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Organometallic Compounds

Organometallic compounds contain direct bonds between carbon atoms and metal atoms/ions and play roles as homogeneous catalysts and stoichiometric reagents in reactions; available in various chemical compositions, quantities, purities, and reagent grades.
Organo-Metalloid Compounds (421)
Metal Alkyl Halides (39)
Organoaluminum (38)
Organozinc (38)
Metal Aryls (33)
Organocopper (22)
Organolithium (20)
Organo-Post-Transition Metal Compounds (16)
Organotin (12)
Organogermanium (11)
Metal Allyls (8)
Organolead (8)
Organoantimony (5)
Organobismuth (5)
Organo-Transition Metal Compounds (2)
Organosilicon (1)

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1
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Tebbe reagent, 0.5M solution in toluene

CAS: 67719-69-1 | C13H18AlClTi

Color Purple to Red
Physical Form Solution
Chemical Name or Material Tebbe reagent
Density 0.9270g/mL
Name Note 0.5M solution in toluene
Fieser 08,83; 10,87; 11,52; 12,54; 13,71; 15,79; 16,70; 17,69
CAS 108-88-3
Health Hazard 3 GHS P Statement
IF SWALLOWED: rinse mouth. Do NOT induce vomiting. Wear eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Use personal protective equipment as required. Avoid breathing dust/fume/gas/mist/vapors/spray. Do not breathe dust/fume/gas/mist/vapors/spray. IF SWALLOWED: Immediately call a POISON CENTRE or doctor/physician. Do NOT induce vomiting. IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Ground/Bond container and receiving equipment.
MDL Number MFCD00151575
Health Hazard 2 GHS H Statement
Causes severe skin burns and eye damage. May cause damage to organs through prolonged or repeated exposure. May be fatal if swallowed and enters airways. May cause drowsiness or dizziness. Suspected of damaging fertility or the unborn child. Highly flammable liquid and vapor.
Solubility Information Solubility in water: reacts.
Flash Point 4°C
Health Hazard 1 Danger
Synonym Bis(cyclopentadienyl-μ-chloro(dimethylaluminum-μ-methylenetitanium
Molecular Formula C13H18AlClTi
Formula Weight 284.62
Specific Gravity 0.927
2
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(Trifluoromethyl)trimethylsilane, 0.5M solution in THF

CAS: 81290-20-2 Molecular Formula: C5H11F3Si Molecular Weight (g/mol): 156.22 MDL Number: MFCD00145454 InChI Key: MTYSDPUZDZURPP-UHFFFAOYSA-N Synonym: trifluoromethyl trimethylsilane,trimethyl trifluoromethyl silane,trifluoromethyltrimethylsilane,ruppert's reagent,tms-cf3,tfmtms,silane, trimethyl trifluoromethyl,unii-a009786qpj,trimethylsilyl trifluoromethane,ruppert-prakash reagent PubChem CID: 552549 SMILES: CC(C)(C)[SiH2]C(F)(F)F

PubChem CID 552549
CAS 81290-20-2
Molecular Weight (g/mol) 156.22
MDL Number MFCD00145454
SMILES CC(C)(C)[SiH2]C(F)(F)F
Synonym trifluoromethyl trimethylsilane,trimethyl trifluoromethyl silane,trifluoromethyltrimethylsilane,ruppert's reagent,tms-cf3,tfmtms,silane, trimethyl trifluoromethyl,unii-a009786qpj,trimethylsilyl trifluoromethane,ruppert-prakash reagent
InChI Key MTYSDPUZDZURPP-UHFFFAOYSA-N
Molecular Formula C5H11F3Si
3

