TEBBE REAGENT

Product Name: TEBBE REAGENT
CAS No.: 67719-69-1
Chemical Name: TEBBE REAGENT
Synonyms: tebbe;Tebbe reag;TEBBE REAGENT;Tebbe's reagent;tebbe reagent solution;ca.0.5mol/lToluenesolution;Tebbe Reagent 0.5 M in Toluene;TEBBE REAGENT ISO 9001：2015 REACH;TEBBE REAGENT, 0.5M SOLUTION IN TOLUENE;Tebbe Reagent (ca. 0.5mol/L in Toluene)
CBNumber: CB2693440
Molecular Formula: C13H4AlClTi
Formula Weight: 270.47
MOL File: 67719-69-1.mol

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TEBBE REAGENT Property

Density: 0.96 g/mL at 20 °C
Flash point:: 34 °F
storage temp.: Refrigerator
form: Solution
color: Dark red to purple
Water Solubility: Soluble in toluene, benzene, dichloromethane. Insoluble in water.
Sensitive: Air & Moisture Sensitive
Merck: 9091
Exposure limits: ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKey: QEJAQNUJXFLWSP-UHFFFAOYSA-M

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Safety

Hazard Codes: F,C
Risk Statements: 11-34-48/20-63-65-67
Safety Statements: 26-36/37/39-45-62-16
RIDADR: UN 2924 3/PG 2
WGK Germany: 2
F: 1-10
HazardClass: 4.3
PackingGroup: II
HS Code: 29310099

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H261In contact with water releases flammable gas

H302Harmful if swallowed

H304May be fatal if swallowed and enters airways

H314Causes severe skin burns and eye damage

H318Causes serious eye damage

H333May be harmful if inhaled

H336May cause drowsiness or dizziness

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 380237
Product name: Tebbe reagent solution
Purity: 0.5 M in toluene
Packaging: 25ml
Price: $296
Updated: 2024/03/01

Sigma-Aldrich

Product number: 380237
Product name: Tebbe reagent solution
Purity: 0.5 M in toluene
Packaging: 4x25ml
Price: $482
Updated: 2024/03/01

Alfa Aesar

Product number: 044506
Product name: μ-Chloro-μ-methylenebis(cyclopentadienyl)titaniumdimethylaluminum, 0.5M in toluene
Packaging: 5ml
Price: $74.7
Updated: 2024/03/01

Alfa Aesar

Product number: 044506
Product name: μ-Chloro-μ-methylenebis(cyclopentadienyl)titaniumdimethylaluminum, 0.5M in toluene
Packaging: 25ml
Price: $296
Updated: 2024/03/01

Sigma-Aldrich

Product number: 380237
Product name: Tebbe reagent solution
Purity: 0.5 M in toluene
Packaging: 100ml
Price: $1120
Updated: 2024/03/01

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TEBBE REAGENT Chemical Properties,Usage,Production

Chemical Properties

Dark red to purple solution

Chemical Properties

The Tebbe reagent is the organometallic compound with the formula (CH)TiCHClAl(CH). It is used in the methylenation of carbonyl compounds, that is it converts organic compounds containing the RC=O group into the related RC=CH derivative.It is a red solid that is pyrophoric in the air, and thus is typically handled with air-free techniques. It was originally synthesized by Fred Tebbe at DuPont Central Research. Tebbe's reagent contains two tetrahedral metal centers linked by a pair of bridging ligands. The titanium has two cyclopentadienyl ([CH]-, or Cp) rings and aluminium has two methyl groups. The titanium and aluminium atoms are linked together by both a methylene bridge (-CH-) and a chloride atom in a nearly square-planar (Ti–CH–Al–Cl) geometry.The Tebbe reagent was the first reported compound where a methylene bridge connects a transition metal (Ti) and a main group metal (Al).Preparation The Tebbe reagent is synthesized from titanocene dichloride and trimethylaluminium in toluene solution.

Uses

μ-Chloro-μ-methylenebis(cyclopentadienyl)titaniumdimethylaluminum is used in organic synthesis for carbonyl methylenation, A versatile methylenation reagent for the conversion of ketones and aldehydes to olefins, it offers facile reaction with hindered ketones and allows the conversion of esters to vinyl ethers. Tebbe reagent can be used to olefinate aldehydes, to methylenate a chiral polyhydroxyketone with high diasteroselctivity.

Uses

Tebbe reagent can be used:?????

For the conversion of carbonyl groups of chlorophyll derivatives into the corresponding exo-methylene (or vinylidene) groups.
In the synthesis of β-C-glycosides from 3-OH glycol esters.
As a versatile methylenation reagent for the conversion of ketones and aldehydes to olefins. It offers facile reaction with hindered ketones and allows the conversion of esters to vinyl ethers.
To olefinate aldehydes.
To methylenate a chiral polyhydroxyketone with high diasteroselctivity.

