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Basic Information
CAS No.: 3542-36-7
Name: DI-N-OCTYLTIN DICHLORIDE
Article Data: 27
Molecular Structure:
Molecular Structure of 3542-36-7 (DI-N-OCTYLTIN DICHLORIDE)
Formula: C16H34Cl2Sn
Molecular Weight: 416.062
Synonyms: Dioctyltindichloride (6CI);Tin, dichlorodioctyl- (7CI);Dichlorodioctylstannane;Dichlorodioctyltin;Dioctyldichlorotin;Dioctylstannyl dichloride;NSC 102574;dichloro(dioctyl)stannane;Dioctyltin dichloride;
EINECS: 222-583-2
Density: 1,175 g/cm3
Melting Point: 46-48°C
Boiling Point: 175°C 1mm
Flash Point: 204°C
Solubility: Insoluble in water.
Hazard Symbols: R36/37/38:Irritating to eyes, respiratory system and skin.; R48/20/22:Harmful : danger of serious damage to health by pro
Risk Codes: 36/37/38-48/20/22
Safety: 26-35-36/37/39
Transport Information: UN 3146
PSA: 0.00000
LogP: 7.62720
Synthetic route
1070-00-4

trioctylaluminum

A

3091-25-6

n-octyltin trichloride

B

3542-36-7

di-n-octyltin dichloride

C

2587-76-0

trioctyltin chloride

Conditions
ConditionsYield
With tert-butyl methyl ether; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity;A 98%
B 98%
C 98%
With 1,3-dioxane; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity;A 97.3%
B 97.3%
C 97.3%
With diethyl ether; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity;A 96.8%
B 96.8%
C 96.8%
With tetrahydrofuran; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity;A 95.6%
B 95.6%
C 95.6%
With dibutyl ether; tin(IV) chloride at 50 - 100℃; for 0.75h; Product distribution / selectivity;A 89%
B 89%
C 89%
111-85-3

1-Chlorooctane

A

3542-36-7

di-n-octyltin dichloride

B

2587-76-0

trioctyltin chloride

Conditions
ConditionsYield
With catalyst: dibenzo-18-crown-6 In N,N-dimethyl-formamide 160°C; excess KI;; analyzed by GLC;;A 95%
B 5%
With catalyst: {(n-C4H9)4N}I/n-C8H17I analyzed by GLC;;A 70%
B 30%
111-85-3

1-Chlorooctane

7646-78-8

tin(IV) chloride

A

3590-84-9

tetraoctyltin

B

3542-36-7

di-n-octyltin dichloride

C

2587-76-0

trioctyltin chloride

Conditions
ConditionsYield
With sodium In Petroleum ether (Ar); vigorous stirred suspn. of Na was maintained at 115°C for 0.5 h, one drop of SnCl4 was added and ClC4H9 was added dropwise within 3 h at 30-40°C, after 1 h stirring SnCl4 (4:1 mol) was dropped into mixt. (same temp.) within 75 min; after stirring for a further h at 30-40°C mixt. was filtered off and residue treated with tBuOH, solvents were distd. off from filtrate; identification by GC after methylation;A 54.3%
B 3.7%
C 15.2%
With sodium In Petroleum ether (Ar); vigorous stirred suspn. of Na was maintained at 115°C for 0.5 h, one drop of SnCl4 was added and ClC4H9 was added dropwise within 3 h at 40°C, mixt. was added portionswise to soln. of SnCl4 (2:1 mol) over 2 h at 20-40°C; mixt. was filtered off and residue treated with tBuOH, solvents were distd. off from filtrate; identification by GC after methylation;A 14%
B 22%
C 46%

Schwartz's reagent

111-66-0

oct-1-ene

7646-78-8

tin(IV) chloride

A

1291-32-3

zirconocene dichloride

B

3091-25-6

n-octyltin trichloride

C

3542-36-7

di-n-octyltin dichloride

Conditions
ConditionsYield
In hexane; benzene a mixt. of Cp2ZrHCl and 1-octene in benzene was stirred for ca. 2 h at room temp. under N2, a soln. of anhyd. SnCl4 in n-hexane was added dropwise (Cp2ZrHCl/SnCl4 ratio 4:1), stirred for a further 1 h 30 min; hexane was added, ppt. of Cp2ZrCl2 was filtered off, filtrate concd., residue extd. with hexane, exts. concd., dild. with methanol; (octyl)SnCl3 content was detd. by titrn. with EDTA, yield of (octyl)2SnCl2 was estimated by conversion into (octyl)2SnO;A n/a
B 35%
C 35%
111-66-0

