1-Propene,3-(methylthio)-
- CAS Number:10152-76-8
- Molecular Formula:C4H8S
- Molecular Weight:88.1735
- Mol File:10152-76-8.mol
Synonyms:Sulfide,allyl methyl (7CI,8CI);1-(Methylthio)-2-propene;2-Propenyl methyl sulfide;3-(Methylthio)propene;3-Methylthio-1-propene;Allylmethyl thioether;Methyl 2-propenyl sulfide;Methyl allyl sulfide;
Physicochemical Properties
- Melting Point:N/A
- Boiling Point:88.6 °C at 760 mmHg
- Density:0.85 g/cm3
- Solubility:N/A
- Flash Point:18.3 °C
- Vapor Density:N/A
- Refractive Index:n20/D 1.4714(lit.)
- Sensitive:N/A
- Storage Temp.:0-6°C
- Appearance/Colour:clear colorless liquid
F1-Propene,3-(methylthio)- Safety information and MSDS
·Hazard identification:
| Pictogram(s) |  |
|---|---|
| Signal word | Warning |
| Hazard statement(s) | H317 May cause an allergic skin reaction |
| Precautionary statement(s) | |
| Prevention | P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P272 Contaminated work clothing should not be allowed out of the workplace. P280 Wear protective gloves/protective clothing/eye protection/face protection. |
| Response | P302+P352 IF ON SKIN: Wash with plenty of water/... P333+P313 If skin irritation or rash occurs: Get medical advice/attention. P321 Specific treatment (see ... on this label). P362+P364 Take off contaminated clothing and wash it before reuse. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
·Composition/information on ingredients:
| Chemical name | Common names and synonyms | CAS number | EC number | Concentration |
|---|---|---|---|---|
| Allyl methyl sulfide | Allyl methyl sulfide | 10152-76-8 | none | 100% |
·First-aid measures:
General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
·Fire-fighting measures:
Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.
·Accidental release measures:
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.
1-Propene,3-(methylthio)- Relevant articles
All total 14 Articles be found
All total 14 Articles be foundYb(iii)-catalysedsyn-thioallylation of ynamides
Dutta, Shubham,Gandon, Vincent,Gogoi, Manash Protim,Mallick, Rajendra K.,Prabagar, B.,Sahoo, Akhila K.,Vanjari, Rajeshwer,Yang, Shengwen
supporting information, p. 7521 - 7524 (2021/08/05)
Reported herein is asyn-thioallylation of ynamides incorporating a sulfide moiety at the α-position and an allyl group at the β-position of the ynamide. The transformation is successful under ytterbium(iii)-catalysis, providing access to highly substituted thioamino-skipped-dienes with broad substrate scope. Thus, tetrasubstituted olefins (with four different functional groups: amide, phenyl, thioaryl/alkyl, and allyl on the carbon centers) are made in a single step from readily accessible ynamides, preserving complete atom economy. The reaction can be extended to the synthesis of selenoamino dienes by ynamidesyn-selenoallylation. DFT studies and control experiments provide insight into the reaction mechanism.
Using CS2 to Probe the Mechanistic Details of Decarboxylation of Bis(phosphinite)-Ligated Nickel Pincer Formate Complexes
Ma, Qiang-Qiang,Liu, Ting,Adhikary, Anubendu,Zhang, Jie,Krause, Jeanette A.,Guan, Hairong
, p. 4077 - 4082 (2017/01/10)
The reaction of the formate complex {2,6-(R2PO)2C6H3}Ni(OCHO) (R = tBu, 5; R = iPr, 6) with CS2 shows first-order kinetics in nickel concentration and zero-order in [CS2] when CS2 is used in large excess. Rate measurement at different temperatures gives activation parameters ΔH? = 22.6 ± 0.9 kcal/mol and ΔS? = ?5.2 ± 3.0 eu for the decarboxylation of 5 and ΔH? = 22.6 ± 1.0 kcal/mol and ΔS? = ?4.3 ± 3.2 eu for the decarboxylation of 6. Comparing the decarboxylation rate constants for 6 and {2,6-(iPr2PO)2C6H3}Ni(OCDO) (6-d) yields KIE values of 1.67-1.90 within the temperature range 30-45 °C. On the basis of these experimental results and DFT calculations, an ion pair mechanism has been proposed for the decarboxylation process. The CS2 insertion products {2,6-(R2PO)2C6H3}Ni(SCHS) (R = tBu, 3; R = iPr, 4) have been characterized by X-ray crystallography.
Reactions of 2-(α-Haloalkyl)thiiranes with nucleophilic reagents: V.* Reactions of 2-(α-chloroalkyl)thiiranes with organolithium compounds
Tomashevskii,Sokolov,Potekhin
experimental part, p. 1822 - 1825 (2011/04/17)
2-(α-Haloalkyl)thiiranes reacted with methyl-, butyl-, and phenyllithium to give the corresponding allyl sulfides. The reactions of diastereoisomeric erythro-and threo-2-(1-chloroethyl)thiiranes with phenyllithium were stereospecific, and they afforded (E)-and (Z)-1-phenylsulfanylbut-2-enes, respectively. 3-Chloromethyl-2,2- dimethylthiirane and phenyllithium gave rise to a mixture of 3-methyl-3-phenylsulfanylbut-1-ene and 3-methyl-1-phenylsulfanylbut-2-ene. The reactions of 2-chloromethylthiiranes with phenyllithium and methyllithium in the presence of a catalytic amount of copper(I) iodide (10 mol %) led to the formation of substituted thiiranes as the major products. Mechanisms of the observed transformations are discussed. Pleiades Publishing, Ltd., 2010.