Lithium bis(trimethylsilyl)amide, 1M solution in THF, AcroSeal™

CAS: 4039-32-1 | C6H18LiNSi2 | 167.33 g/mol

Boiling Point 65.0°C
Linear Formula ((CH3)3Si)2NLi
Molecular Weight (g/mol) 167.33
Chemical Name or Material Lithium bis(trimethylsilyl)amide
SMILES [Li+].C[Si](C)(C)[N-][Si](C)(C)C
InChI Key YNESATAKKCNGOF-UHFFFAOYSA-N
Density 0.9000g/mL
PubChem CID 2733832
Fieser 04,296; 05,393; 07,197; 12,280; 13,165; 14,194
CAS 109-99-9
Health Hazard 3 GHS P Statement
Keep away from heat/sparks/open flames/hot surfaces.
- No smoking.
IF ON SKIN (or hair): Take off immediately all contaminated clothing.
Rinse skin with water/shower.
Wear protective gloves/protective clothing/eye p
Health Hazard 2 GHS H Statement
Highly flammable liquid and vapor.
Causes severe skin burns and eye damage.
May cause respiratory irritation.
Suspected of causing cancer.
May form explosive peroxides.
Reacts violently with water.<br/
Solubility Information Solubility in water: reacts.
Flash Point −21°C
Health Hazard 1 GHS Signal Word: Danger
Synonym lithium bis trimethylsilyl amide,lithium hexamethyldisilazide,lihmds,lhmds,hexamethyldisilazane lithium salt,unii-rc4n1i108m,lithiumbis trimethylsilyl amide,lithium bis trimethylsilyl azanide,lithium hexamethyldisilazane,lithium bis-trimethylsilyl amide
IUPAC Name lithium;bis(trimethylsilyl)azanide
Molecular Formula C6H18LiNSi2
EINECS Number 223-725-6
Formula Weight 167.33
Specific Gravity 0.9
4
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Triethylborane, 1M solution in THF, AcroSeal™

CAS: 97-94-9 Molecular Formula: C6H15B Molecular Weight (g/mol): 98.00 MDL Number: MFCD00009022 InChI Key: LALRXNPLTWZJIJ-UHFFFAOYSA-N Synonym: triethylboron,borane, triethyl,triethylborine,boron triethyl,boron ethyl,unii-z3s980z4p3,hsdb 897,triethylboran,borethyl,triethyl borane PubChem CID: 7357 IUPAC Name: triethylborane SMILES: CCB(CC)CC

PubChem CID 7357
CAS 97-94-9
Molecular Weight (g/mol) 98.00
MDL Number MFCD00009022
SMILES CCB(CC)CC
Synonym triethylboron,borane, triethyl,triethylborine,boron triethyl,boron ethyl,unii-z3s980z4p3,hsdb 897,triethylboran,borethyl,triethyl borane
IUPAC Name triethylborane
InChI Key LALRXNPLTWZJIJ-UHFFFAOYSA-N
Molecular Formula C6H15B
5
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Dimethylaluminium chloride, 0.9M solution in heptane, AcroSeal™

CAS: 1184-58-3 MDL Number: MFCD00000458 InChI Key: JGHYBJVUQGTEEB-UHFFFAOYSA-M Synonym: aluminum, chlorodimethyl,dimethylaluminum chloride,dimethylaluminium chloride,chlorodimethylaluminum,dimethylaluminum chloride solution, 1.0 m in hexanes,chloro dimethyl alumane,dimethylaluminum chloride solution PubChem CID: 79147 IUPAC Name: chloro(dimethyl)alumane SMILES: C[Al](C)Cl

PubChem CID 79147
CAS 1184-58-3
MDL Number MFCD00000458
SMILES C[Al](C)Cl
Synonym aluminum, chlorodimethyl,dimethylaluminum chloride,dimethylaluminium chloride,chlorodimethylaluminum,dimethylaluminum chloride solution, 1.0 m in hexanes,chloro dimethyl alumane,dimethylaluminum chloride solution
IUPAC Name chloro(dimethyl)alumane
InChI Key JGHYBJVUQGTEEB-UHFFFAOYSA-M
6
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Diisobutylaluminium chloride, 0.8M solution in heptane, AcroSeal™

CAS: 1779-25-5 Molecular Formula: C8H18AlCl Molecular Weight (g/mol): 176.67 MDL Number: MFCD00008927 InChI Key: HQMRIBYCTLBDAK-UHFFFAOYSA-M Synonym: diisobutylaluminum chloride,chlorodiisobutylaluminium,chlorodiisobutylaluminum,diisobutylchloroaluminum,aluminum, chlorobis 2-methylpropyl,aluminum, chlorodiisobutyl,bis isobutyl aluminum chloride,diisobutylaluminum monochloride,chlorobis 2-methylpropyl aluminum,alluminio diisobutil-monocloruro italian PubChem CID: 15688 IUPAC Name: chloro-bis(2-methylpropyl)alumane SMILES: CC(C)C[Al](CC(C)C)Cl

