Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene Heating; | 70% |
With sulfuric acid at 70 - 80℃; Reagent/catalyst; Temperature; Large scale; |
ethylene glycol
mercaptoacetic acid
A
mercapto-acetic acid-(2-hydroxy-ethyl ester)
B
ethylene glycol dimercaptoacetate
Conditions | Yield |
---|---|
toluene-4-sulfonic acid at 110 - 150℃; for 5h; |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In benzene at 50 - 60℃; for 1h; Irradiation; | 96% |
ethylene glycol dimercaptoacetate
acrolein
Ethylen-bis(6-oxo-3-thiahexanoat)
Conditions | Yield |
---|---|
With triethylamine In chloroform for 12h; Ambient temperature; | 95% |
(AuCl)2(μ-trans-1,2-bis(diphenylphosphino)ethylene)
ethylene glycol dimercaptoacetate
silver trifluoroacetate
Conditions | Yield |
---|---|
In methanol; dichloromethane byproducts: AgCl; (darkened flask); addn. of soln. of silver compd. in methanol to soln. of gold compd. in CH2Cl2, stirring for 30 min, filtration through Celite,addn. of dithiol deriv. in CH2Cl2, stirring for 3 h; addn. of pentane, filtration, washing with acetone and ether, elem. anal.; | 93% |
Conditions | Yield |
---|---|
In toluene at 110℃; for 29h; Dean-Stark; | 93% |
In toluene at 110℃; for 24h; Dean-Stark; | 89% |
1,4-bis(diphenylphosphino)butane digold(I) dichloride
ethylene glycol dimercaptoacetate
silver trifluoroacetate
[(CH2OCOCH2SAu)2)(μ-Ph2P(CH2)4PPh2)]
Conditions | Yield |
---|---|
In methanol; dichloromethane byproducts: AgCl; (darkened flask); addn. of soln. of silver compd. in methanol to soln. of gold compd. in CH2Cl2, stirring for 30 min, filtration through Celite,addn. of dithiol deriv. in CH2Cl2, stirring for 3 h; addn. of pentane, filtration, washing with acetone and ether, elem. anal.; | 87% |
Au2Cl2{μ-Ph2P(CH2)6PPh2}
ethylene glycol dimercaptoacetate
silver trifluoroacetate
[(CH2OCOCH2SAu)2)(μ-Ph2P(CH2)6PPh2)]
Conditions | Yield |
---|---|
In methanol; dichloromethane byproducts: AgCl; (darkened flask); addn. of soln. of silver compd. in methanol to soln. of gold compd. in CH2Cl2, stirring for 30 min, filtration through Celite,addn. of dithiol deriv. in CH2Cl2, stirring for 3 h; addn. of pentane, filtration, washing with acetone and ether, elem. anal.; | 85% |
Conditions | Yield |
---|---|
With tripropylborane In methanol; hexane; benzene at 20℃; | A 48% B 9% |
MoCl(CO)2(1,10-phenanthroline)(η(3)-CH2C(COCl)C=CH2)
dichloromethane
ethylene glycol dimercaptoacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane (N2); dropwise addn. of dithiol to a soln. of molybdenum complex and amine in CH2Cl2, stirring for 2 h; storage at low temp., filtration, recrystn. (CH2Cl2/petrol), drying in vac.; elem. anal.; | 47% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; N,N-dimethyl acetamide at 20℃; for 72h; | 41% |
Conditions | Yield |
---|---|
With tripropylborane In methanol; hexane; benzene at 20℃; | 38% |
Conditions | Yield |
---|---|
With tripropylborane In methanol; hexane; benzene at 20℃; | 35% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 20℃; for 24h; | A 25% B 14% |
Conditions | Yield |
---|---|
With tripropylborane In methanol; hexane; benzene at 20℃; | 15% |
Conditions | Yield |
---|---|
With sulfuric acid In acetone Ambient temperature; |
ethylene glycol dimercaptoacetate
Conditions | Yield |
---|---|
With dihydrogen peroxide In tetrahydrofuran at 40℃; for 288h; Oxidation; | A 40 % Spectr. B 60 % Spectr. |
