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5-Mercapto-1H-tetrazole-1-acetic acid

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Name

5-Mercapto-1H-tetrazole-1-acetic acid

EINECS 260-884-0
CAS No. 57658-36-3 Density 1.99 g/cm3
PSA 119.70000 LogP -0.95360
Solubility N/A Melting Point 164 - 168oC
Formula C3H4N4O2 S Boiling Point 284.7 °C at 760 mmHg
Molecular Weight 160.156 Flash Point 126 °C
Transport Information N/A Appearance White crystalline powder
Safety 22-36/37 Risk Codes 20/21/22-63
Molecular Structure Molecular Structure of 57658-36-3 (5-Mercapto-1H-tetrazole-1-acetic acid) Hazard Symbols Xn
Synonyms

1-(Carboxymethyl)-5-mercapto-1H-tetrazole;1-(Carboxymethyl)-5-mercaptotetrazole;1-Carboxymethyl-5-mercapto-1,2,3,4-tetrazole;1-Carboxymethyl-5-tetrazolethiol;5-Mercapto-1-tetrazolylacetic acid;5-Mercapto-1H-tetrazole-1-acetic acid;

Article Data 11

5-Mercapto-1H-tetrazole-1-acetic acid Synthetic route

61197-32-8

N,N-dimethyl-2-(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetamide

57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

Conditions
ConditionsYield
With sodium hydroxide
57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

81589-11-9

C6H12N4O2SSi

Conditions
ConditionsYield
With <(C6H5O)PO>2NH In 1,2-dichloro-ethane for 1h; Heating;98.5%
57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

2-(5-sulfanyl-1H-1,2,3,4-tetrazol-1-yl)acetic acid disodium salt

Conditions
ConditionsYield
With sodium hydroxide In water at 90℃; for 2h;90%

t-Butyl 3-chloromethyl-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate-5,5-dioxide

57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

A

t-Butyl 7α-methoxy-3[[(1-carboxymethyl-tetrazol-5-yl)-thio[methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate-5,5-dioxide

t-Butyl 7α-methoxy-3[[(1-carboxymethyl-tetrazol-5-yl)-thio[methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate-5,5-dioxide

B

t-Butyl 7α-methoxy-3[[(1-carboxymethyl-tetrazol-5-yl)-thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate-5,5-dioxide

Conditions
ConditionsYield
With sodium hydrogencarbonate; ethyl acetate In water; acetoneA 73%
B n/a

manganese(II) perchlorate hexahydrate

57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

Mn(5-mercapto-1H-tetrazole-1-acetic acid (1-))2(H2O)2

Conditions
ConditionsYield
With Et3N In water tetrazole-compd. dissolved in H2O, Mn-compd. in H2O added dropwise, pH ajusted to 4.0 with Et3N, stirred at 80°C for 2 h, cooled; filtered, filtrate evaporated at room temp. for 2 months, elem. anal.;73%
57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

zinc(II) oxide

Zn(5-mercapto-1H-tetrazole-1-acetic acid (2-))(H2O)

Conditions
ConditionsYield
In water tetrazole-compd. dissolved in H2O, ZnO added, stirred at 90°C for3 h, cooled; filtered, filtrate evaporated at room temp. for 3 months, elem. anal.;70%
57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

cadmium(II) oxide

Cd(5-mercapto-1H-tetrazole-1-acetic acid (2-))(H2O)

Conditions
ConditionsYield
In water tetrazole-compd. dissolved in H2O, CdO added, stirred at 90°C for3 h, cooled; filtered, filtrate evaporated at room temp. for 3 months, elem. anal.;68%

cobalt(II) chloride hexahydrate

57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

Co(5-mercapto-1H-tetrazole-1-acetic acid (1-))2(H2O)2

Conditions
ConditionsYield
With Et3N In tetrahydrofuran; water Co-compd. in H2O added dropwise to tetrazole-compd. in THF, pH ajusted to 4.0 with Et3N, stirred at 80°C for 2 h, cooled; filtered, filtrate evaporated at room temp. for 2 months, elem. anal.;66%
4472-44-0

