3,3'-Thiodipropionic acid supplier

Name
3,3'-Thiodipropionic acid
EINECS 203-841-3
CAS No. 111-17-1
Article Data28
CAS DataBase
Density 1.362 g/cm³
Solubility 40 g/L (25 °C) in water
Melting Point 131-134 °C(lit.)
Formula C₆H₁₀O₄S
Boiling Point 409.3 °C at 760 mmHg
Molecular Weight 178.209
Flash Point 201.3 °C
Transport Information
Appearance White fine crystalline powder
Safety 26-36-37/39
Risk Codes 36/37/38-36
Molecular Structure
Hazard Symbols Xi
Synonyms Propionicacid, 3,3'-thiodi- (6CI,8CI);3,3'-Thiobis(propanoic acid);3,3'-Thiodipropanoic acid;4-Thiaheptanedioic acid;Bis(2-carboxyethyl) sulfide;Diethyl sulfide 2,2'-dicarboxylic acid;NSC 65523;NSC 8166;TDPA;Thiodihydracrylic acid;Thiodipropionic acid;Tyox A;b,b'-Thiodipropionic acid;
PSA 99.90000
LogP 0.66900

Synthetic route

: 79-10-7
acrylic acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 107-96-0
3-mercaptopropionic acid

Conditions

Conditions	Yield
Stage #1: acrylic acid With sodium hydroxide In water at 45 - 50℃; for 0.5h; Stage #2: With hydrogen sulfide In water at 45 - 100℃; Concentration; Time;	A n/a B 94.4%
Stage #1: acrylic acid With sodium hydroxide In water at 45 - 50℃; for 0.5h; Stage #2: With hydrogen sulfide In water at 45 - 100℃; for 9.46h; Stage #3: With sulfuric acid; iron In water for 2.5h; Concentration; Reagent/catalyst; Inert atmosphere;

: 3680-08-8
3,3'-sulfinyldipropionic acid

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With silica bromide In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;	94%

: 111-97-7
3,3'-thiobis-propanenitrile

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With water for 48h; Rhodococcus rhodochrous AJ270;	60%
With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 48h;	60%
With hydrogenchloride

: 57-57-8
β-Propiolactone

: 5466-06-8
3-mercaptopropionic acid ethyl ester

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With sodium hydroxide at 10℃; folgende Verseifung in der Siedehitze;

: 57-57-8
β-Propiolactone

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With sodium sulfide; water at 200℃;

: 57-57-8
β-Propiolactone

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 107-96-0
3-mercaptopropionic acid

Conditions

Conditions	Yield
With sodium sulfide; water

: 141-76-4
3-iodopropanoic acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 107-96-0
3-mercaptopropionic acid

Conditions

Conditions	Yield
With potassium hydrosulfide
With alkali hydrosulfide

: 3680-08-8
3,3'-sulfinyldipropionic acid

: 68-11-1
mercaptoacetic acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 505-73-7
disulfanediyldiacetic acid

Conditions

Conditions	Yield
at 60℃; Rate constant;

...Expand

: 107-13-1
acrylonitrile

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen sulfide at 15 - 25℃; folgende Verseifung mit verduennter Natronlauge bei 65grad;

: 292638-85-8
acrylic acid methyl ester

: 107-96-0
3-mercaptopropionic acid

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 79-10-7
acrylic acid

: 107-96-0
3-mercaptopropionic acid

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With aqueous alkali
With sulfuric acid; acetic acid; hydroquinone

: 79-10-7
acrylic acid

: 107-96-0
3-mercaptopropionic acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 39669-77-7
tris-(2-carboxy-ethyl)-sulfonium ; chloride

Conditions

Conditions	Yield
With hydrogenchloride; water; acetic acid

...Expand

: 79-10-7
acrylic acid

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With sodium sulfide; water pH 9;

: 57-57-8
β-Propiolactone

: 7732-18-5
water

sodium hydrogensulfide: sodium hydrogensulfide

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 107-96-0
3-mercaptopropionic acid

...Expand

: 7664-93-9
sulfuric acid

: 64-19-7
acetic acid

: 123-31-9
hydroquinone

: 79-10-7
acrylic acid

: 107-96-0
3-mercaptopropionic acid

: 111-17-1
4-thiaheptane-1,7-dioic acid

...Expand

: 107-96-0
3-mercaptopropionic acid

acrylic acid (2 mol): acrylic acid (2 mol)

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
in neutraler oder schwach mineralsaurer wss. Loesung;

: 79-10-7
acrylic acid

: 107-96-0
3-mercaptopropionic acid

alkali: alkali

: 111-17-1
4-thiaheptane-1,7-dioic acid

...Expand

: 107-96-0
3-mercaptopropionic acid

HCl 5n: HCl 5n

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 110-89-4
piperidine

: 7732-18-5
water

: 123-31-9
hydroquinone

: 79-10-7
acrylic acid

: 107-96-0
3-mercaptopropionic acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 52662-37-0
(+/-)-2-methyl-3-thia-adipic acid

