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107-03-9 Usage

Description

Propane thiol is an organic compound with the molecular formula C3H8S. It belongs to the group of thiols. It is a colorless liquid with a strong, offensive odor. It is moderately toxic and is less dense than water and slightly soluble in water. It is used as a chemical intermediate and a herbicide . It is highly flammable and it gives off irritating or toxic fumes (or gases) in a fire. Heating it will cause rise in pressure with risk of bursting.

Chemical Properties

Different sources of media describe the Chemical Properties of 107-03-9 differently. You can refer to the following data:
1. Propanethiol is chemically classified among the thiols, which are organic compounds with molecular formulas and structural formulas similar to alcohols, except that sulfur-containing sulfhydryl group (- SH) replaces the oxygen - containing hydroxyl group in the molecule. Propanethiol's basic molecular formula is C3H7SH, and its structural formula is similar to that of the alcohol n-propanol.
2. Propyl mercaptan has a characteristic odor of cabbage. Below 2 to 3 ppm, it has a sweet onion and cabbage-like flavor.
3. clear colourless liquid

Occurrence

Reported found in onion (Allium cepa L.), garlic, shallot, roasted onion, raw leek, heated leek, chive, cooked chicken, beef, beer, American potato chips and durian (Durio zibethinus).

Uses

Different sources of media describe the Uses of 107-03-9 differently. You can refer to the following data:
1. 1-Propanethiol, is used widely in research areas. This compound has a wide range of applications including cell biology, materials science, nanoscience, self-assembled monolayers (SAMs), nanoelectronics, and contact printing. It is also used as a chemical intermediate.
2. 1-PP can be used as a capping agent that improves the thermal stability and light absorption of silver nanoparticles (AgNPs), which can be incorporated into the perovskite solar cells. Gallium-arsenic (Ga-As) can be surface functionalized with 1-PP and can be potentially used in the fabrication of group VI precusors and self-assembled electron beam resists in semiconductor industry. It can also form a SAM on gold(111) surface that may be used to immobilize macromolecules.
3. Chemical intermediate, herbicide.

Definition

ChEBI: An alkanethiol that is propane substituted by a thiol group at position 1.

Preparation

By reacting propyl alcohol and H2S under particular conditions; from propyl alcohol or propyl disulfide and naphthalene; from n-propyl chloride and potassium hydrosulfide; also from n-propanol plus bromine plus red phosphorus in the presence of sodium sulfate.

General Description

A colorless liquid with a strong, offensive odor. Moderately toxic. Flash point below 0°F. Less dense than water and slightly soluble in water. Hence floats on water. Used as a chemical intermediate and a herbicide.

Air & Water Reactions

Highly flammable. Vapors explosive when exposed to heat, flame or sparks. Slightly soluble in water.

Reactivity Profile

1-Propanethiol emits toxic fumes of oxides of sulfur when heated to decomposition. Reacts violently on contact with calcium hypochlorite [Chem. Eng. News, 1973, 51(26), p. 14].

Hazard

Highly flammable, dangerous fire risk.

Health Hazard

Inhalation causes muscular weakness, convulsions, and respiratory paralysis; high concentrations may cause pulmonary irritation. Contact with liquid causes irritation of eyes and skin. Ingestion causes irritation of mouth and stomach.

Fire Hazard

Special Hazards of Combustion Products: Toxic sulfur dioxide is generated.

Flammability and Explosibility

Flammable

Safety Profile

A poison. Moderately toxic by intraperitoneal route. Mildly toxic by inhalation. A severe eye irritant. A flammable liquid and very dangerous fire hazard when exposed to heat or flame. Explodes on contact with calcium hypochlorite. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS.

Purification Methods

Purify the thiol by dissolving it in aqueous 20% NaOH, extracting with a small amount of *benzene and steam distilling until clear. After cooling, the solution is acidified slightly with 15% H2SO4, and the thiol is distilled out, dried with anhydrous CaSO4 or CaCl2, and fractionally distilled under nitrogen. [Mathias & Filho J Phys Chem 62 1427 1958.] Also purify it by liberating the mercaptan by adding dilute HCl to the residue remaining after steam distilling. After direct distillation from the flask, and separation of the water, the mercaptan is dried (Na2SO4) and distilled under nitrogen. [Beilstein 1 IV 1449.]

