Product Name

  • Name

    Borane-methyl sulfide complex

  • EINECS 236-313-6
  • CAS No. 13292-87-0
  • Article Data18
  • CAS DataBase
  • Density 1.28 g/cm3
  • Solubility reacts with water
  • Melting Point -40 - -37 °C
  • Formula C2H6S.BH3
  • Boiling Point ~34°C
  • Molecular Weight 75.9705
  • Flash Point 18 °C
  • Transport Information UN 3399 4.3/PG 1
  • Appearance clear colorless to light yellow solution
  • Safety 36/37-62-36/39-33-26-23-16-36-24/25-7/8
  • Risk Codes 12-14/15-19-20/22-37/38-41-67-65-63-48/20-38-11-22-14-40-36-21
  • Molecular Structure Molecular Structure of 13292-87-0 (Borane-methyl sulfide complex)
  • Hazard Symbols FlammableF, HarmfulXn, HighlyF+, IrritantXi
  • Synonyms Borane,compd. with thiobis[methane] (1:1);Borine, compd. with Me2S (6CI);Methylsulfide, compd. with BH3 (7CI);Methyl sulfide, compd. with borane (1:1) (8CI);Borane, compd. with methyl sulfide (1:1) (8CI);Methane, thiobis-, compd. with borane (1:1);(Dimethyl sulfide)borane;(Dimethyl sulfide)trihydroboron;Borane-dimethyl sulfide (1:1);Borane-dimethyl sulfide complex (1:1);Dimethylsulfane compd. with borane (1:1);Dimethylsulfide trihydroborane;Trihydro(dimethyl sulfide)boron;
  • PSA 38.80000
  • LogP -0.47240

Synthetic route

A

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

B

dichloroborane-dimethyl sulfide

dichloroborane-dimethyl sulfide

Conditions
ConditionsYield
In not given equimolar mixt. of products not sepd., detd. by (11)B-NMR spectroscopy;
lithium borohydride

lithium borohydride

C8H14BBrS(CH3)2
70160-59-7

C8H14BBrS(CH3)2

A

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

B

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

Conditions
ConditionsYield
In tetrahydrofuran byproducts: LiBr; 0°C, 0.25 h; detected by 11B NMR;
...Expand
boron dimethyl-trifluoro sulphide
353-43-5

boron dimethyl-trifluoro sulphide

hydrogen
1333-74-0

hydrogen

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

Conditions
ConditionsYield
With 1,2,2,6,6-pentamethylpiperidine In toluene at 75℃; under 15001.5 Torr; for 4h; Autoclave;> 90 %Spectr.
boron dimethyl-trifluoro sulphide
353-43-5

boron dimethyl-trifluoro sulphide

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

hydrogen
1333-74-0

hydrogen

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

Conditions
ConditionsYield
With 1,2,2,6,6-pentamethylpiperidine In toluene at 100℃; under 15001.5 Torr; for 2h; Autoclave;60 %Spectr.
...Expand
dimethylsulfide
75-18-3

dimethylsulfide

diborane
19287-45-7

diborane

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

Conditions
ConditionsYield
at 0 - 5℃; for 1.25h; Inert atmosphere;
boron tribromide dimethyl sulfide complex
29957-59-3

boron tribromide dimethyl sulfide complex

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

dibromoborane dimethylsulfide
55671-55-1

dibromoborane dimethylsulfide

Conditions
ConditionsYield
In benzene at 80℃; for 18h; Inert atmosphere; Glovebox;100%
In not given molar ratio BH3SMe2:BBr3SMe2 1:2; followed by NMR;
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

2'-hydroxy-2-diphenylphosphinobiphenyl
155566-51-1

2'-hydroxy-2-diphenylphosphinobiphenyl

(2'-hydroxy-biphenyl-2-yl)-diphenylphosphane borane
917477-90-8

(2'-hydroxy-biphenyl-2-yl)-diphenylphosphane borane

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane (N2); addn. of soln. of borane complex in THF to soln. of phosphine deriv. in CH2Cl2 at room temp., stirring for 24 h; evapn., NMR;100%
formaldehyd
50-00-0

formaldehyd

Diethylphosphine
627-49-6

Diethylphosphine

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

(borane)diethylphosphinomethane alcohol
635689-45-1

(borane)diethylphosphinomethane alcohol

Conditions
ConditionsYield
Stage #1: Diethylphosphine; dimethylsulfide borane complex In tetrahydrofuran for 2h;
Stage #2: formaldehyd With potassium hydroxide In tetrahydrofuran; water for 4h;		100%
...Expand
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

1-(dipropylphosphanylmethyl-propyl-phosphanyl)-propane
686353-30-0

1-(dipropylphosphanylmethyl-propyl-phosphanyl)-propane

C13H36B2P2
1422260-95-4

C13H36B2P2

Conditions
ConditionsYield
In diethyl ether for 2h; Inert atmosphere; Schlenk technique;100%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

[Ir(fac-bis[(2-diphenylphosphino)phenyl]phosphide)(COD)]
1420831-79-3

[Ir(fac-bis[(2-diphenylphosphino)phenyl]phosphide)(COD)]