2-chloro-4,6-dimethylpyrimidine

57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

2-{5-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-1H-tetrazol-1-yl}acetic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile for 4h; Reflux;66%
57658-36-3

(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid

80366-38-7

sodium 7-(2-thienylacetamido)-2β-methyl-3-acetoxymethylceph-3-em-4-carboxylate

80366-41-2

disodium 7-(2-thienylacetamido)-2β-methyl-3-(1-carborxymethyl-1H-tetrazol-5-yl)thiomethylceph-3-em-4-carboxylate

Conditions
ConditionsYield
With phosphate buffer; sodium hydrogencarbonate In water at 50℃; for 6h;20%

5-Mercapto-1H-tetrazole-1-acetic acid Specification

The 5-Mercapto-1H-tetrazole-1-acetic acid , with the CAS regiser number 57658-36-3, has the systematic name of (5-thioxo-2,5-dihydro-1H-tetrazol-1-yl)acetic acid . Besides, it could also be known to us as 
mtaa ; 5-mercaptotetrazole-1-acetic acid ; 5-mercaptotetrazolylacetic acid sodium salt ; 5-mercapto-1h-tetrazole-1-acetic acid ; 2,5-dihydro-5-thioxo-1h-tetrazol-1-acetic acid ; mtaa: 5- mercapto-1h- tetrazole –1-acetic acid ; 1-carboxymethyl-5-mercapto-1,2,3,4-tetrazole ; (5-mercapto-1h-tetrazol-1-yl)acetic acid .

Characteristics of this kind of chemcial are as below: (1)#H bond acceptors:  6  ; (2)#H bond donors:  2  ; (3)#Freely Rotating Bonds:  2  ; (4)Polar Surface Area:  89.59  ; (5)Index of Refraction:  1.852  ; (6)Molar Refractivity:  35.96 cm3  ; (7)Molar Volume:  80.3 cm3  ; (8)Polarizability:  14.25 ×10-24 cm ; (9)Surface Tension:  92 dyne/cm  ; (10)Density:  1.99 g/cm3  ; (11)Flash Point:  126 °C  ; (12)Enthalpy of Vaporization:  57.62 kJ/mol  ; (13)Boiling Point:  284.7 °C at 760 mmHg  ; (14)Vapour Pressure:  0.000761 mmHg at 25°C .

Being a kind of harmful chemical, it may cause damage to health. If by inhalation or swallowed or in contact with skin, it will be very harmful and it has possible risk of harm to the unborn child. So while using this kind of chemical, we should be more cautious. Wear suitable protective clothing and gloves and do not breathe dust while using. It belongs to the category of organic acids. And it is widely used in pharmaceutics, such as being the side chain of ceforanide.

As for its using in the lab, it could be used to make other substance, and you could operate in the laborary with the following steps: Firstly, prepare the reactant of (5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid and sodium 7-(2-thienylacetamido)-2b-methyl-3-acetoxymethylceph-3-em-4-carboxylate , and then react in the reagent of NaHCO3, phosphate buffer and solvent of H2O, for about 6 hours under the temperature of 50 ℃. Through this way, you could get the disodium 7-(2-thienylacetamido)-2b-methyl-3-(1-carborxymethyl-1H-tetrazol-5-yl)thiomethylceph-3-em-4-carboxylate .

In addition, you could convert the following data information into the molecular structure:
SMILES:O=C(O)CN1C(=S)/N=N\N1
InChI:InChI=1/C3H4N4O2S/c8-2(9)1-7-3(10)4-5-6-7/h1H2,(H,8,9)(H,4,6,10
InChIKey:UOTQEHLQKASWQO-UHFFFAOYAS

As for its market information, you could find many suppliers in China, such as Ningbo Sinova Import/Export Corp , Wuhan Weishunda Technology Development Co., Ltd and so on.

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