conditions	Yield
In water at 60℃; for 2.5h; Temperature;	99.4%

Trichlorbutylstannan (1118-46-3) + sodium O,O-diisopropyl dithiophosphate (27205-99-8) → BuSn(S2P(OPr-i)2)2Cl

Conditions	Yield
In benzene byproducts: sodium chloride; BuSnCl3 in benzene added to suspn. (Pr-i-O)2PS2Na in benzene (molar ratio 1:2) and mixt. refluxed for 3 h; NaCl filtered off, solvent removed under reduced pressure; elem. anal.;	99%

1-benzylimidazole (4238-71-5) + Trichlorbutylstannan (1118-46-3) → [C4H9SnCl3(C6H5CH2C3H3N2)2] (175351-02-7)

Conditions	Yield
In diethyl ether room temp.; filtration, washing (Et2O); elem. anal.;	99%

thiobenzoic acid potassium salt (28170-13-0) + Trichlorbutylstannan (1118-46-3) → (butyl)Sn(Cl)2(thiobenzoate) (869111-75-1)

Conditions	Yield
In dichloromethane byproducts: KCl; soln. of butyltin trichloride added to suspn. of potassium thiobenzoate at room temp., stirred for 1 h; ppt. filtered off, solvent evapd. under reduced pressure, dried at 0.05 Torr and 28 °C; elem. anal.;	99%

Trichlorbutylstannan (1118-46-3) + sodium O,O-diisopropyl dithiophosphate (27205-99-8) → BuSn(S2P(OPr-i)2)3

Conditions	Yield
In benzene byproducts: sodium chloride; BuSnCl3 in benzene added to suspn. (Pr-i-O)2PS2Na in benzene (molar ratio 1:3) and mixt. refluxed for 3 h; NaCl filtered off, solvent removed under reduced pressure; elem. anal.;	98%

ammonium O,O-(2,2-dimethyltrimethylene)dithiophosphate (74862-75-2) + Trichlorbutylstannan (1118-46-3) → CH3(CH2)3SnCl[S2(POCH2C(CH3)2CH2O)]2 (104063-75-4)

Conditions	Yield
In benzene byproducts: NH4Cl; a soln. of monoorganotin(IV) chloride is added to a suspn. of ammonium O,O-alkylenedithiophosphate in 1:2 molar ratio (room temp.); mixt. stirred (3-4 h); filtered; solvent removed (reduced pressure); elem. anal.;	97%

ammonium tetramethylethylene dithiophosphate (86428-81-1) + Trichlorbutylstannan (1118-46-3) → CH3(CH2)3Sn[S2(POC(CH3)2C(CH3)2O)]3 (104050-69-3)

Conditions	Yield
In benzene byproducts: NH4Cl; a soln. of monoorganotin(IV) chloride is added to a suspn. of ammonium O,O-alkylenedithiophosphate in 1:3 molar ratio (room temp.); mixt. stirred (3-4 h); filtered; solvent removed (reduced pressure); elem. anal.;	97%

methanol (67-56-1) + 2-[[(2-hydroxyphenyl)imino]methyl]phenol (1761-56-4) + Trichlorbutylstannan (1118-46-3) → [Sn(n-Bu)Cl(2-([(2-hydroxyphenyl)imino]methyl)phenolato)(methanol)] (404834-66-8)

Conditions	Yield
In methanol (N2); Sn compd. added to a hot ligand soln., stirred for 8 h; ppt. filtered off, washed (MeOH); elem. anal.;	96%

3-phthalimidopropanoic acid (3339-73-9) + Trichlorbutylstannan (1118-46-3) + sodium methylate (124-41-4) → C4H9Sn(COC6H4CONCH2CH2COO)3

Conditions	Yield
In methanol byproducts: NaCl; mixing organic compounds, refluxing for about 2 h, addn. of tin compound, refluxing for 6 h; filtn., evapn. of filtrate under reduced pressure, recrystn. (chloroform-hexane), elem. anal.;	95%