[Ir(fac-bis[(2-diphenylphosphino)phenyl]phosphide)(BH3)(COD)]

[Ir(fac-bis[(2-diphenylphosphino)phenyl]phosphide)(BH3)(COD)]

Conditions
ConditionsYield
In toluene at 20℃; Inert atmosphere; Schlenk technique;100%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

N-benzhydryl-1,1-diphenylphosphinoamine
1425274-89-0

N-benzhydryl-1,1-diphenylphosphinoamine

C25H25BNP
1446469-42-6

C25H25BNP

Conditions
ConditionsYield
In toluene at 20℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox;100%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

4-(dihexylamino)pyridine
95758-21-7

4-(dihexylamino)pyridine

4-dihexylaminopyridine borane

4-dihexylaminopyridine borane

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0℃; for 0.166667h; Schlenk technique;100%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

C26H24OP2

C26H24OP2

C26H30B2OP2

C26H30B2OP2

Conditions
ConditionsYield
In tetrahydrofuran; toluene for 16h; Schlenk technique; Inert atmosphere;100%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

C44H36Fe2OP2

C44H36Fe2OP2

C44H42B2Fe2OP2

C44H42B2Fe2OP2

Conditions
ConditionsYield
In tetrahydrofuran for 16h; Schlenk technique; Inert atmosphere;100%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

C19H32ClGeN

C19H32ClGeN

C19H35BClGeN

C19H35BClGeN

Conditions
ConditionsYield
In tetrahydrofuran; benzene at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;100%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

4-methoxy-phenol
150-76-5

4-methoxy-phenol

tris(4-methoxiphenyloxy)borane
42080-75-1

tris(4-methoxiphenyloxy)borane

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 60℃; for 23h; Inert atmosphere; Schlenk technique;99.1%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

(1S,2R)-(+)-ephedrine
321-98-2

(1S,2R)-(+)-ephedrine

(2RP,4SC,5RC)-(+)-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazaphospholidine borane

(2RP,4SC,5RC)-(+)-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazaphospholidine borane

Conditions
ConditionsYield
In tetrahydrofuran N2-atmosphere; addn. of 1.3 equiv. of borane to ligand, stirring (room temp., overnight); solvent removal (vac.), chromy. (SiO2, Et2O/pentane=1:1);99%
(2R,5S)-2,3-diphenyl-1,3-diazaphosphabicyclo[3.3.0]octane

(2R,5S)-2,3-diphenyl-1,3-diazaphosphabicyclo[3.3.0]octane

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

(2R,5S)-2-phenyl-3-oxa-1-azaphosphabicyclo[3.3.0]octane-borane complex

(2R,5S)-2-phenyl-3-oxa-1-azaphosphabicyclo[3.3.0]octane-borane complex

Conditions
ConditionsYield
In tetrahydrofuran N2-atmosphere; addn. of 1.3 equiv. of borane to ligand, stirring (room temp., overnight); solvent removal (vac.), chromy. (SiO2, Et2O/pentane=1:1);99%
(2R,5S)-2,-phenyl-3-o-anisyl-1,3-diazaphosphabicyclo[3.3.0]octane

(2R,5S)-2,-phenyl-3-o-anisyl-1,3-diazaphosphabicyclo[3.3.0]octane

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

(2R,5S)-2-(2-methoxyphenyl)-3-oxa-1-aza-2-phosphabicyclo[3.3.0]octane(P-B)borane

(2R,5S)-2-(2-methoxyphenyl)-3-oxa-1-aza-2-phosphabicyclo[3.3.0]octane(P-B)borane

Conditions
ConditionsYield
In tetrahydrofuran N2-atmosphere; addn. of 1.3 equiv. of borane to ligand, stirring (room temp., overnight); solvent removal (vac.), chromy. (SiO2, Et2O/pentane=1:1);99%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

(NCN)0.5Si(NCN)CH(CH3)B(C2H4Si(NCN)0.5NCN)

(NCN)0.5Si(NCN)CH(CH3)B(C2H4Si(NCN)0.5NCN)

Conditions
ConditionsYield
With Si(CHCH2)(NCN)0.5 In toluene byproducts: SMe2; Ar-atmosphere; dropwise addn. of borane to Si-compd. at 0°C, slowwarming to room temp., stirring (room temp., 2 h); solvent removal (vac.), drying (70°C, 1E-3 mbar, 24 h); elem. anal.;99%
HSi(CHCH2)NCN

HSi(CHCH2)NCN

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

HSi(NCN)CH(CH3)B(C2H4SiHNCN)

HSi(NCN)CH(CH3)B(C2H4SiHNCN)

Conditions
ConditionsYield
In toluene byproducts: SMe2; Ar-atmosphere; dropwise addn. of borane to Si-compd. at 0°C, slowwarming to room temp., stirring (room temp., 2 h); solvent removal (vac.), drying (70°C, 1E-3 mbar, 24 h); elem. anal.;99%
CH3Si(CHCH2)NCN