ethylene glycol dimercaptoacetate
Conditions | Yield |
---|---|
With dihydrogen peroxide at 50℃; for 96h; Oxidation; | 97 % Spectr. |
ethylene glycol dimercaptoacetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / Et3N / CHCl3 / 12 h / Ambient temperature 2: 86 percent / MgSO4 / CHCl3 / 24 h / Ambient temperature View Scheme |
ethylene glycol dimercaptoacetate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 95 percent / Et3N / CHCl3 / 12 h / Ambient temperature 2: 86 percent / MgSO4 / CHCl3 / 24 h / Ambient temperature 3: 74 percent / CH2Cl2 / Ambient temperature View Scheme |
ethylene glycol dimercaptoacetate
IUPAC: 2-(2-Sulfanylacetyl)oxyethyl 2-sulfanylacetate
Mercapto di-acetic acid, ethylene ester (123-81-9) is also called for AI3-26087 ; Acetic acid, mercapto-, 1,2-ethanediyl ester ; BRN 1948305 ; EINECS 204-653-4 ; Ethylene bis(mercaptoacetate) ; Ethylene bis(thioglycolate) ; Ethylene glycol bis(mercaptoacetate) ; Ethylene glycol bis(thioglycolate) ; Ethylene glycol bis(thioglycolic ester) ; Ethylene mercaptoacetate ; Ethylenebis(thioglycolate) ; GDMA ; Glycol bis(mercaptoacetate) ; Glycol dimercaptoacetate ; NSC 30032 ; Acetic acid, 2-mercapto-, 1,1'-(1,2-ethanediyl) ester ; Ethylene di(S-thioacetate) and so on.
Molecular Weight: 210.27
Molecular Formula: C6H10O4S2
EINECS: 204-653-4
LogP: ACD/LogP: 0.90
XLogP: 0.60
ALOGPS: 0.75
ACD/LogD (pH 5.5): 0.89
ACD/LogD (pH 7.4): 0.72
ACD/BCF (pH 5.5): 2.8
ACD/BCF (pH 7.4): 1.89
ACD/KOC (pH 5.5): 72.7
ACD/KOC (pH 7.4): 48.95
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 9
Index of Refraction: 1.516
Molar Refractivity: 49.18 cm3
Molar Volume: 162.6 cm3
Surface Tension: 46.2 dyne/cm
Density: 1.292 g/cm3
Flash Point: 242.1°C
Enthalpy of Vaporization: 55.84 kJ/mol
Boiling Point: 317.1°C at 760 mmHg
Vapour Pressure: 0.000394 mmHg at 25°C
The appearance of Mercapto di-acetic acid, ethylene ester (123-81-9) is clear liquid.
The molecular structure of Mercapto di-acetic acid, ethylene ester (123-81-9):
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LDLo | oral | 50mg/kg (50mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0546402, |
rat | LD50 | oral | 330mg/kg (330mg/kg) | International Tin Research Institute Publication. Vol. 538, Pg. 17, 1978. |
Reported in EPA TSCA Inventory.
Poison by ingestion. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS.
Hazard Codes: Xn,N
Risk Statements: 22-36/37/38-51/53-36/38-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36/38:Irritating to eyes and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-57-36/37/39-29
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S57:Use appropriate container to avoid environmental contamination.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S29:Do not empty into drains.
RIDADR: 2810
WGK Germany: 2
RTECS: AI6600000
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29309070
1.Treatment of Mercapto di-acetic acid, ethylene ester (123-81-9) in Wastewater :
Total removal:1.85 percent
Total biodegradation:0.09 percent
Total sludge adsorption:1.76 percent
Total to air:0.00 percent
(using 10000 hr Bio P,A,S)
2. Handling and Storage
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.
3.Fire Fighting Measures
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
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