Check Digit Verification of cas no

The CAS Registry Mumber 107-03-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 107-03:
(5*1)+(4*0)+(3*7)+(2*0)+(1*3)=29
29 % 10 = 9
So 107-03-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H8S.Na/c1-2-3-4;/h4H,2-3H2,1H3;/q;+1/p-1

107-03-9 Well-known Company Product Price

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  • Alfa Aesar

  • (43420)  1-Propanethiol, 98%   

  • 107-03-9

  • 100ml

  • 202.0CNY

  • Detail
  • Alfa Aesar

  • (43420)  1-Propanethiol, 98%   

  • 107-03-9

  • 500ml

  • 413.0CNY

  • Detail
  • Aldrich

  • (P50757)  1-Propanethiol  99%

  • 107-03-9

  • P50757-100ML

  • 407.16CNY

  • Detail
  • Aldrich

  • (P50757)  1-Propanethiol  99%

  • 107-03-9

  • P50757-500ML

  • 669.24CNY

  • Detail
  • Aldrich

  • (P50757)  1-Propanethiol  99%

  • 107-03-9

  • P50757-2L

  • 1,478.88CNY

  • Detail

107-03-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name propane-1-thiol

1.2 Other means of identification

Product number -
Other names 1-propylthiol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:107-03-9 SDS

107-03-9Synthetic route

tripropyl phosphorotrithioite
869-56-7

tripropyl phosphorotrithioite

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

2,2-'spirobi(1,3,2-benzodioxaphosphole)
181-85-1

2,2-'spirobi(1,3,2-benzodioxaphosphole)

B

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
at 90 - 95℃; under 0.02 Torr; for 0.5h;A 72%
B 96%
ethylene glycol
107-21-1

ethylene glycol

N,N-tetraethyldiamidothiophosphite S-propyl

N,N-tetraethyldiamidothiophosphite S-propyl

A

1-thiopropane
107-03-9

1-thiopropane

B

1,4,6,9-tetraoxa-5λ5-phosphaspiro[4,4]nonane
3646-10-4, 54515-09-2, 673460-28-1

1,4,6,9-tetraoxa-5λ5-phosphaspiro[4,4]nonane

C

diethylamine
109-89-7

diethylamine

Conditions
ConditionsYield
at 120 - 130℃; for 1h;A n/a
B 90%
C n/a
at 120 - 130℃; for 1h; Product distribution;A n/a
B 90%
C n/a
dipropyl phenylphosphoramidodithioite
84839-06-5

dipropyl phenylphosphoramidodithioite

A

1-thiopropane
107-03-9

1-thiopropane

B

tripropyl phosphorotrithioite
869-56-7

tripropyl phosphorotrithioite

C

aniline
62-53-3

aniline

Conditions
ConditionsYield
at 175 - 180℃; for 10h;A 0.7 g
B 89%
C 71%
at 175 - 180℃; for 10h; Product distribution; other reagent: water; presence of solvent: dioxane; other temperature and reaction time.;A 0.7 g
B 89%
C 71%
propyl bromide
106-94-5

propyl bromide

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
Stage #1: propyl bromide With thiourea In ethanol for 3h; Heating;
Stage #2: With sodium hydroxide In ethanol for 2h; Heating;
86%
With potassium hydroxide; hydrogen sulfide
With hydrogen sulfide; sodium ethanolate zuletzt bei Siedetemperatur;
With ethanol; potassium hydrosulfide
With thiourea In ethanol Reflux;
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

dipropyl phenylphosphoramidodithioite
84839-06-5

dipropyl phenylphosphoramidodithioite

A

1-thiopropane
107-03-9

1-thiopropane

B

tripropyl phosphorotrithioite
869-56-7

tripropyl phosphorotrithioite

C

N,N-diphenylthiourea
102-08-9

N,N-diphenylthiourea

Conditions
ConditionsYield
In hexane for 3h; Heating;A n/a
B 83%
C 59%
1-propyl carbamate
627-12-3

1-propyl carbamate

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
With tetraphosphorus decasulfide In toluene for 2h; Reflux;78%
dipropyl diethylphosphoramidodithioite
53431-44-0

dipropyl diethylphosphoramidodithioite

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

1-thiopropane
107-03-9

1-thiopropane

B

diethylammonium tris(o-phenylenedioxy)phosphate

diethylammonium tris(o-phenylenedioxy)phosphate

Conditions
ConditionsYield
at 65℃; in the vacuum of an oil pump;A 75%
B 77%
dipropyl phenylphosphoramidodithioite
84839-06-5

dipropyl phenylphosphoramidodithioite

A

1-thiopropane
107-03-9

1-thiopropane

B

tripropyl phosphorotrithioite
869-56-7

tripropyl phosphorotrithioite

C

anilinium dihydrogen phosphite
33921-12-9

anilinium dihydrogen phosphite

D

aniline
62-53-3

aniline

Conditions
ConditionsYield
With water In 1,4-dioxane for 72h; Further byproducts given;A n/a
B 61%
C 67%
D 26%
4-Hydroxy-4-methyl-2-pentanone
123-42-2

