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558-37-2

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558-37-2 Usage

Chemical Properties

clear colorless liquid

General Description

3,3-Dimethyl-1-butene oxidizes selectively to corresponding epoxide by chlorine promoted Ag(111) oxygen adatoms. It undergoes copolymerization with ethylene using a chain-walking Pd-diimine catalyst.

Check Digit Verification of cas no

The CAS Registry Mumber 558-37-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 8 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 558-37:
(5*5)+(4*5)+(3*8)+(2*3)+(1*7)=82
82 % 10 = 2
So 558-37-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H12/c1-5-6(2,3)4/h5H,1H2,2-4H3

558-37-2 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (L08693)  3,3-Dimethyl-1-butene, 95%   

  • 558-37-2

  • 50ml

  • 204.0CNY

  • Detail
  • Alfa Aesar

  • (L08693)  3,3-Dimethyl-1-butene, 95%   

  • 558-37-2

  • 250ml

  • 817.0CNY

  • Detail

558-37-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,3-Dimethyl-1-butene

1.2 Other means of identification

Product number -
Other names 1-Butene, 3,3-dimethyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:558-37-2 SDS

558-37-2Synthetic route

Methylenetriphenylphosphorane
19493-09-5

Methylenetriphenylphosphorane

OMo(NNCH-t-Bu)(S2CN(Et)2)2

OMo(NNCH-t-Bu)(S2CN(Et)2)2

tert-butylethylene
558-37-2

tert-butylethylene

Conditions
ConditionsYield
for 24h; Ambient temperature;99%
2,2-dimethyl-3-butyne
917-92-0

2,2-dimethyl-3-butyne

tert-butylethylene
558-37-2

tert-butylethylene

Conditions
ConditionsYield
With quinoline; hydrogen; Pd-BaSO4 In toluene at 20℃; under 760 Torr;88%
With Rh2H2(CO)(dppm)2; hydrogen In benzene-d6
With diisobutylaluminium hydride In n-heptane at 50℃; for 2h;
tert-butylmercury chloride
38442-51-2

tert-butylmercury chloride

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

A

Me3CCH2CH2SnBu3
111823-15-5

Me3CCH2CH2SnBu3

B

tert-butylethylene
558-37-2

tert-butylethylene

Conditions
ConditionsYield
With sodium tetrahydroborate In dimethyl sulfoxide; benzene Irradiation (UV/VIS); mixt. of substrate and mercurial is irradiated in nitrogen-purged solvent in Pyrex tube with 275-W sunlamp for 2 h; mixt. is worked up with NaBH4, (1)H-NMR;A 80%
B 10%
styrene
292638-84-7

styrene

Ta(CHCMe3)(OCMe3)2(PMe3)Cl

Ta(CHCMe3)(OCMe3)2(PMe3)Cl

trimethylphosphane
594-09-2

trimethylphosphane

A

tert-butylethylene
558-37-2

tert-butylethylene

B

Ta(CHC6H5)(OC(CH3)3)2(P(CH3)3)2Cl

Ta(CHC6H5)(OC(CH3)3)2(P(CH3)3)2Cl

Conditions
ConditionsYield
In benzene 25°C for 7 h;A 80%
B n/a
Ru3(CO)4{Ph2PC(H)C(Bu(t))}{(Ph2PCC(Bu(t))}(PPh2)

Ru3(CO)4{Ph2PC(H)C(Bu(t))}{(Ph2PCC(Bu(t))}(PPh2)

A

2,2-dimethyl-3-butyne
917-92-0

2,2-dimethyl-3-butyne

B

tert-butylethylene
558-37-2

tert-butylethylene

C

2,2-Dimethylbutane
75-83-2

2,2-Dimethylbutane

Conditions
ConditionsYield
In gas treatment in sealed vial under H2 for 45 min at 120 °C, partly decompd.;A 2.7%
B 19%
C 78%
3-tert-butyltitanacyclobutane
75687-68-2

3-tert-butyltitanacyclobutane

diphenyl ketene
525-06-4

diphenyl ketene

A

Cp2(3-diphenylmethylene-titanaoxacyclobutane)
112681-98-8

Cp2(3-diphenylmethylene-titanaoxacyclobutane)