1-methyl-1H-imidazole (616-47-7) + Trichlorbutylstannan (1118-46-3) → trichlorobutylbis(1-methylimidazole)tin(IV) (207740-04-3)

Conditions	Yield
In diethyl ether N2-atmosphere; stirring Sn-compd. with excess of ligand (room temp., pptn.); filtration (after 3 h), washing (Et2O); elem. anal.;	95%

1H-imidazole (288-32-4) + Trichlorbutylstannan (1118-46-3) → trichlorobutylbis(imidazole)tin(IV) (220335-19-3)

Conditions	Yield
In diethyl ether N2-atmosphere; stirring (room temp., 6 h); filtering, washing (Et2O), drying (vac., 20°C, 0.1 Torr); elem. anal.;	95%

thiobenzoic acid potassium salt (28170-13-0) + Trichlorbutylstannan (1118-46-3) → (butyl)Sn(Cl)(thiobenzoate)2 (869111-74-0)

Conditions	Yield
In dichloromethane byproducts: KCl; soln. of butyltin trichloride added to suspn. of potassium thiobenzoate at room temp., stirred for 1 h; ppt. filtered off, solvent evapd. under reduced pressure, dried at 0.05 Torr and 28 °C, recrystd. from diethyl ether/n-hexane mixture; elem. anal.;	95%

Trichlorbutylstannan (1118-46-3) + sodium O,O-diisopropyl dithiophosphate (27205-99-8) → BuSn(S2P(OPr-i)2)Cl2

Conditions	Yield
In benzene byproducts: sodium chloride; BuSnCl3 in benzene added to suspn. (i-PrO)2PS2Na in benzene (molar ratio 1:1) and mixt. refluxed for 3 h; NaCl filtered off, solvent removed under reduced pressure; elem. anal.;	94%

sodium O,O'-di(3,5-dimethylphenyl)dithiophosphate (1582766-55-9) + Trichlorbutylstannan (1118-46-3) → C40H54O4P2S4Sn

Conditions	Yield
In toluene at 20℃; for 24h; Inert atmosphere; Schlenk technique;	94%

Trichlorbutylstannan (1118-46-3) + 2-hydroxyethanethiol (60-24-2) → (Sn(C4H9)(Cl)((OCH2CH2S)2Sn(C4H9))2)

Conditions	Yield
With sodium In ethanol under Ar atm. 2-mercaptoethanol and metallic sodium were mixed in ethanol with stirring, soln. was refluxed for 1 h, soln. was cooled and BuSnCl3 was added and mixt. was refluxed for another 4 h; ppt. was filtered off in vac., washed with ethanol, stirred with water for 1 h and recrystd. from CH2Cl2; elem. anal.;	93.3%

Trichlorbutylstannan (1118-46-3) + aluminum isopropoxide (555-31-7) → [(C4H9)Sn(Al(OCH(CH3)2)4)2Cl] (845510-80-7)

Conditions	Yield
With potassium In benzene byproducts: KCl; K and Al(OCH(CH3)2)3 (2 equiv.) were reacted in isopropyl/benzene; obtained soln. was added to soln. of Sn compd. in benzene; mixt. was refluxedfor 5 h; filtered; volatiles removed (vac.); distd. at 132°C/0.15 mm; elem. anal.;	93%

1,1'-bis(imidazolyl)methane (84661-56-3) + Trichlorbutylstannan (1118-46-3) → (bis(1-imidazolyl)methane)((n-Bu)SnCl3)

Conditions	Yield
In diethyl ether; ethanol soln. of Sn compd. and ligand in Et2O/EtOH (1/1) was stirred at room temp. for 48 h under N2; filtered; dried (vac.); washed (Et2O); recrystd. (EtOH); elem. anal.;	93%

