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7748-36-9 Usage

Chemical Properties

Colorless Transparent Liquid

Uses

3-Oxetanol is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.

Check Digit Verification of cas no

The CAS Registry Mumber 7748-36-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,7,4 and 8 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 7748-36:
(6*7)+(5*7)+(4*4)+(3*8)+(2*3)+(1*6)=129
129 % 10 = 9
So 7748-36-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H6O2/c4-3-1-5-2-3/h3-4H,1-2H2

7748-36-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (H57928)  3-Oxetanol, 95%   

  • 7748-36-9

  • 1g

  • 697.0CNY

  • Detail
  • Alfa Aesar

  • (H57928)  3-Oxetanol, 95%   

  • 7748-36-9

  • 5g

  • 2787.0CNY

  • Detail
  • Aldrich

  • (733296)  3-Hydroxyoxetane  95%

  • 7748-36-9

  • 733296-1G

  • 647.01CNY

  • Detail

7748-36-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Oxetan-3-ol

1.2 Other means of identification

Product number -
Other names oxetane-3-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7748-36-9 SDS

7748-36-9Synthetic route

3-(benzyloxy)oxetane
95257-22-0

3-(benzyloxy)oxetane

oxetan-3-ol
7748-36-9

oxetan-3-ol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 40℃; under 7600.51 Torr; for 24h; Autoclave;95.84%
3-(1-Ethoxyethoxy)oxetane
85328-36-5

3-(1-Ethoxyethoxy)oxetane

oxetan-3-ol
7748-36-9

oxetan-3-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 15 - 18℃; for 0.75h;95%
With toluene-4-sulfonic acid In methanol at 0 - 20℃; for 1h; Reagent/catalyst; Solvent; Large scale;79.2%
With toluene-4-sulfonic acid In methanol at 20℃; for 1h; Reagent/catalyst; Large scale;79%
3-tetrahydropyranyloxyoxetane
85328-34-3

3-tetrahydropyranyloxyoxetane

oxetan-3-ol
7748-36-9

oxetan-3-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol deprotection;
3-chloro-2-hydroxy-1-propyl acetate
24573-30-6

3-chloro-2-hydroxy-1-propyl acetate

ethyl vinyl ether
109-92-2

ethyl vinyl ether

epichlorohydrin
106-89-8

epichlorohydrin

oxetan-3-ol
7748-36-9

oxetan-3-ol

Conditions
ConditionsYield
With sodium hydroxide; iron(III) chloride; toluene-4-sulfonic acid In water; acetic acid
3-chloro-2-hydroxy-1-propyl acetate
24573-30-6

3-chloro-2-hydroxy-1-propyl acetate

epichlorohydrin
106-89-8

epichlorohydrin

oxetan-3-ol
7748-36-9

oxetan-3-ol

oxetan-3-one
6704-31-0

oxetan-3-one

oxetan-3-ol
7748-36-9

oxetan-3-ol

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 25℃; for 4h;1 g
With sodium tetrahydroborate In tetrahydrofuran at 25℃; for 4h;1 g
oxetan-3-ol
7748-36-9

oxetan-3-ol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

oxetan-3-yl methane sulfonate
148430-81-3

oxetan-3-yl methane sulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;100%
Stage #1: oxetan-3-ol With triethylamine In dichloromethane at 0℃; for 0.333333h;
Stage #2: methanesulfonyl chloride In dichloromethane at 20℃; for 12h;
75.7%
With triethylamine In dichloromethane at 20℃; for 5.5h; Cooling with ice; Inert atmosphere;68%
oxetan-3-ol
7748-36-9

oxetan-3-ol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

oxetan-3-yl 4-methylbenzenesulfonate
26272-83-3

oxetan-3-yl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 2h;95%
With triethylamine In water at 20℃; for 18h;94%
With sodium hydroxide In water ice-bath cooling;93%
oxetan-3-ol
7748-36-9