B

tert-butylethylene
558-37-2

tert-butylethylene

Conditions
ConditionsYield
In toluene 3-tert-butyltitanacyclobutane and diphenylketene in toluene is heated at 80°C for 10 min, solids pptd.; solution removed, solid is washed (pentane, ether), dried overnight, recrystn. (ether, CH2Cl2 or toluene); elem. anal.;A 71%
B n/a

558-37-2Relevant articles and documents

Reactions of alkenylruthenium(II) complexes with hydrosilane: C-Si vs C-H bond formation

Maruyama, Yooichiroh,Yamamura, Kunihiro,Ozawa, Fumiyuki

, p. 905 - 906 (1998)

Alkenylruthenium complexes, Ru{C(R1)=CH(R2)}Cl(CO)-(PPh3)2 (R1 = H, R2 = Ph; R1 = H, R2 = t-Bu; R1 = Ph, R2 = Ph; R1 = CH=CH(SiMe3), R2 = SiMe2Ph), react with HSiMe2Ph via two reaction courses (path A and path B), leading to C-Si and C-H bond formation, respectively. Relative ratio of the two courses is strongly dependent upon steric bulkiness of substituent(s) on the alkenyl ligands.

Cocks,Frey

, p. 2566 (1970)

Intermolecular chemistry of a cyclopropylcarbene and its mechanistic implications

Huang, Haiyong,Platz, Matthew S.

, p. 8337 - 8340 (1996)

Trans-3-(2-tert-butylcyclopropyl)-3H-diazirine was decomposed both thermally (100°C) and photochemically (350 nm, -25 to 25°C) to give the anticipated ring-expanded 3-tert-butylcyclobutene product (50% photochemical, 64% thermal), along with azine and products of trapping by solvent. In the presence of tetramethylethylene (TME), a bicyclopropyl adduct was formed in yields as high as 37% (thermal) or 32% (photochemical). The yield of 3-tert-butylcyclobutene product, however, is only very slightly (0-7%) decreased upon increasing the concentratin of TME. Similar results were obtained with propylamine as the carbene trapping agent. The response of the product mixture to changes in the concentration of the trapping agent shows that there are two product-forming pathways. The mechanistic implications of these observations are discussed.

Deoxygenation of Epoxides with Carbon Monoxide

Maulbetsch, Theo,Jürgens, Eva,Kunz, Doris

, p. 10634 - 10640 (2020/07/30)

The use of carbon monoxide as a direct reducing agent for the deoxygenation of terminal and internal epoxides to the respective olefins is presented. This reaction is homogeneously catalyzed by a carbonyl pincer-iridium(I) complex in combination with a Lewis acid co-catalyst to achieve a pre-activation of the epoxide substrate, as well as the elimination of CO2 from a γ-2-iridabutyrolactone intermediate. Especially terminal alkyl epoxides react smoothly and without significant isomerization to the internal olefins under CO atmosphere in benzene or toluene at 80–120 °C. Detailed investigations reveal a substrate-dependent change in the mechanism for the epoxide C?O bond activation between an oxidative addition under retention of the configuration and an SN2 reaction that leads to an inversion of the configuration.

A smarter approach to catalysts by design: Combining surface organometallic chemistry on oxide and metal gives selective catalysts for dehydrogenation of 2,3-dimethylbutane

Rouge, Pascal,Garron, Anthony,Norsic, Sébastien,Larabi, Cherif,Merle, Nicolas,Delevoye, Laurent,Gauvin, Regis M.,Szeto, Kai C.,Taoufik, Mostafa

, p. 21 - 26 (2019/04/25)

2,3-dimethylbutane is selectively converted into 2,3-dimethylbutenes at 500 °C under hydrogen or at 390 °C under nitrogen in the presence of bimetallic catalysts Pt-Sn/Li-Al2O3. The high stability of the catalyst along the reaction is obtained by selective modification of the Pt/Li-Al2O3 catalyst using Surface Organometallic Chemistry (SOMC).

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