oct-1-ene

3091-25-6

n-octyltin trichloride

3542-36-7

di-n-octyltin dichloride

Conditions
ConditionsYield
With (η5-C5H5)2Zr(H)Cl In hexane; benzene mixt. of Cp2ZrHCl and 1-octene in benzene was stirred for ca. 2 h at room temp. under nitrogen, hexane soln. of (n-octyl)SnCl3 was added, mixt. was refluxed in the presence of added solvents such as n-Bu2O and DMF;0%

n-octylzirconocene chloride

3091-25-6

n-octyltin trichloride

3542-36-7

di-n-octyltin dichloride

Conditions
ConditionsYield
With copper(l) iodide In sulfolane stoich. amount of CuI. 0°C;0%
3590-84-9

tetraoctyltin

A

26674-66-8

octylmercury (1+); chloride

B

3542-36-7

di-n-octyltin dichloride

C

2587-76-0

trioctyltin chloride

Conditions
ConditionsYield
With mercury dichloride In ethanol boiling ethanol;;
With HgCl2 In ethanol boiling ethanol;;
3590-84-9

tetraoctyltin

3542-36-7

di-n-octyltin dichloride

Conditions
ConditionsYield
With mercury dichloride In ethanol reflux;
With HgCl2 In ethanol reflux;
10294-34-5

boron trichloride

3590-84-9

tetraoctyltin

A

63348-82-3

(n-octyl)dichloroborane

B

3542-36-7

di-n-octyltin dichloride

C

tin(ll) chloride

Conditions
ConditionsYield
In acetone molar ratio 1:2, under CO2 atmosphere;
7646-78-8

tin(IV) chloride

3590-84-9

tetraoctyltin

A

3091-25-6

n-octyltin trichloride

B

3542-36-7

di-n-octyltin dichloride

Conditions
ConditionsYield
240°C;
240°C;
240°C;
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 0.1 mg(Sn)/m3 (skin)
ACGIH TLV: TWA 0.1 mg(Sn)/m3; STEL 0.2 mg/m3 (skin)
NIOSH REL: (Organotin Compound): TWA 0.1 mg(Sn)/m3

Analytical Methods

For occupational chemical analysis use NIOSH: Organotin compounds 5504.

Specification

The Di-n-Octyltindichloride, with the CAS registry number 3542-36-7 and EINECS registry number 222-583-2, has the systematic name of dioctyltin dichloride. It is a kind of moisture sensitive chemical, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C16H34Cl2Sn.

The physical properties of Di-n-Octyltindichloride are as followings: (1)H-Bond Donor: 0; (2)H-Bond Acceptor: 0; (3)Rotatable Bond Count: 14; (4)Exact Mass: 416.105953; (5)MonoIsotopic Mass: 416.105953; (6)Topological Polar Surface Area: 0; (7)Heavy Atom Count: 19; (8)Formal Charge: 0; (9)Complexity: 166; (10)Isotope Atom Count: 0; (11)Defined Atom StereoCenter Count: 0; (12)Undefined Atom StereoCenter Count: 0; (13)Defined Bond StereoCenter Count: 0; (14)Undefined Bond StereoCenter Count: 0; (15)Covalently-Bonded Unit Count: 1.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it has dangers of serious damage to health by prolonged exposure through inhalation and in contact with skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; This material and its container must be disposed of in a safe way.

You can still convert the following datas into molecular structure:
(1)SMILES: [Cl-].[Cl-].[Sn+2](CCCCCCCC)CCCCCCCC
(2)InChI: InChI=1/2C8H17.2ClH.Sn/c2*1-3-5-7-8-6-4-2;;;/h2*1,3-8H2,2H3;2*1H;/q;;;;+2/p-2/rC16H34Sn.2ClH/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2;;/h3-16H2,1-2H3;2*1H/q+2;;/p-2
(3)InChIKey: SBOSGIJGEHWBKV-CHVMOOPGAX

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 18mg/kg (18mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02188,
rabbit LDLo oral 250mg/kg (250mg/kg)   Sangyo Igaku. Japanese Journal of Industrial Health. Vol. 15, Pg. 3, 1973.
rat LD50 oral 5500mg/kg (5500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 934, 1969.
rat LD50 unreported 7gm/kg (7000mg/kg)   Tin and Its Uses. Vol. 107, Pg. 1, 1976.
rat LDLo intravenous 10mg/kg (10mg/kg)   British Journal of Industrial Medicine. Vol. 15, Pg. 15, 1958.