PubChem CID 15688
CAS 1779-25-5
Molecular Weight (g/mol) 176.67
MDL Number MFCD00008927
SMILES CC(C)C[Al](CC(C)C)Cl
Synonym diisobutylaluminum chloride,chlorodiisobutylaluminium,chlorodiisobutylaluminum,diisobutylchloroaluminum,aluminum, chlorobis 2-methylpropyl,aluminum, chlorodiisobutyl,bis isobutyl aluminum chloride,diisobutylaluminum monochloride,chlorobis 2-methylpropyl aluminum,alluminio diisobutil-monocloruro italian
IUPAC Name chloro-bis(2-methylpropyl)alumane
InChI Key HQMRIBYCTLBDAK-UHFFFAOYSA-M
Molecular Formula C8H18AlCl
7
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Ethylaluminium dichloride, 0.9M solution in heptane, AcroSeal™

CAS: 563-43-9 Molecular Formula: C2H5AlCl2 Molecular Weight (g/mol): 126.94 MDL Number: MFCD00000457 InChI Key: UAIZDWNSWGTKFZ-UHFFFAOYSA-L Synonym: ethylaluminum dichloride,aluminum, dichloroethyl,dichloroethylaluminum,ethyldichloroaluminum,dichloromonoethylaluminum,ethylaluminium dichloride,dichloro ethyl alumane,ethyl aluminum dichloride,hsdb 317,dichloro ethyl aluminum IUPAC Name: dichloro(ethyl)alumane SMILES: CC[Al](Cl)Cl

CAS 563-43-9
Molecular Weight (g/mol) 126.94
MDL Number MFCD00000457
SMILES CC[Al](Cl)Cl
Synonym ethylaluminum dichloride,aluminum, dichloroethyl,dichloroethylaluminum,ethyldichloroaluminum,dichloromonoethylaluminum,ethylaluminium dichloride,dichloro ethyl alumane,ethyl aluminum dichloride,hsdb 317,dichloro ethyl aluminum
IUPAC Name dichloro(ethyl)alumane
InChI Key UAIZDWNSWGTKFZ-UHFFFAOYSA-L
Molecular Formula C2H5AlCl2
8

Diisobutylaluminium hydride, 1M solution in hexane, AcroSeal™

CAS: 1191-15-7 | C8H19Al | 142.22 g/mol

Linear Formula [(CH3)2CHCH2]2AlH
Molecular Weight (g/mol) 142.22
Physical Form Solution
Chemical Name or Material Diisobutylaluminium hydride
Merck Index 15, 3212
Density 0.7010g/mL
Name Note 1M Solution in Hexane
Fieser 01,260; 02,140; 03,101; 04,158; 05,224; 06,198; 07,111; 08,173; 09,171; 10,149; 11,185; 12,191; 13,115; 14,138; 15,137; 16,27; 17,123
CAS 110-54-3
Health Hazard 3 GHS P Statement
IF IN EYES: Rinse cautiously with water for several minutes.
Remove contact lenses,if present and easy to do.
Continue rinsing.
Keep away from heat/sparks/open flames/hot surfaces.
- No smoking.
Wear protective g
MDL Number MFCD00008928
Health Hazard 2 GHS H Statement
May be fatal if swallowed and enters airways.
Toxic to aquatic life with long lasting effects.
Causes severe skin burns and eye damage.
May cause drowsiness or dizziness.
May cause damage to organs through p
Solubility Information Solubility in water: reacts
Flash Point −23°C
Health Hazard 1 GHS Signal Word: Danger
Synonym DIBAL-H
Beilstein 04, IV, 4400
Molecular Formula C8H19Al
EINECS Number 214-729-9
Formula Weight 142.22
Specific Gravity 0.701
Melting Point -70.0°C
9
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2-(4-Chlorosulfonylphenyl)ethyltrimethoxysilane, 50% solution in dichloromethane