...Expand

: 7647-01-0
hydrogenchloride

: 64-19-7
acetic acid

: 123-31-9
hydroquinone

: 79-10-7
acrylic acid

: 107-96-0
3-mercaptopropionic acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B tris-<2-carboxy-ethyl>-sulfonium-chloride: tris-<2-carboxy-ethyl>-sulfonium-chloride

...Expand

: 7647-01-0
hydrogenchloride

: 64-19-7
acetic acid

: 107-96-0
3-mercaptopropionic acid

acrylic acid (3 mol): acrylic acid (3 mol)

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B tris-<2-carboxy-ethyl>-sulfonium-chloride: tris-<2-carboxy-ethyl>-sulfonium-chloride

...Expand

β-iodo-propionate sodium: β-iodo-propionate sodium

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With sodium sulfide

sodium-salt of/the/ 3-bromo-propionic acid: sodium-salt of/the/ 3-bromo-propionic acid

disodium-salt of/the/ 3-mercapto-propionic acid: disodium-salt of/the/ 3-mercapto-propionic acid

: 111-17-1
4-thiaheptane-1,7-dioic acid

Conditions

Conditions	Yield
With water

: 7647-01-0
hydrogenchloride

: 111-97-7
3,3'-thiobis-propanenitrile

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 3680-08-8
3,3'-sulfinyldipropionic acid

: 10035-10-6, 12258-64-9
hydrogen bromide

: 64-19-7
acetic acid

: 111-17-1
4-thiaheptane-1,7-dioic acid

...Expand

: 7647-01-0
hydrogenchloride

: 13532-18-8
methyl 3-(methylthio)propionate

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 75-18-3
dimethylsulfide

...Expand

: 7647-01-0
hydrogenchloride

: 13327-56-5
3-(methylthio)propanoic acid ethyl ester

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 75-18-3
dimethylsulfide

...Expand

: 13532-18-8
methyl 3-(methylthio)propionate

: 7664-93-9
sulfuric acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 75-18-3
dimethylsulfide

...Expand

: 7647-01-0
hydrogenchloride

: 646-01-5
3-(methylsulfanyl)propionic acid

A: 111-17-1
4-thiaheptane-1,7-dioic acid

B: 74-93-1
methylthiol

C: 75-18-3
dimethylsulfide

...Expand

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 3680-08-8
3,3'-sulfinyldipropionic acid

Conditions

Conditions	Yield
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.0333333h; Reagent/catalyst;	99%
With dihydrogen peroxide at 20℃; for 0.0166667h; Reagent/catalyst;	98%
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.0166667h; Reagent/catalyst; chemoselective reaction;	98%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 138500-88-6
(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine

: C19H28BNO5S

Conditions

Conditions	Yield
With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride for 36h;	98%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 107-18-6
allyl alcohol

: 39557-51-2
diallyl 3,3'-thiodipropanoate

Conditions

Conditions	Yield
toluene-4-sulfonic acid In toluene Heating;	93%
With toluene-4-sulfonic acid In toluene for 8h; Heating / reflux;	20 g

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 66-71-7
1,10-Phenanthroline

: copper(II) nitrate trihydrate

: 7732-18-5
water

: [Cu2(μ2-tdp)(1,10-phenanthroline)4](NO3)2·2H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 80℃; for 2h;	92%

...Expand

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 531-75-9
esculin

: aesculin thiodipropionic acid ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In acetonitrile at 40℃; for 4h; Temperature; Reagent/catalyst; Solvent; Sonication; Inert atmosphere;	89.03%
With dmap; dicyclohexyl-carbodiimide In acetonitrile at 40℃; for 4h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;	89.03%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 66-71-7
1,10-Phenanthroline

: 7732-18-5
water

: 6046-93-1
copper(II) acetate monohydrate

: {[Cu(μ3-tdp)(1,10-phenanthroline)]·2H2O}n

Conditions

Conditions	Yield
Stage #1: 4-thiaheptane-1,7-dioic acid; water; copper(II) acetate monohydrate at 70℃; for 1h; Stage #2: 1,10-Phenanthroline In ethanol at 70℃; for 2h;	86%

...Expand

: 67-56-1
methanol

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 4131-74-2
Dimethyl 3,3'-thiodipropionate

Conditions

Conditions	Yield
With sulfuric acid Heating;	85%
With sulfuric acid

: 141-86-6
2,6-Diaminopyridine

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 1120337-12-3
1,3,5,13,15,17-hexaaza-6,12,18,24-tetraoxo-9,21-dithia-2,3,4:14,15,16-dipyridine cyclotetracosane

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 85℃;	85%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 36653-82-4
1-Hexadecanol