CH3Si(CHCH2)NCN

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

CH3Si(NCN)CH(CH3)B(C2H4Si(CH3)NCN)

CH3Si(NCN)CH(CH3)B(C2H4Si(CH3)NCN)

Conditions
ConditionsYield
In toluene byproducts: SMe2; Ar-atmosphere; dropwise addn. of borane to Si-compd. at 0°C, slowwarming to room temp., stirring (room temp., 2 h); solvent removal (vac.), drying (70°C, 1E-3 mbar, 24 h); elem. anal.;99%
dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

(s)-N-methylvalinol
78617-54-6

(s)-N-methylvalinol

(2R,4S)-3-methyl-4-isopropyl-2-phenyl-1,3,2-oxazaphospholidine-borane complex

(2R,4S)-3-methyl-4-isopropyl-2-phenyl-1,3,2-oxazaphospholidine-borane complex

Conditions
ConditionsYield
In tetrahydrofuran N2-atmosphere; addn. of 1.3 equiv. of borane to ligand, stirring (room temp., overnight); solvent removal (vac.), chromy. (SiO2, Et2O/pentane=1:1);99%

Borane-methyl sulfide complex Chemical Properties

The molecular formula of Borane-methyl sulfide complex(13292-87-0)
is C2H9BS  and its formula weight is 75.97.
The density of Borane-methyl sulfide complex(13292-87-0)
  is 1.287 g/mL at 25 °C and it has a  melting point of   -40~-37°C.
The chemical synonyms of Borane-methyl sulfide complex(13292-87-0)
are METHYL SULFIDE BORANE;DIMETHYL SULFIDE BORANE;DMSB;BORANE-METHYL SULFIDE COMPLEX;BORANE-DIMETHYLSULFIDE;BORANE-DIMETHYLSULFIDE COMPLEX;BORANE DIMETHYL SULPHIDE COMPLEX;BMS
The molecular structure of Borane-methyl sulfide complex(13292-87-0)
:

Borane-methyl sulfide complex Toxicity Data With Reference

RTECS#: CAS# 75-09-2: PA8050000
CAS# 13292-87-0: PV5080000 
LD50/LC50: RTECS:
CAS# 75-09-2: Draize test, rabbit, eye: 162 mg Moderate;
Draize test, rabbit, eye: 10 mg Mild;
Draize test, rabbit, eye: 500 mg/24H Mild;
Draize test, rabbit, skin: 810 mg/24H Severe;
Draize test, rabbit, skin: 100 mg/24H Moderate;
Inhalation, mouse: LC50 = 14400 ppm/7H;
Inhalation, mouse: LC50 = 49100 mg/m3/6H;
Inhalation, mouse: LC50 = 54000 mg/m3/2H;
Inhalation, mouse: LC50 = 56220 mg/m3/7H;
Inhalation, rat: LC50 = 52 gm/m3;
Inhalation, rat: LC50 = 76000 mg/m3/4H;
Inhalation, rat: LC50 = 52000 mg/m3/6H;
Oral, mouse: LD50 = 873 mg/kg;
Oral, rabbit: LD50 = 2000 mg/kg;
Oral, rat: LD50 = 1600 mg/kg;
Oral, rat: LD50 = 985 mg/kg;
RTECS:
CAS# 13292-87-0: Draize test, rabbit, eye: 100 mg Severe;
Carcinogenicity: Methylene chloride - ACGIH: A3 - Confirmed animal carcinogen with unknown relevance to humans California: carcinogen, initial date 4/1/88 NTP: Suspect carcinogen IARC: Group 2B carcinogen
Borane-methyl sulfide complex - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. 
Other: The toxicological properties have not been fully investigated. See actual entry in RTECS for complete information. Possible carcinogen.

Borane-methyl sulfide complex Consensus Reports

Reported in EPA TSCA Inventory.

Borane-methyl sulfide complex Safety Profile

Poison by skin contact. A severe eye irritant. When heated to decomposition it emits toxic fumes of SOx. See also BORANES, BORON COMPOUNDS, and SULFIDES.
Hazard Codes  F+,Xn,F,Xi
Risk Statements  12-14/15-19-20/22-37/38-41-67-65-63-48/20-38-11-22-14-40-36-21
Safety Statements  36/37-62-36/39-33-26-23-16-36-24/25-7/8
RIDADR  UN 3399 4.3/PG 1
WGK Germany  3
RTECS  PV5080000
F  10-13-23
HazardClass  4.3
PackingGroup  II

Borane-methyl sulfide complex Specification

Chemical Stability: Stable under normal temperatures and pressures. Moisture sensitive. 
Conditions to Avoid: Incompatible materials, ignition sources, exposure to moist air or water. 
Incompatibilities with Other Materials Water, water, acids, acid chlorides, alcohols, acid anhydrides. 
Hazardous Decomposition Products Hydrogen chloride, carbon monoxide, oxides of sulfur, carbon dioxide, oxides of boron, borane. 
Hazardous Polymerization Will not occur. 

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