CAS: 126519-89-9 Molecular Formula: C11H17ClO5SSi Molecular Weight (g/mol): 324.85 MDL Number: MFCD00054774 InChI Key: NYIDSUMRGUILGR-UHFFFAOYSA-N Synonym: 2-4-chlorosulfonylphenyl ethyltrimethoxysilane,4-2-trimethoxysilylethyl benzenesulfonyl chloride,4-2-trimethoxysilyl ethyl benzene-1-sulfonyl chloride,benzenesulfonylchloride, 4-2-trimethoxysilyl ethyl,2-4-chlorosulfonylphenyl ethyltrimethoxysilane in methylene chloride, has free sulfonic acid,4-2-trimethoxysilyl ethyl benzenesulfonyl chloride,acmc-20ete8,4-chlorosulfonyl phenethyltrimethoxysilane PubChem CID: 2733807 IUPAC Name: 4-(2-trimethoxysilylethyl)benzenesulfonyl chloride SMILES: CO[Si](CCC1=CC=C(C=C1)S(Cl)(=O)=O)(OC)OC

PubChem CID 2733807
CAS 126519-89-9
Molecular Weight (g/mol) 324.85
MDL Number MFCD00054774
SMILES CO[Si](CCC1=CC=C(C=C1)S(Cl)(=O)=O)(OC)OC
Synonym 2-4-chlorosulfonylphenyl ethyltrimethoxysilane,4-2-trimethoxysilylethyl benzenesulfonyl chloride,4-2-trimethoxysilyl ethyl benzene-1-sulfonyl chloride,benzenesulfonylchloride, 4-2-trimethoxysilyl ethyl,2-4-chlorosulfonylphenyl ethyltrimethoxysilane in methylene chloride, has free sulfonic acid,4-2-trimethoxysilyl ethyl benzenesulfonyl chloride,acmc-20ete8,4-chlorosulfonyl phenethyltrimethoxysilane
IUPAC Name 4-(2-trimethoxysilylethyl)benzenesulfonyl chloride
InChI Key NYIDSUMRGUILGR-UHFFFAOYSA-N
Molecular Formula C11H17ClO5SSi
10
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Ethylaluminium dichloride, 1.8M solution in toluene, AcroSeal™

CAS: 563-43-9 Molecular Formula: C2H5AlCl2 Molecular Weight (g/mol): 126.94 MDL Number: MFCD00000457 InChI Key: UAIZDWNSWGTKFZ-UHFFFAOYSA-L Synonym: ethylaluminum dichloride,aluminum, dichloroethyl,dichloroethylaluminum,ethyldichloroaluminum,dichloromonoethylaluminum,ethylaluminium dichloride,dichloro ethyl alumane,ethyl aluminum dichloride,hsdb 317,dichloro ethyl aluminum IUPAC Name: dichloro(ethyl)alumane SMILES: CC[Al](Cl)Cl

CAS 563-43-9
Molecular Weight (g/mol) 126.94
MDL Number MFCD00000457
SMILES CC[Al](Cl)Cl
Synonym ethylaluminum dichloride,aluminum, dichloroethyl,dichloroethylaluminum,ethyldichloroaluminum,dichloromonoethylaluminum,ethylaluminium dichloride,dichloro ethyl alumane,ethyl aluminum dichloride,hsdb 317,dichloro ethyl aluminum
IUPAC Name dichloro(ethyl)alumane
InChI Key UAIZDWNSWGTKFZ-UHFFFAOYSA-L
Molecular Formula C2H5AlCl2
11
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Diethylaluminium chloride, 0.9M solution in toluene, AcroSeal™

CAS: 96-10-6 Molecular Formula: C4H10AlCl Molecular Weight (g/mol): 120.56 MDL Number: MFCD00000459 InChI Key: YNLAOSYQHBDIKW-UHFFFAOYSA-M Synonym: diethylaluminum chloride,aluminum, chlorodiethyl,diethylaluminium chloride,deac,chlorodiethylaluminum,diethylchloroaluminum,diethylaluminum monochloride,deak,aluminum diethyl monochloride,aluminum, dichlorotetraethyldi PubChem CID: 7277 IUPAC Name: chloro(diethyl)alumane SMILES: CC[Al](Cl)CC

PubChem CID 7277
CAS 96-10-6
Molecular Weight (g/mol) 120.56
MDL Number MFCD00000459
SMILES CC[Al](Cl)CC
Synonym diethylaluminum chloride,aluminum, chlorodiethyl,diethylaluminium chloride,deac,chlorodiethylaluminum,diethylchloroaluminum,diethylaluminum monochloride,deak,aluminum diethyl monochloride,aluminum, dichlorotetraethyldi
IUPAC Name chloro(diethyl)alumane
InChI Key YNLAOSYQHBDIKW-UHFFFAOYSA-M
Molecular Formula C4H10AlCl
12

