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3,3'-Thiodipropionic acid
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Name

3,3'-Thiodipropionic acid

 EINECS 203-841-3
CAS No. 111-17-1 Density 1.362 g/cm3
PSA 99.90000 LogP 0.66900
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 N/A Appearance White fine crystalline powder
Safety 26-36-37/39 Risk Codes 36/37/38-36
Molecular Structure Molecular Structure of 111-17-1 (3,3'-Thiodipropionic acid) Hazard Symbols IrritantXi
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;

Article Data 28

3,3'-Thiodipropionic acid 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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 60℃; Rate constant;
107-13-1

acrylonitrile

111-17-1

4-thiaheptane-1,7-dioic acid

Conditions
ConditionsYield
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
ConditionsYield
With hydrogenchloride

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 SOx. 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.
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