: 3287-12-5
dihexadecyl 3,3'-thiodipropionate

Conditions

Conditions	Yield
With Novozym 435 at 80℃; under 600.048 Torr; for 4h;	84%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 6291-88-9
3,3'-sulfonyldipropanoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide In methanol at 40℃; for 1h; chemoselective reaction;	82%
With potassium permanganate
With water; bromine
With dihydrogen peroxide; acetic acid
With Oxone In tetrahydrofuran; water at 20℃; for 3h;

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 91-76-9
benzoguanamine

: 1198294-59-5
1,11(2,6)-ditriazina-2,10,12,20-tetraaza-3,9,13,19-tetraoxo-6,16-dithiacyclocosa-phan-1(4),11(4)-diphenyl

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water Heating;	82%

: 593-85-1
guanidine carbonate

: 111-17-1
4-thiaheptane-1,7-dioic acid

: neodymium(III) nitrate hexahydrate

: guanidinium tris(thiodipropionato)neodymium(III) trihydrate

Conditions

Conditions	Yield
Stage #1: guanidine carbonate; 4-thiaheptane-1,7-dioic acid; neodymium(III) nitrate hexahydrate In water pH=6.55; Stage #2: With nitric acid In water pH=4 - 4.5;	80.5%

...Expand

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 18733-39-6
β,β'-thiodipropionic acid dichloroanhydride

Conditions

Conditions	Yield
With thionyl chloride In benzene Heating;	80%
With thionyl chloride In chloroform; N,N-dimethyl-formamide at 50℃; for 0.166667h;	80%
With thionyl chloride

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 64-17-5
ethanol

: 673-79-0
diethyl 3,3'-thiobispropionate

Conditions

Conditions	Yield
With sulfuric acid Heating;	80%
With sulfuric acid for 4h; Reflux;

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 71-36-3
butan-1-ol

: 6975-31-1
dibutyl thiodipropionate

Conditions

Conditions	Yield
With sulfuric acid Heating;	79%
With sulfuric acid
With toluene-4-sulfonic acid; benzene unter Entfernen des entstehenden Wassers;

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 79-19-6
thiosemicarbazide

: 303065-25-0
5,5'-(thiobis(ethane-2,1-diyl))bis(1,3,4-thiadiazol-2-amine)

Conditions

Conditions	Yield
With trichlorophosphate at 90℃; for 3h;	79%
With trichlorophosphate at 90℃; for 3h;	60%

: 366-18-7
[2,2]bipyridinyl

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 7732-18-5
water

: 6046-93-1
copper(II) acetate monohydrate

: 142576-33-8, 1574389-81-3
{[Cu(μ3-tdp)(2,2'-bipyridine)]·H2O}n

Conditions

Conditions	Yield
Stage #1: 4-thiaheptane-1,7-dioic acid; water; copper(II) acetate monohydrate at 70℃; for 1h; Stage #2: [2,2]bipyridinyl In ethanol at 70℃; for 2h;	79%

...Expand

: 593-85-1
guanidine carbonate

: 111-17-1
4-thiaheptane-1,7-dioic acid

: praseodymium(III) nitrate hexahydrate

: guanidinium tris(thiodipropionato)praseodymium(III) trihydrate

Conditions

Conditions	Yield
Stage #1: guanidine carbonate; 4-thiaheptane-1,7-dioic acid; praseodymium(III) nitrate hexahydrate In water pH=6.55; Stage #2: With nitric acid In water pH=4 - 4.5;	78.1%

...Expand

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 112-92-5
1-octadecanol

: 693-36-7
distearyl thiodipropionate

Conditions

Conditions	Yield
With sulfuric acid Heating;	78%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 1-(4-hydroxyphenylethynyl)-1,2,3,4,5-pentaphenyl-1H-silole

: C90H66O4SSi2

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 18h;	78%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: copper(II) perchlorate hexahydrate

: 3030-47-5
N,N,N',N'',N'''-pentamethyldiethylenetriamine

: [Cu2(N,N,N′,N″,N″-pentamethyldiethylenetriamine)2(H2O)2(μ-tdpa)](ClO4)2*H2O

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water	77%

...Expand

: 593-85-1
guanidine carbonate

: 111-17-1
4-thiaheptane-1,7-dioic acid

: samarium(III) nitrate hexahydrate

: guanidinium tris(thiodipropionato)samarium(III) trihydrate

Conditions

Conditions	Yield
Stage #1: guanidine carbonate; 4-thiaheptane-1,7-dioic acid; samarium(III) nitrate hexahydrate In water pH=6.55; Stage #2: With nitric acid In water pH=4 - 4.5;	76.7%

...Expand

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 112-53-8
1-dodecyl alcohol

: 123-28-4
dilauryl thiodipropionate

Conditions

Conditions	Yield
With sulfuric acid Heating;	76%
With Novozym 435 at 80℃; under 600.048 Torr; for 24h;