Uses

Reagent for the methylenation of carbonyl groups.

General Description

Tebbe reagent is a Lewis acid stabilized organometallic compound, which is used to transform carbonyl groups into β-substituted methylenes. It also reacts with a wide range of carbonyl compounds, including esters, amides, and lactones to yield corresponding olefins.

TEBBE REAGENT Preparation Products And Raw materials

Raw materials

Preparation Products

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TEBBE REAGENT Suppliers

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View Lastest Price from TEBBE REAGENT manufacturers

Henan Fengda Chemical Co., Ltd

Product: TEBBE REAGENT 67719-69-1
Price: US $8.00-1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-03

67719-69-1, TEBBE REAGENTRelated Search:

Potassium sodium tartrate Nysted Reagent Lithium hydroxide 1,3-Cyclopentadiene GRUBBS-TEBBE REAGENT Trimethylaluminium TEBBE REAGENT NUGENT'S REAGENT titanocene

Bis(cyclopentadienyl-micron-chloro(dimethylaluminum-micron-methylenetitanium

Chlorobishetacyclopentadienyldimethylammoniummumethyle

mu-Chlorobis(((heta)^5)-cyclopentadienyl)(dimethylammonium)-mu-methylene-titanium

Tebbe's reagent

μ-Chloro-μ-methylenebis(cyclopentadienyl)titaniumdimethylaluminum solution, 0.5M in toluene

BIS(CYCLOPENTADIENYL)-MU-CHLORO(DIMETHYLALUMINUM)-MU-METHYLENETITANIUM

MU-CHLOROBIS(CYCLOPENTADIENYL)(DIMETHYLALUMINUM)-MU-METHYLENETITANIUM

MU-CHLOROBIS(ETA5-CYCLOPENTADIENYL)(DIMETHYLALUMINUM)-MU-METHYLENETITANIUM

MU-CHLOROBIS(((ETA)5)-CYCLOPENTADIENYL)(DIMETHYLAMMONIUM)-MU-METHYLENE-TITANIUM

MU-CHLORO-MU-METHYLENE[BIS(CYCLOPENTADIENYL)TITANIUM]DIMETHYLALUMINUM

TEBBE REAGENT

tebbe

TEBBE REAGENT, 0.5M SOLUTION IN TOLUENE

TEBBE REAGENT SOLUTION, ~0.5 M IN TOLUEN E

MU-CHLOROBIS(ETA5-CYCLOPENTADIENYL)(DIMETHYLALUMINUM)-MU-METHYLENE-TITANIUM (CA. 0.5MOL L TOLUENE SOLN.)

Titanium, .mu.-chlorobis(.eta.5-2,4-cyclopentadien-1-yl)(dimethylaluminum)-.mu.-methylene-

ae-chloro-ae-methylenebis(cyclopentadienyl)-titaniumdimethylaluminum, 0.5m in toluene

bis(cyclopentadienyl)-μ-chloro-(dimethylaluminum)-μ-methylenetitanium

tebbe reagent solution

M-CHLORO-M-METHYLENEBIS(CYCLOPENTADIENYL)-TITANIUMDIMETHYLALUMINUM

μ-Chloro-μ-methylenebis(cyclopentadienyl)titaniumdimethylaluminum, 0.5M in toluene

Tebbe Reagent (ca. 0.5mol/L in Toluene)

^m-Chloro-^m-methylenebis(cyclopentadienyl)titaniumdimethylaluminum, 0.5M in toluene

ca.0.5mol/lToluenesolution

micro-Chloro-micro-methylene [bis(cyclopentadienyl)titanium]dimethylaluminum

mu-Chloro-mu-methylenebis(cyclopentadienyl)titaniumdimethylaluminum, 0.5M in toluene

μ-Chloro-μ-methylenebis(cyclopentadienyl)-titaniumdimethylaluminum

Tebbe reagent, 0.5M solution in toluene, SpcSeal

Tebbe reagent, 0.5M solution in toluene, AcroSeal

mu-Chloro-mu-methylene[bis(cyclopentadienyl)titanium]dimethylaluminum mu-Chlorobis(eta5-cyclopentadienyl)(dimethylaluminum)-mu-methylenetitanium

Tebbe reag

TEBBE REAGENT ISO 9001：2015 REACH

mu-Chloro-mu-methylenebis(cyclopentadienyl)-titaniumdimethyl

Tebbe Reagent 0.5 M in Toluene

67719-69-1

C13H18AlClTi

C-C Bond Formation

Olefination

Others

Synthetic Reagents

Classes of Metal Compounds

Typical Metal Compounds

Metallocenes

Ti (Titanium) Compounds

Titanocene, etc.

Transition Metal Compounds

Al (Alminum) Compounds

Titanocene, etc.

Al (Alminum) Compounds

Classes of Metal Compounds

Metallocenes

Ti (Titanium) Compounds

Transition Metal Compounds

Typical Metal Compounds