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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
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

Huangshi Bo’Er Chemical Co., Ltd.
Tel
0714-6401888 18671400300
Fax
0714-6401888
Email
273568016@qq.com
Country
China
ProdList
518
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58
Panjin Infinity Scientific CO. LTD
Tel
400-1062016 18612996721
Fax
QQ25788917
Email
hao@infsci.com
Country
China
ProdList
328
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
BeiJing Hwrk Chemicals Limted
Tel
0757-86329057 18501085097
Fax
010-89508210
Email
sales3.gd@hwrkchemical.com
Country
China
ProdList
7583
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9725
Advantage
55
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17779
Advantage
75
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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:


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  • ca.0.5mol/lToluenesolution
  • micro-Chloro-micro-methylene [bis(cyclopentadienyl)titanium]dimethylaluminum
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  • Tebbe reagent, 0.5M solution in toluene, SpcSeal
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  • 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