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 111-27-3
hexan-1-ol

: 15206-58-3
dihexyl thiodipropionate

Conditions

Conditions	Yield
With sulfuric acid Heating;	76%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 821-41-0
5-Hexen-1-ol

: C18H30O4S

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere;	76%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 109-76-2
Trimethylenediamine

: 1192661-22-5
1,9,13,21-tetraaza-5,17-dithiacyclotetracosane-2,8,14,20-tetraone

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 85℃; for 14h; pH=3 - 4;	75%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 7646-85-7
zinc(II) chloride

: 18080-37-0
zinc thiodipropionate

Conditions

Conditions	Yield
With Na2CO3 In water byproducts: CO2; under aerobic condns.; to aq. soln. of thiodipropionic acid, added Na2CO3; mixt. stirred, then soln. mixed with aq. ZnCl2; soln. stirred for 10 min; acetone added; left overnight at room temp.; crystals filtered off, washed with acetone and Et2O; dried in air; elem. anal.;	75%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: C37H28OSi

: C80H62O4SSi2

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 18h;	74%

3,3'-Thiodipropionic acid Chemical Properties

Molecular Structure of BIS(2-CARBOXYETHYL) SULFIDE(111-17-1):

IUPAC Name:3-(2-carboxyethylsulfanyl)propanoic acid
Molecular Formula:C₆H₁₀O₄S
Molecular Weight:178.206200 g/mol
Appearance:white crystalline powder
Melting Point:131-134 °C(lit.)
Density:1.362 g/cm³
Flash Point:201.3 °C
Enthalpy of Vaporization:72.57 kJ/mol
Boiling Point:409.3 °C at 760 mmHg
Vapour Pressure:7.61E-08 mmHg at 25 °C
Water Solubility:1.974e+005 mg/L at 25 °C
BRN:1210299
EINECS:203-841-3
Synonyms of BIS(2-CARBOXYETHYL) SULFIDE(111-17-1):
3,3'-THIODIPROPIONIC ACID;3,3-THIODIPROPIONIC ACID;3,3'-THIODIPROPIONIC ACID, POLYMER-BOUND;DIETHYL SULFIDE 2,2'-DICARBOXYLIC ACID;BIS(2-CARBOXYETHYL) SULFIDE;BETA,BETA'-THIODIPROPIONIC ACID;RARECHEM AL BO 0314;3,3'-Thiodipropionic acid
Categories of BIS(2-CARBOXYETHYL) SULFIDE(111-17-1):
Others;Supported Reagents;Supported Synthesis

3,3'-Thiodipropionic acid Uses

BIS(2-CARBOXYETHYL) SULFIDE(111-17-1) is an antioxidant and also used for the production of thio-esters antioxidant.

3,3'-Thiodipropionic acid Toxicity Data With Reference

1.	skn-rbt 500 mg/24H MLD	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,171.
2.	eye-rbt 20 mg/24H MOD	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,171.
3.	orl-rat LD50:3980 mg/kg	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,171.
4.	ipr-rat LD50:500 mg/kg	AFREAW Advances in Food Research. 3 (1951),197.
5.	orl-mus LD50:2000 mg/kg	AFREAW Advances in Food Research. 3 (1951),197.
6.	ipr-mus LD50:250 mg/kg	AFREAW Advances in Food Research. 3 (1951),197.
7.	ivn-mus LD50:175 mg/kg	AFREAW Advances in Food Research. 3 (1951),197.

3,3'-Thiodipropionic acid Consensus Reports

Reported in EPA TSCA Inventory.

3,3'-Thiodipropionic acid Safety Profile

The safety information of BIS(2-CARBOXYETHYL) SULFIDE(111-17-1) is as follows:
Hazard Codes:Xi

Risk Statements:36/37/38-36
36/37/38:Irritating to eyes, respiratory system and skin
36:Irritating to the eyes
Safety Statements:26-36-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
37/39:Wear suitable gloves and eye/face protection
WGK Germany:2
RTECS:UF7990000
HS Code:29309070
A poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. A skin and eye irritant. When heated to decomposition it emits toxic fumes of SO_x. See also SULFIDES.

3,3'-Thiodipropionic acid Specification

Storage information of BIS(2-CARBOXYETHYL) SULFIDE(111-17-1):
Store in a cool, dry place. Store in a tightly closed container.

Product Name

3,3'-Thiodipropionic acid

Synthetic route

3,3'-Thiodipropionic acid Chemical Properties

3,3'-Thiodipropionic acid Uses

3,3'-Thiodipropionic acid Toxicity Data With Reference

3,3'-Thiodipropionic acid Consensus Reports

3,3'-Thiodipropionic acid Safety Profile

3,3'-Thiodipropionic acid Specification

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