4-Hydroxy-4-methyl-2-pentanone

Ethylthiophosphinsaeure-propylester-chlorid
16543-44-5

Ethylthiophosphinsaeure-propylester-chlorid

A

1-thiopropane
107-03-9

1-thiopropane

B

2-ethyl-3,3,5-trimethyl-1,2-oxaphosphol-4-ene 2-oxide
19016-65-0

2-ethyl-3,3,5-trimethyl-1,2-oxaphosphol-4-ene 2-oxide

C

(1,1-Dimethyl-3-oxo-butyl)-ethyl-phosphinothioic acid S-propyl ester
51805-02-8

(1,1-Dimethyl-3-oxo-butyl)-ethyl-phosphinothioic acid S-propyl ester

Conditions
ConditionsYield
A 10%
B 11%
C 56%
1,4-di(n-propyl)tetrasulfane
52687-98-6

1,4-di(n-propyl)tetrasulfane

A

1,2-dithiole-3-thione
534-25-8

1,2-dithiole-3-thione

B

1-thiopropane
107-03-9

1-thiopropane

C

propyl sulfide
111-47-7

propyl sulfide

D

Dipropyl disulfide
629-19-6

Dipropyl disulfide

Conditions
ConditionsYield
at 350℃;A 52%
B 14%
C 4%
D 15%
4-Hydroxy-4-methyl-2-pentanone
123-42-2

4-Hydroxy-4-methyl-2-pentanone

S-propylphenylchlorothiophosphonite
23675-87-8

S-propylphenylchlorothiophosphonite

A

1-thiopropane
107-03-9

1-thiopropane

B

3,3,5-trimethyl-2-phenyl-1,2-oxaphospholene 2-oxide
4529-76-4

3,3,5-trimethyl-2-phenyl-1,2-oxaphospholene 2-oxide

C

(1,1-Dimethyl-3-oxo-butyl)-phenyl-phosphinothioic acid S-propyl ester
76622-01-0

(1,1-Dimethyl-3-oxo-butyl)-phenyl-phosphinothioic acid S-propyl ester

Conditions
ConditionsYield
A 43%
B 46%
C 25%
dipropyl trisulfide*dipropyl tetrasulfide

dipropyl trisulfide*dipropyl tetrasulfide

A

1,2-dithiole-3-thione
534-25-8

1,2-dithiole-3-thione

B

1-thiopropane
107-03-9

1-thiopropane

C

propyl sulfide
111-47-7

propyl sulfide

D

Dipropyl disulfide
629-19-6

Dipropyl disulfide

Conditions
ConditionsYield
at 350℃;A 44%
B 13%
C 3%
D 7%
propan-1-ol
71-23-8

propan-1-ol

aluminum sulfide

aluminum sulfide

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
at 310°C;32.5%
dipropyl trisulfide
6028-61-1

dipropyl trisulfide

A

1,2-dithiole-3-thione
534-25-8

1,2-dithiole-3-thione

B

1-thiopropane
107-03-9

1-thiopropane

C

propyl sulfide
111-47-7

propyl sulfide

D

Dipropyl disulfide
629-19-6

Dipropyl disulfide

Conditions
ConditionsYield
at 350℃;A 29%
B 11%
C 2%
D 6%
at 350℃; Product distribution; other polysulfides; var. temp.;
propan-1-ol
71-23-8

propan-1-ol

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
With hydrogen sulfide; thorium dioxide
With aluminum sulfide at 310℃;
With hydrogen sulfide; thorium dioxide at 300 - 360℃;
With sodium sulfide; phosphorus; sodium sulfate bei allmaehlichem Zufliessenlassen von Brom unter maessiger Kuehlung;
propan-1-ol
71-23-8

propan-1-ol

A

1-thiopropane
107-03-9

1-thiopropane

B

O.O-Dipropyl-dithyophosphat
2253-43-2

O.O-Dipropyl-dithyophosphat

Conditions
ConditionsYield
With phosphorous (V) sulfide at 180℃;
propene
187737-37-7

