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Ethyl 1,3-dithiane-2-carboxylate

Product Name
Ethyl 1,3-dithiane-2-carboxylate
CAS No.
20462-00-4
Chemical Name
Ethyl 1,3-dithiane-2-carboxylate
Synonyms
Carboethoxy-1,3-dithiane;2-Carboethoxy-1,3-dithiane;2-Ethoxycarbonyl-1,3-dithiane;ETHYL 1,3-DITHIANE-2-CARBOXYLATE;Ethyl1,3-Dithiane-2-carboxylate>Ethyl 1,3-dithiane-2-carboxylate, 98+%;ETHYL-1 3-DITHIANE-2-CARBOXYLATE 99% (&;ETHYL 1,3-DITHIANE-2-CARBOXYLATE FOR SYN;2-(2-phenylimino-3-thiazolidinyl)ethanol;m-Dithiane-2-carboxylic acid, ethyl ester
CBNumber
CB6490333
Molecular Formula
C7H12O2S2
Formula Weight
192.3
MOL File
20462-00-4.mol
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Ethyl 1,3-dithiane-2-carboxylate Property

Melting point:
19-21°C
Boiling point:
75-77 °C/0.2 mmHg (lit.)
Density 
1.22 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.539(lit.)
Flash point:
130 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
clear liquid
color 
Colorless to Light yellow to Light orange
Water Solubility 
Slightly miscible with water.
BRN 
1424352
InChI
InChI=1S/C7H12O2S2/c1-2-9-6(8)7-10-4-3-5-11-7/h7H,2-5H2,1H3
InChIKey
ANEDZEVDORCLPM-UHFFFAOYSA-N
SMILES
S1CCCSC1C(OCC)=O
CAS DataBase Reference
20462-00-4(CAS DataBase Reference)
NIST Chemistry Reference
Ethyl 1,3-dithiane-2-carboxylate(20462-00-4)
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Safety

Risk Statements 
10
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3272 3/PG 3
WGK Germany 
3
9-13
HazardClass 
3
PackingGroup 
III
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
43749
Product name
Ethyl 1,3-dithiane-2-carboxylate
Purity
technical, ≥90% (GC)
Packaging
5ml
Price
$296
Updated
2024/03/01
TCI Chemical
Product number
D1648
Product name
Ethyl 1,3-Dithiane-2-carboxylate
Purity
>98.0%(GC)
Packaging
1g
Price
$84
Updated
2024/03/01
TCI Chemical
Product number
D1648
Product name
Ethyl 1,3-Dithiane-2-carboxylate
Purity
>98.0%(GC)
Packaging
5g
Price
$231
Updated
2024/03/01
Alfa Aesar
Product number
L00663
Product name
Ethyl 1,3-dithiane-2-carboxylate, 98+%
Packaging
5g
Price
$93.4
Updated
2024/03/01
Alfa Aesar
Product number
L00663
Product name
Ethyl 1,3-dithiane-2-carboxylate, 98+%
Packaging
25g
Price
$372
Updated
2024/03/01
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Ethyl 1,3-dithiane-2-carboxylate Chemical Properties,Usage,Production

Chemical Properties

clear yellowish liquid

Uses

Ethyl 1,3-dithiane-2-carboxylate is used in syn-selective aldol reactions. It undergoes asymmetric oxidation to give trans bis-sulfoxide. It is used to generate carbanon, which finds application in the preparation of alfa- keto esters.

Preparation

To a solution of BF3. Et2O (57.5 mL, 0.454 mmol) in CHC13 (180 mL) heated at reflux was added dropwise, over a 1h period, a solution of 1,3-propanedithiol (22.7 mL, 0.227 mmol), followed by ethyl diethoxyacetate (40 g, 0.227 mmol) in CHCl3 (40 mL). The resulting mixture was heated for 30 minutes, and then cooled to rt. The cooled solution was washed 2 times with water, once with saturated aqueous NaHC03, and then re-washed with water. The combined organic phases were dried over MgS04, then evaporated to give 41 g (94%) of Ethyl 1,3-dithiane-2-carboxylate as a yellow oi. Yield: 94%

Application

Ethyl 1,3-dithiane-2-carboxylate is a synthetic compound that is used in the synthesis of organic compounds . It is used in asymmetric synthesis to produce chiral products from achiral starting materials. The desulfurization reaction of ethyl 1,3-dithiane-2-carboxylate produces a mixture of the two possible stereoisomers of the product. This mixture can be separated by phase chromatography and then hydrolyzed to give the desired product. In dyslipidemia, ethyl 1,3-dithiane-2-carboxylate inhibits the activity of hepatic lipase and acidolysis. This inhibition leads to an increase in serum triglycerides and cholesterol levels. This compound also has been shown to have antiplatelet properties when administered orally or intravenously to rats without affecting platelet aggregation rates.

Synthesis Reference(s)

Synthetic Communications, 11, p. 343, 1981 DOI: 10.1080/00397918108063615

General Description

Ethyl 1,3-dithiane-2-carboxylate is an α-keto acid equivalent and bulky equivalent of acetate. It participates in syn-selective aldol reactions. It can be prepared from the reaction of ethyl diethoxyacetate and 1,3-propanedithiol in the presence of BF3/Et2O. Asymmetric oxidation of ethyl 1,3-dithiane-2-carboxylate by Modena protocol has been reported to afford trans bis-sulfoxide in 60% yield. Carbanion from ethyl 1,3-dithiane-2-carboxylate may be employed for the preparation of α-keto esters.

Purification Methods

Dissolve the ester in CHCl3, wash with aqueous K2CO3, twice with H2O, dry over MgSO4, filter, evaporate and distil the residue. [Eliel & Hartman J Org Chem 37 505 1972, Seebach Synthesis 1 17 1969, Beilstein 19/7 V 227.]

Ethyl 1,3-dithiane-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 1,3-dithiane-2-carboxylate Suppliers

Huida Medical Technology (Shanghai) Co., LTD
Tel
13601750004
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QQ:200761233
Email
lizhi@pharoschem.com
Country
China
ProdList
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
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market03@meryer.com
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China
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40228
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Beijing Donghualituo Techonlogy Development Co.,Ltd.
Tel
010-88425576
Fax
(+86)-10-88425546
Email
sales@dhltchem.com
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China
ProdList
793
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
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12984
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ZhengZhou HuaWen Chemical Co.Ltd
Tel
0370-2785118 17550508557
Fax
QQ:3470079902
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675141927@qq.com
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China
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Chengdu Ai Keda Chemical Technology Co., Ltd.
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4008-755-333 18080918076
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028-86757656
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800078821@qq.com
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China
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Nanjing Norris-Pharm Technology Co., Ltd
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13901585132
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+86-25-52131256
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799750417@qq.com
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China
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View Lastest Price from Ethyl 1,3-dithiane-2-carboxylate manufacturers

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
Ethyl 1,3-dithiane-2-carboxylate 20462-00-4
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-07
Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
Ethyl 1,3-dithiane-2-carboxylate 20462-00-4
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-12
Zhengzhou Gecko Scientific Inc.
Product
Ethyl 1,3-dithiane-2-carboxylate 20462-00-4
Price
US $0.00-0.00/g
Min. Order
10g
Purity
98%
Supply Ability
10kg
Release date
2022-09-29

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