Diisobutylaluminium hydride, 1.2M (20 wt%) solution in toluene, AcroSeal™

CAS: 1191-15-7 | C8H19Al | 142.22 g/mol

Boiling Point 110.0°C
Linear Formula [(CH3)2CHCH2]2AIH
Molecular Weight (g/mol) 142.22
Physical Form Solution
Chemical Name or Material Diisobutylaluminium hydride
Merck Index 15, 3212
Density 0.8480g/mL
Fieser 01,260; 02,140; 03,101; 04,158; 05,224; 06,198; 07,111; 08,173; 09,171; 10,149; 11,185; 12,191; 13,115; 14,138; 15,137; 16,27; 17,123
CAS 108-88-3
Health Hazard 3 GHS P Statement
IF SWALLOWED: rinse mouth.
Do NOT induce vomiting.
Wear eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes.
Remove contact lenses,if present and easy to do.
Continue rinsi
MDL Number MFCD00008928
Health Hazard 2 GHS H Statement
Causes severe skin burns and eye damage.
May be fatal if swallowed and enters airways.
May cause damage to organs through prolonged or repeated exposure.
Suspected of damaging the unborn child.
May cause dro
Solubility Information Solubility in water: reacts violently. Other solubilities: miscible with saturated aliphatic and aromatic,hydrocarbons
Flash Point 4°C
Health Hazard 1 GHS Signal Word: Danger
Synonym DIBAL-H
Beilstein 04, IV, 4400
Molecular Formula C8H19Al
EINECS Number 214-729-9
Formula Weight 142.22
Specific Gravity 0.848
13

Cyclopropylzinc bromide, 0.5M solution in THF, AcroSeal™

CAS: 126403-68-7 | C3H5BrZn | 186.37 g/mol

CAS 126403-68-7
Molecular Weight (g/mol) 186.37
MDL Number MFCD08741505
Molecular Formula C3H5BrZn
14
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Tebbe reagent, 0.5M solution in toluene, AcroSeal™

CAS: 67719-69-1 Molecular Formula: C13H18AlClTi MDL Number: MFCD00151575 Synonym: Bis(cyclopentadienyl-micron-chloro(dimethylaluminum-micron-methylenetitanium

CAS 67719-69-1
MDL Number MFCD00151575
Synonym Bis(cyclopentadienyl-micron-chloro(dimethylaluminum-micron-methylenetitanium
Molecular Formula C13H18AlClTi
15
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tert-Butylchlorodimethylsilane, 1.0M solution in dichloromethane, AcroSeal™

CAS: 18162-48-6 Molecular Formula: C6H15ClSi Molecular Weight (g/mol): 150.72 MDL Number: MFCD00000501 InChI Key: BCNZYOJHNLTNEZ-UHFFFAOYSA-N Synonym: tert-butyldimethylsilyl chloride,tert-butyldimethylchlorosilane,t-butyldimethylchlorosilane,tert-butylchlorodimethylsilane,tbdms chloride,tert-butyl chloro dimethylsilane,chloro-tert-butyldimethylsilane,silane, chloro 1,1-dimethylethyl dimethyl,tbscl,t-butyldimethylsilyl chloride PubChem CID: 28928 ChEBI: CHEBI:85071 IUPAC Name: tert-butyl-chloro-dimethylsilane SMILES: CC(C)(C)[Si](C)(C)Cl

PubChem CID 28928
CAS 18162-48-6
Molecular Weight (g/mol) 150.72
ChEBI CHEBI:85071
MDL Number MFCD00000501
SMILES CC(C)(C)[Si](C)(C)Cl
Synonym tert-butyldimethylsilyl chloride,tert-butyldimethylchlorosilane,t-butyldimethylchlorosilane,tert-butylchlorodimethylsilane,tbdms chloride,tert-butyl chloro dimethylsilane,chloro-tert-butyldimethylsilane,silane, chloro 1,1-dimethylethyl dimethyl,tbscl,t-butyldimethylsilyl chloride
IUPAC Name tert-butyl-chloro-dimethylsilane
InChI Key BCNZYOJHNLTNEZ-UHFFFAOYSA-N
Molecular Formula C6H15ClSi