propene

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
With hydrogen sulfide at 0℃; Irradiation.mit UV-Licht;
With hydrogen sulfide; tetraethyllead(IV) Irradiation.mit UV-Licht;
With hydrogen sulfide; acetone Irradiation.mit UV-Licht;
propene
187737-37-7

propene

A

1-thiopropane
107-03-9

1-thiopropane

B

2-propanethiol
75-33-2

2-propanethiol

Conditions
ConditionsYield
With kieselguhr; nickel(II) sulfide; hydrogen sulfide at 250 - 300℃;
With kieselguhr; nickel(II) sulfide; hydrogen sulfide at 250 - 300℃;
S-n-propylisothiourea
2986-21-2

S-n-propylisothiourea

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
With potassium hydroxide
propyl sulfide
111-47-7

propyl sulfide

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
With ammonia; sodium
With hydrogen In acetone at -78℃; under 4 Torr; Mechanism; other alkyl sulfides and alkyl substituted-benzyl sulfides, competition with various alkyl sulfides, rate of disappearance relative to various alkyl sulfides, microwave generation of H from H2, other reagent: atomic deuterium;
benzyl-dithiocarbamic acid propyl ester
16022-38-1

benzyl-dithiocarbamic acid propyl ester

A

1-thiopropane
107-03-9

1-thiopropane

B

Benzyl isothiocyanate
622-78-6

Benzyl isothiocyanate

Conditions
ConditionsYield
Zerfaellt beim Erhitzen im Vakuum oder unter gewoehnlichem Druck;
decylthiol
143-10-2

decylthiol

Dipropyl disulfide
629-19-6

Dipropyl disulfide

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
at 138 - 139℃;
at 180℃;
Dipropyl disulfide
629-19-6

Dipropyl disulfide

1-thiopropane
107-03-9

1-thiopropane

Conditions
ConditionsYield
With 1-methyl-1-propanethiol Equilibrium constant;
With ammonia; sodium
With naphtha at 496℃;
Dipropyl disulfide
629-19-6

Dipropyl disulfide

A

1-thiopropane
107-03-9

1-thiopropane

B

1-(methylthio)-propane
3877-15-4

1-(methylthio)-propane

Conditions
ConditionsYield
bei der Einw. von Penicillium brevicaule Saccardo;
With water bei der Einw. von Penicillium brevicaule Saccardo;
propene
187737-37-7

propene

A

1-thiopropane
107-03-9

1-thiopropane

B

propyl sulfide
111-47-7

propyl sulfide

C

n-propyl isopropyl sulfide
5008-73-1

n-propyl isopropyl sulfide

D

2-propanethiol
75-33-2

2-propanethiol

Conditions
ConditionsYield
With benzophenone; hydrogen sulfide; phosphorous acid trimethyl ester In diethylene glycol dimethyl ether at 10℃; for 4h; Product distribution; Irradiation; variation of reagents and solvents (t. butanol, benzene);
S-propyl 3-oxobutanethioate
15780-61-7

S-propyl 3-oxobutanethioate

A

1-thiopropane
107-03-9

1-thiopropane

B

2-acetoacetic acid
541-50-4

2-acetoacetic acid

Conditions
ConditionsYield
With sodium hydroxide at 25℃; Rate constant; ionic strength 0.1M, 0.8percent (v/v) acetonitrile;
O-ethyl S-n-propyl phenylphosphonothioate
57557-81-0

O-ethyl S-n-propyl phenylphosphonothioate

A

1-thiopropane
107-03-9

1-thiopropane

B

diethyl phenylphosphonate
1754-49-0

diethyl phenylphosphonate

C

ethyl Phenylphosphinate
172487-18-2

ethyl Phenylphosphinate

D

ethyl hydrogen phenylphosphonate
4546-19-4

ethyl hydrogen phenylphosphonate

E

O-ethyl phenylphosphonothioic acid
6230-93-9

O-ethyl phenylphosphonothioic acid

F

Dipropyl disulfide
629-19-6

Dipropyl disulfide

Conditions
ConditionsYield
In ethanol for 0.166667h; Mechanism; Product distribution; Irradiation; variation of time;
S-propyl O-ethyl dithiocarbonate
99115-89-6