N-phthaloylglycine (4702-13-0) + Trichlorbutylstannan (1118-46-3) + sodium methylate (124-41-4) → C4H9Sn(COC6H4CONCH(H)COO)3

Conditions	Yield
In methanol byproducts: NaCl; mixing organic compounds, refluxing for about 2 h, addn. of tin compound, refluxing for 6 h; filtn., evapn. of filtrate under reduced pressure, recrystn. (chloroform-hexane), elem. anal.;	92%

1,5-diphenylpentane-1,3,5-trione (1467-40-9) + Trichlorbutylstannan (1118-46-3) → Sn(C4H9)(C6H5C(O)CHC(O)CHC(O)C6H5)Cl(C5H5N) (103238-33-1)

Conditions	Yield
With pyridine; sodium In isopropyl alcohol; benzene byproducts: C5H5N*HCl; exclusion of moisture; addn. of Na to solvent mixt., set aside 6 h, refluxed for 1 h, addn. of ligand in benzene followed by addn. of Sn-compd.in benzene, ppt. of NaCl; ratio 1:1:3; filtered, evapd. (vac.), recrystd. (benzene); elem. anal.;	92%

Trichlorbutylstannan (1118-46-3) + disodium 1,2-ethanedithiolate (23851-06-1, 23851-16-3) + tetraethylammonium chloride (56-34-8) → tetraethylammonium bis(ethane-1,2-dithiolato)-n-butylstannate (113161-03-8)

Conditions	Yield
In acetone byproducts: NaCl; Et4NCl and BuSnCl3 stirred at room temp. for 0.5h under N2; dithiolate dropwise added; heated for 3h at 50 °C and stirred at room temp. overnight;; filtration; evapn.; crystn. from acetonitrile/ether at 7 °C; elem. anal.;;	91%

ammonium O,O-(2,2-dimethyltrimethylene)dithiophosphate (74862-75-2) + Trichlorbutylstannan (1118-46-3) → Sn(C4H9){S2P(OCH2C(CH3)2CH2O)}3

Conditions	Yield
In benzene byproducts: NH4Cl; a soln. of monoorganotin(IV) chloride is added to a suspn. of ammonium O,O-alkylenedithiophosphate in 1:3 molar ratio (room temp.); mixt. stirred (3-4 h); filtered; solvent removed (reduced pressure); elem. anal.;	91%

Trichlorbutylstannan (1118-46-3) + silver cyclohexanecarboxylate (13126-82-4) → bis(n-butyloxotin cyclohexanoato)-n-butyltin tricyclohexanoate dimer

Conditions	Yield
With H2O In tetrachloromethane byproducts: AgCl, HCl; addn. of Ag-compd to a stirred soln. of n-BuSnCl3 in CCl4, 2 h reflux, filtration of AgCl, evapn., standing of oil for 3 days in a stoppered flask at 25°C; washing of crystals with 100% ethanol; more crystals by recrystn. of oil in CHCl3/hexane, CH2Cl2/hexane and diethyl ether; hydrolysis of oil with 50% ethanol gives a white powder, filtration under suction, washing with 100% ethanol, drying; elem. anal.;	91%
With H2O In chloroform byproducts: AgCl, HCl; addn. of Ag-compd to a soln. of n-BuSnCl3 in CHCl3, 2 h reflux, addn. of Na2SO4 as drying agent; filtration, evapn., dissoln. of oil in hexane, addn. of n-butylamine, 1week in the refrigerator, washing of crystals in cold hexane, drying;	90%

3-thiapentan-1,5-dithiol (3570-55-6) + Trichlorbutylstannan (1118-46-3) → 2-chloro-2-n-butyl-1,3,6-trithia-2-stannocane

Conditions	Yield
In benzene equimolar amts., refluxing for 10 h; collection (filtration), recrystn. (CH2Cl2/hexane); elem. anal.;	91%