Matrix isolation and spectroscopic properties of the methylsulfinyl radical CH3(O)S
Reisenauer, Hans Peter,Romanski, Jaroslaw,Mloston, Grzegorz,Schreiner, Peter R.
supporting information, p. 9467 - 9469 (2013/10/01)
The atmospherically highly relevant methylsulfinyl radical CH 3(O)S was generated thermally under flash pyrolysis conditions and isolated in Ar matrices at 10 K; the allyl radical is a byproduct. CH 3(O)S and its D3- and 13C-isotopologues were characterized through the excellent agreement between experimental and computed IR and UV/Vis spectra.
Aqueous hemin catalyzed sulfonium ylide formation and subsequent [2,3]-sigmatropic rearrangements
Xu, Xiaofei,Li, Chang,Tao, Zhihao,Pan, Yuanjiang
supporting information, p. 1245 - 1249 (2017/08/15)
A mild hemin catalytic system for sulfonium ylide generation via a metal carbenoid and a subsequent [2,3]-sigmatropic rearrangement reaction in aqueous solvent is well-established, with the assistance of cyclodextrin (CD) and Triton X-100. The protocol displays high catalytic activity with a broad substrate scope of aryl/alkyl allyl sulfides and diazo reagents, affording homoallyl sulfide products in up to 99% yield. Notably, this catalytic system is successful for water-insoluble allyl sulfides but ineffective for allyl amines or allyl ethers. Moreover, an unprecedented cascade reaction of sulfonium ylide formation, [2,3]-sigmatropic rearrangement and C-H insertion was reported.
1-Propene,3-(methylthio)- Synthetic route And Reaction conditions
- 74-93-1
methylthiol
- 24857-04-3
triethylallyltin
- 24949-35-7
1,3-bis(methylthio)propane
- 10152-76-8
allylmethyl sulfide
- 994-40-1
triethyl tin (1+); methanethiolate
- 16256-96-5
1,3-Bis-(triaethylstannyl)-propan
- 75875-71-7
Triethyl-(3-methylsulfanyl-propyl)-stannane
| Conditions | Yield |
|---|---|
at 45 ℃;
for 12h;
Product distribution;
Irradiation; | 60% 30% 7.5% 2% 0.5% |
| Conditions | Yield |
|---|---|
Withethanol; | |
Withmethylthiol; |
| Conditions | Yield |
|---|---|
Withmethanol; |
| Conditions | Yield |
|---|---|
Withalkaline solution; |
- 52195-40-1
Methyl (Z)-1-propenyl sulfide
- 10152-76-8
allylmethyl sulfide
| Conditions | Yield |
|---|---|
Withpotassium tert-butylate;Indimethyl sulfoxide;at 19.9 - 49.9 ℃;
Equilibrium constant;
Thermodynamic data; |
- 42848-06-6
3-(methylthio)-(E)-2-propenoate
- 10152-76-8
allylmethyl sulfide
| Conditions | Yield |
|---|---|
Withpotassium tert-butylate;Indimethyl sulfoxide;at 19.9 - 49.9 ℃;
Equilibrium constant;
Thermodynamic data; | |
Withpotassium tert-butylate;Indimethyl sulfoxide;at 59.9 - 149.9 ℃;
Equilibrium constant;
Thermodynamic data;
ΔG, ΔH, ΔS, stabilization effects of thio groups; |
- 2179-58-0
ALLYL-METHYL-DISULFIDE
- 10152-76-8
allylmethyl sulfide
| Conditions | Yield |
|---|---|
Withtriphenylphosphine;Inbenzene; |
- 21892-75-1
allylmethylsulfoxide
- 10152-76-8
allylmethyl sulfide
| Conditions | Yield |
|---|---|
With1,4-dibromo-butane;
zinc;
at 80 ℃;
for 0.5h; | 15% |
Withdimethylsilicon dichloride;
zinc;Ambient temperature; |
- 3817-78-5
O-Allyl xanthate
- 10152-76-8
allylmethyl sulfide
| Conditions | Yield |
|---|---|
- 10152-76-8
allylmethyl sulfide
| Conditions | Yield |
|---|---|
Withdimethylsilicon dichloride;
zinc;Ambient temperature; |
1-Propene,3-(methylthio)- Raw materials
- 106-95-6
allyl bromide
- 5188-07-8
sodium thiomethoxide
- 107-05-1
3-chloroprop-1-ene
- 870-23-5
prop-2-ene-1-thiol
- 77-78-1
dimethyl sulfate
1-Propene,3-(methylthio)- Target Products
Business Type:
- Lab/Research institutionsTrading CompanyManufacturers
Certificate:
- Product LicenseEnterprise AuthenticationISOGMPFDAHALAL
Country :
China (Mainland)(107)
United Kingdom(2)
United States(2)
Japan(1)
Germany(1)
Belgium(1)
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