S-propyl O-ethyl dithiocarbonate

A

thiophene
188290-36-0

thiophene

B

carbon disulfide
75-15-0

carbon disulfide

C

1-thiopropane
107-03-9

1-thiopropane

D

Dithiocarbonic acid S-ethyl ester S-propyl ester
10596-57-3

Dithiocarbonic acid S-ethyl ester S-propyl ester

Conditions
ConditionsYield
at 500℃; Yield given. Yields of byproduct given;
1-thiopropane
107-03-9

1-thiopropane

acrylonitrile
107-13-1

acrylonitrile

3-(1-propylmercapto)propionitrile
54974-64-0

3-(1-propylmercapto)propionitrile

Conditions
ConditionsYield
With sodium methylate at 0 - 20℃; Michael reaction;100%
With KF/basic alumina In dichloromethane Michael condensation; Sonication;88%
With sodium hydroxide
1-thiopropane
107-03-9

1-thiopropane

N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide
77377-52-7

N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide

tert-Butyl-dimethyl-propylsulfanyl-silane
82112-24-1

tert-Butyl-dimethyl-propylsulfanyl-silane

Conditions
ConditionsYield
With tert-butyldimethylsilyl chloride In acetonitrile for 0.0833333h; Product distribution; Ambient temperature; other tert-butyldimethylsilyl- donors; other thiols;100%
With tert-butyldimethylsilyl chloride In acetonitrile for 0.0833333h; Ambient temperature; other silylating agent;100%
1-thiopropane
107-03-9

1-thiopropane

2-cyano-1-phenylacetylene
935-02-4

2-cyano-1-phenylacetylene

3-propylthio-3-phenylacrylonitrile

3-propylthio-3-phenylacrylonitrile

Conditions
ConditionsYield
In ammonia for 1h;100%
1-thiopropane
107-03-9

1-thiopropane

1-ethylsulfinyl-2-nitrocyclopentene
139118-82-4

1-ethylsulfinyl-2-nitrocyclopentene

1-nitro-2-propylthiocyclopentene
191719-96-7

1-nitro-2-propylthiocyclopentene

Conditions
ConditionsYield
With triethylamine In dichloromethane at -78℃; for 0.916667h;100%
1-thiopropane
107-03-9

1-thiopropane

4'-but-3-enyl-4-methyl-2,2'-bipyridinyl
344303-41-9

4'-but-3-enyl-4-methyl-2,2'-bipyridinyl

4-methyl-4'-(4-propylsulfanylbutyl)-2,2'-bipyridinyl

4-methyl-4'-(4-propylsulfanylbutyl)-2,2'-bipyridinyl

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In chloroform for 12h; Heating;100%
bis(methanethiolato)bis(dinitrosyliron)

bis(methanethiolato)bis(dinitrosyliron)

1-thiopropane
107-03-9

1-thiopropane

{Fe2(n-C3H7S)2(NO)4}

{Fe2(n-C3H7S)2(NO)4}

Conditions
ConditionsYield
In tetrahydrofuran to soln. of Fe2(CH3S)2(NO)4 in THF is added n-C3H7SH, mixt. is stirred under N2 for 72 h; solvent and volatile products are removed under vac., residue is dissolved in CDCl3 and examined by (1)H NMR;100%
1-thiopropane
107-03-9

1-thiopropane

Gallium trichloride
13450-90-3

Gallium trichloride

(gallium trichloride)propanethiol
98773-06-9

(gallium trichloride)propanethiol

Conditions
ConditionsYield
In benzene under N2, dropwise addn. of thiol soln. to a suspension of GaCl3 in benzene, dissoln. of GaCl3, stirred for 15 min at room temp.; evapn. of solvent, dried in vac. at room temp. for 3h, elem. anal.;100%
1-thiopropane
107-03-9

1-thiopropane

gallium(III) bromide
13450-88-9

gallium(III) bromide

gallium tribromide*1-propanethiol
98773-09-2

gallium tribromide*1-propanethiol

Conditions
ConditionsYield
In benzene under N2, dropwise addn. of thiol soln. to a suspension of GaBr3 in benzene, dissoln. of GaBr3, stirred for 15 min at room temp.; evapn. of solvent, dried in vac. at room temp. for 3h, elem. anal.;100%
1-thiopropane
107-03-9

1-thiopropane

gallium(III) iodide
13450-91-4

gallium(III) iodide

gallium triiodide*1-propanethiol
98773-13-8

gallium triiodide*1-propanethiol

Conditions
ConditionsYield
In benzene under N2, dropwise addn. of thiol soln. to a suspension of GaI3 in benzene, dissoln. of GaI3, stirred for 15 min at room temp.; evapn. of solvent, dried in vac. at room temp. for 3h, elem. anal.;100%
1-thiopropane
107-03-9