Pyridine-2,6-dicarboxylic acid (499-83-2) + Trichlorbutylstannan (1118-46-3) → [Sn(butyl)Cl(2,6-pyridinedicarboxylato)] (855483-11-3)

Conditions	Yield
With N(C2H5)3 In ethanol byproducts: N(C2H5)3HCl; (N2); using Schlenk techniques; addn. of NEt3 and SnBuCl3 in EtOH to soln. of 2,6-pyridinedicarboxylic acid in EtOH; stirring for 12 h; removal of solvent under reduced pressure, washing with hot water; recrystn. in mixt. of MeOH/H2O (14:1); elem. anal.;	91%

o-hydroxyacetophenone-n-butylimine (54216-00-1) + Trichlorbutylstannan (1118-46-3) → trans-(n-Bu)SnCl3(N-(n-butyl)-2-hydroxyacetophenylideneimine)2

Conditions	Yield
In hexane absence of moisture, varying educt ratio; elem. anal.;	91%

o-hydroxyacetophenone-n-propylimine (58308-13-7) + Trichlorbutylstannan (1118-46-3) → trans-(n-Bu)SnCl3(N-(n-propyl)-2-hydroxyacetophenylideneimine)2

Conditions	Yield
In hexane absence of moisture, varying educt ratio; pptn. or crystn.; elem. anal.;	91%

sodium O,O'-di(4-chloro-3-methylphenyl)dithiophosphate (1481752-10-6) + Trichlorbutylstannan (1118-46-3) → C36H42Cl4O4P2S4Sn

Conditions	Yield
In toluene at 20℃; for 24h; Inert atmosphere; Schlenk technique;	91%

Trichlorbutylstannan (1118-46-3) + diisobutylaluminium hydride (1191-15-7) → n-butyltin hydride (2406-65-7)

Conditions	Yield
In dibutyl ether reaction at 0°C;;	90%

Upstream product

• 683-18-1 dibutyltin chloride 
• 7646-78-8 tin(IV) chloride 
• 1461-25-2 tetra-n-butyltin(IV) 
• 7647-01-0 hydrogenchloride 
• 2847-57-6 butyltriphenyltin 
• 36854-57-6 2-Phenylbutyryl chloride 
• 109-69-3 n-Butyl chloride 
• 693-04-9 butyl magnesium bromide 

Downstream Products

• 20651-71-2 4-butyl benzoic acid 
• 70729-71-4 monobutyltin tris(2-hydroxyethylmercaptide) 
• 82593-99-5 tris-(p-chlorophenyl)butyltin 
• 108-94-1 cyclohexanone 
• 108-93-0 cyclohexanol 
• 818-08-6 di(n-butyl)tin oxide 
• 683-18-1 dibutyltin chloride 
• 3091-32-5 tricyclohexyltin(IV) chloride 
• 1066-45-1 trimethyltin(IV)chloride 
• 15649-24-8 butyl-methyl-tin dichloride 
• 15649-31-7 butyl-dimethyl-tin chloride 
• 753-73-1 dimethyltin dichloride 
• 2406-65-7 n-butyltin hydride 
• 78693-53-5 butyltripentyltin 

Related news

A reinvestigation of the crystal structure of the organotin complex formed in the reaction of Butyltin trichloride (cas 1118-46-3) with 1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-propan-2-one09/25/2019

In contrast to a previous report, butyltin trichloride reacts with 1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-propan-2-one to yield a hydroxyl-bridged aquobutyldichlorotin hydroxide dimer that is hydrogen bonded to four 2-methylbenzothiazole molecules.detailed

Toxic effects of Butyltin trichloride (cas 1118-46-3) during early pregnancy in rats09/09/2019

The objective of this study was to determine the toxic effects of butyltin trichloride (BTCl) during early pregnancy. Following successful mating, female rats were given BTCl by gastric intubation at 0, 56, 226, or 903 mg/kg on days 0–3 or 4–7 of pregnancy. Female rats were sacrificed on day 2...detailed

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