1-thiopropane

aluminium(III) iodide
7784-23-8

aluminium(III) iodide

aluminium triodide*1-propanethiol
98773-02-5

aluminium triodide*1-propanethiol

Conditions
ConditionsYield
In benzene under N2, dropwise addn. of thiol soln. to a suspension of AlI3 in benzene, dissoln. of AlI3, stirred for 15 min at room temp.; evapn. of solvent, dried in vac. at room temp. for 3h, elem. anal.;100%
1-thiopropane
107-03-9

1-thiopropane

monomethylgallium di-iodide
95050-66-1

monomethylgallium di-iodide

diiodomethyl(n-propanethiol)gallane

diiodomethyl(n-propanethiol)gallane

Conditions
ConditionsYield
In benzene byproducts: CH4; (under N2); the thiol is introduced into a soln. of MeGaI2 in benzene; the solvent is evapd., the residue is washed, dried; elem. anal.;100%
1-thiopropane
107-03-9

1-thiopropane

N-adamantan-1-yl-2,6-dichloronicotinamide
1024037-69-1

N-adamantan-1-yl-2,6-dichloronicotinamide

N-adamantan-1-yl-6-chloro-2-(propylthio)nicotinamide
1024037-71-5

N-adamantan-1-yl-6-chloro-2-(propylthio)nicotinamide

Conditions
ConditionsYield
With potassium carbonate In propyl cyanide at 20 - 150℃; for 4h;100%
1-thiopropane
107-03-9

1-thiopropane

Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

C11H18SSi
1048375-05-8

C11H18SSi

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In Petroleum ether at 20℃; for 0.5h;100%
[Ru(2,2':6'2''-terpyridine)(2,2'-bipyridine)(OH2)] hexafluorophosphate

[Ru(2,2':6'2''-terpyridine)(2,2'-bipyridine)(OH2)] hexafluorophosphate

1-thiopropane
107-03-9

1-thiopropane

[Ru(2,2′:6′,2″-terpyridine)(2,2′-bipyridine)(2-methylthioethan-1-ol)](BF4)2

[Ru(2,2′:6′,2″-terpyridine)(2,2′-bipyridine)(2-methylthioethan-1-ol)](BF4)2

Conditions
ConditionsYield
In water at 80℃; for 16h; Inert atmosphere; Darkness;100%
1-thiopropane
107-03-9

1-thiopropane

2-benzylsulfanyl-3-phenylpropenal

2-benzylsulfanyl-3-phenylpropenal

2-(benzylsulfanyl)-3-phenyl-3-(propylsulfanyl)propanal

2-(benzylsulfanyl)-3-phenyl-3-(propylsulfanyl)propanal

Conditions
ConditionsYield
With triethylamine In diethyl ether at 20℃; for 24h;100%
1-thiopropane
107-03-9

1-thiopropane

3-bromobut-3-en-2-one
61203-01-8

3-bromobut-3-en-2-one

3,4-bis(propylsulfanyl)butan-2-one

3,4-bis(propylsulfanyl)butan-2-one

Conditions
ConditionsYield
With triethylamine In diethyl ether at 20℃; for 24h;100%
1-thiopropane
107-03-9

1-thiopropane

dihexyl fumarate
19139-31-2

dihexyl fumarate

dihexyl 2-(propylsulfanyl)succinate

dihexyl 2-(propylsulfanyl)succinate

Conditions
ConditionsYield
With lithium carbonate In ethanol Reagent/catalyst; Solvent; Sealed tube;100%
1-thiopropane
107-03-9

1-thiopropane

C8H7(2)HN(1+)*CF3O3S(1-)

C8H7(2)HN(1+)*CF3O3S(1-)

C11H14(2)H2NS(1+)*CF3O3S(1-)

C11H14(2)H2NS(1+)*CF3O3S(1-)

Conditions
ConditionsYield
With water-d2 In aq. phosphate buffer at 24.84℃; for 0.0666667h; pH=7.6;100%
1-thiopropane
107-03-9

1-thiopropane

Dipropyl disulfide
629-19-6

Dipropyl disulfide

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolium methylselenite at 60℃; for 3h;99%
With cerium(III) chloride; iodine; pyrographite In ethyl acetate at 20℃; for 1.5h;97%
With 1,2-bis(5-methylisoxazol-3-yl)hydrazine In acetonitrile at 80℃; for 2h;97%
1-thiopropane
107-03-9

1-thiopropane

4'-nitro-4-toluenesulphenanilide
105731-83-7

4'-nitro-4-toluenesulphenanilide

1-(propyldisulfanyl)-4-methylbenzene
61565-49-9

1-(propyldisulfanyl)-4-methylbenzene

Conditions
ConditionsYield
With potassium carbonate; boron trifluoride diethyl etherate In dichloromethane for 0.0333333h; Ambient temperature;99%
1-thiopropane
107-03-9

1-thiopropane

α-bromoacetophenone
70-11-1

α-bromoacetophenone

1-phenyl-2-(propylthio)ethan-1-one
14680-00-3

1-phenyl-2-(propylthio)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; Inert atmosphere;99%
1-thiopropane
107-03-9

1-thiopropane

propionaldehyde
123-38-6

propionaldehyde

1,1-bis-propylsulfanyl-propane
32907-41-8

1,1-bis-propylsulfanyl-propane

Conditions
ConditionsYield
With indium(III) bromide In dichloromethane at 20℃; for 0.25h;99%
1-thiopropane
107-03-9

1-thiopropane

pivalaldehyde
630-19-3

pivalaldehyde

2,2-dimethyl-1,1-bis-propylsulfanyl-propane

2,2-dimethyl-1,1-bis-propylsulfanyl-propane

Conditions
ConditionsYield
With indium(III) bromide In dichloromethane at 20℃; for 0.5h;99%
1-thiopropane
107-03-9

1-thiopropane

3-phenyl-propenal
104-55-2

3-phenyl-propenal

((E)-3,3-Bis-propylsulfanyl-propenyl)-benzene

((E)-3,3-Bis-propylsulfanyl-propenyl)-benzene

Conditions
ConditionsYield
With indium(III) bromide In dichloromethane at 20℃; for 1h;99%
1-ferrocenylmethanol
1273-86-5

1-ferrocenylmethanol

1-thiopropane
107-03-9

1-thiopropane

C10H9FeCH2S-(n-C3H7)

C10H9FeCH2S-(n-C3H7)

Conditions
ConditionsYield
With CF3COOH or CH3COOH presence of CF3COOH or CH3COOH;99%
1-thiopropane
107-03-9

1-thiopropane

sym-methoxy[N,N'-bis(salicylidene)-1,3-diaminopropanato]oxorhenium
212496-48-5

sym-methoxy[N,N'-bis(salicylidene)-1,3-diaminopropanato]oxorhenium

non-sym-propylthio[N,N'-bis(salicylidene)-1,3-diaminopropanato]oxorhenium

non-sym-propylthio[N,N'-bis(salicylidene)-1,3-diaminopropanato]oxorhenium

Conditions
ConditionsYield
In dichloromethane byproducts: MeOH; excess thiol, refluxing for 12 h (trapping MeOH with 4 A molecular sives); cooling to room temp., washing (1 M NaOH, brine), drying (MgSO4), solvent removal (vac.);99%
1-thiopropane
107-03-9

1-thiopropane

1,4-difluoro-2-nitrobenzene
364-74-9

1,4-difluoro-2-nitrobenzene

4-fluoro-2-nitro-1-propylsulfanylbenzene
1092496-25-7

4-fluoro-2-nitro-1-propylsulfanylbenzene

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 2h;99%
1-thiopropane
107-03-9

1-thiopropane

N-(2,2,2-trifluoroethylidene)-4-methoxyaniline
99333-34-3

N-(2,2,2-trifluoroethylidene)-4-methoxyaniline

(R)-4-methoxy-N-(2,2,2-trifluoro-1-(propylthio)ethyl)aniline
1454268-32-6

(R)-4-methoxy-N-(2,2,2-trifluoro-1-(propylthio)ethyl)aniline

Conditions
ConditionsYield
With C31H26F6N4O2 In dichloromethane at 20℃; enantioselective reaction;99%
1-thiopropane
107-03-9

1-thiopropane

octavinylsilsesquioxane
69655-76-1

octavinylsilsesquioxane

octa(2-(propylthio)ethyl)octasilsesquioxane

octa(2-(propylthio)ethyl)octasilsesquioxane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 17h; Inert atmosphere;99%
1-thiopropane
107-03-9

1-thiopropane

phenyl methacrylate
2177-70-0

phenyl methacrylate

phenyl (2R)-2-methyl-3-(propylsulfanyl)propanoate

phenyl (2R)-2-methyl-3-(propylsulfanyl)propanoate

Conditions
ConditionsYield
With C47H57N4O4PS In diethyl ether at 20℃; for 24h; Solvent; Temperature; Michael Addition; enantioselective reaction;99%

107-03-9Relevant articles and documents

-

Gorin,Dougherty,Tobolsky

, p. 3551 (1949)

-

Synthesis and antifungal activities of alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates and S-alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamothioates

Li, Zaifeng,Wu, Zengru,Luo, Fuying

, p. 3872 - 3876 (2005)

A series of alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates and S-alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamothioates with unsubstituted or monobrominated straight chain alkyl groups were synthesized and evaluated as fungistatic agents against Gibberella zeae and Altemaria kikuchiana. These compounds showed variable antifungal activities at concentrations of 5 and 50 μg/mL The results showed that antifungal activities depended on the length of the alkyl chain with the optimal chain length of 6-11 carbons. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, hexyl ester (4) showed a strong fungistatic activity against A. kikuchiana at both concentrations, with 90.7 and 54% growth inhibition at 50 and 5 μg/mL, respectively. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, heptyl ester (5); Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, octyl ester (6); and Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, undecyl ester (9) showed strong fungistatic activity against G. zeae at both concentrations. Their growth inhibitions against G. zeae at the concentration of 5 μg/mL were 78, 63, and 59%, respectively.

-

Stoll,Seebeck

, p. 189,207 (1948)

-

Vasyanina,M.A. et al.

, (1971)

A new procedure for thioester deprotection using thioglycolic acid in both homogeneous and heterogeneous phase

Mahler, Graciela,Saiz, Cecilia,Villamil, Valentina

, (2021/07/20)

Classic acetyl thioester protection/deprotection methodologies are widely used in organic synthesis, but deprotection step usually requires harsh conditions not suitable for labile substrates. In this work, a new method for thioester deprotection using a thiotransesterification approach is described. Firstly, thioglycolic acid (TGA) was identified as a good deprotecting reagent in solution. In order to develop a thiol polymer-supported reagent, TGA was anchored to a PEG-based resin through an amide bond (TG-NCO-SH). Both homogeneous and heterogeneous approaches were conveniently carried out at room temperature, in aqueous buffer at pH 8. The mild conditions were suitable for alkyl and phenyl thioesters. Moreover labile thioesters containing thiazolidine and oxazolidine scaffolds, bearing amine, ester and acetal functionalities were also deprotected. The polymer-supported TGA gave better deprotection yields compared to TGA in solution, yields ranging from 61 to 90%. The feasibility of the recovery and reuse of TG-NCO-SH reagent was explored, showing it can be reused at least five times without lossing the activity.

Quantitative Reactivity Scales for Dynamic Covalent and Systems Chemistry

Zhou, Yuntao,Li, Lijie,Ye, Hebo,Zhang, Ling,You, Lei

supporting information, p. 381 - 389 (2016/01/26)

Dynamic covalent chemistry (DCC) has become a powerful tool for the creation of molecular assemblies and complex systems in chemistry and materials science. Herein we developed for the first time quantitative reactivity scales capable of correlation and prediction of the equilibrium of dynamic covalent reactions (DCRs). The reference reactions are based upon universal DCRs between imines, one of the most utilized structural motifs in DCC, and a series of O-, N-, and S- mononucleophiles. Aromatic imines derived from pyridine-2-carboxyaldehyde exhibit capability for controlling the equilibrium through distinct substituent effects. Electron-donating groups (EDGs) stabilize the imine through quinoidal resonance, while electron-withdrawing groups (EWGs) stabilize the adduct by enhancing intramolecular hydrogen bonding, resulting in curvature in Hammett analysis. Notably, unique nonlinearity induced by both EDGs and EWGs emerged in Hammett plot when cyclic secondary amines were used. This is the first time such a behavior is observed in a thermodynamically controlled system, to the best of our knowledge. Unified quantitative reactivity scales were proposed for DCC and defined by the correlation log K = SN (RN + RE). Nucleophilicity parameters (RN and SN) and electrophilicity parameters (RE) were then developed from DCRs discovered. Furthermore, the predictive power of those parameters was verified by successful correlation of other DCRs, validating our reactivity scales as a general and useful tool for the evaluation and modeling of DCRs. The reactivity parameters proposed here should be complementary to well-established kinetics based parameters and find applications in many aspects, such as DCR discovery, bioconjugation, and catalysis.

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