oxetan-3-ol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

3-oxetyl tosylate

3-oxetyl tosylate

Conditions
ConditionsYield
With sodium hydroxide In water94%
oxetan-3-ol
7748-36-9

oxetan-3-ol

N,N-phenyl-p-toluenesulfonylbenzamide
74542-54-4

N,N-phenyl-p-toluenesulfonylbenzamide

oxetan-3-yl benzoate

oxetan-3-yl benzoate

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 100℃; for 15h; Sealed tube;94%
oxetan-3-ol
7748-36-9

oxetan-3-ol

2-chloronaphthalene
91-58-7

2-chloronaphthalene

C13H12O2

C13H12O2

Conditions
ConditionsYield
With N1,N2-bis(naphthalen-1-ylmethyl)oxalamide; potassium tert-butylate; copper diacetate In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; Molecular sieve;94%
5-fluoropicolinonitrile
327056-62-2

5-fluoropicolinonitrile

oxetan-3-ol
7748-36-9

oxetan-3-ol

5-(oxetan-3-yloxy)picolinonitrile

5-(oxetan-3-yloxy)picolinonitrile

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
Stage #2: 5-fluoropicolinonitrile In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
92.41%
oxetan-3-ol
7748-36-9

oxetan-3-ol

2-fluoro-3-chloro-4-iodopyridine

2-fluoro-3-chloro-4-iodopyridine

3-chloro-4-iodo-2-(oxetan-3-yloxy)pyridine

3-chloro-4-iodo-2-(oxetan-3-yloxy)pyridine

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h;
Stage #2: 3-chloro-2-fluoro-4-iodopyridine In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;
91%
With caesium carbonate In dimethyl sulfoxide at 100℃; for 1.5h;37%
oxetan-3-ol
7748-36-9

oxetan-3-ol

2-fluoro-5-nitrobenzonitrile
17417-09-3

2-fluoro-5-nitrobenzonitrile

5-nitro-2-(oxetan-3-yloxy)benzonitrile

5-nitro-2-(oxetan-3-yloxy)benzonitrile

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.333333h; Inert atmosphere;
Stage #2: 2-fluoro-5-nitrobenzonitrile In tetrahydrofuran at 0 - 20℃; for 1.16667h;
90%
oxetan-3-ol
7748-36-9

oxetan-3-ol

ethyl 6-chloro-2-(3-iodophenyl)pyrimidine-4-carboxylate

ethyl 6-chloro-2-(3-iodophenyl)pyrimidine-4-carboxylate

2-(3-iodophenyl)-6-(oxetan-3-yloxy)pyrimidine-4-carboxylic acid

2-(3-iodophenyl)-6-(oxetan-3-yloxy)pyrimidine-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;88%
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran Inert atmosphere;
Stage #2: ethyl 6-chloro-2-(3-iodophenyl)pyrimidine-4-carboxylate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
oxetan-3-ol
7748-36-9

oxetan-3-ol

5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

3-(5-bromo-2-chlorophenoxy)oxetane

3-(5-bromo-2-chlorophenoxy)oxetane

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h;87%
oxetan-3-ol
7748-36-9

oxetan-3-ol

3-bromo-5-methylphenol
74204-00-5

3-bromo-5-methylphenol

3-(3-bromo-5-methyl phenoxy)oxetane

3-(3-bromo-5-methyl phenoxy)oxetane

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h;86%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h;86%
oxetan-3-ol
7748-36-9

oxetan-3-ol

2-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amide
1373489-42-9

2-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amide

N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-2-(oxetan-3-yloxy)-pyridine-3-carboxylic acid amide
1373488-90-4

N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-2-(oxetan-3-yloxy)-pyridine-3-carboxylic acid amide

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With potassium tert-butylate In tetrahydrofuran at 50℃; for 0.25h;
Stage #2: 2-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amide In tetrahydrofuran at 80℃; for 8h;
84%
oxetan-3-ol
7748-36-9

oxetan-3-ol

6-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-2-morpholin-4-yl-pyridine-3-carboxylic acid amide
1373489-41-8

6-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-2-morpholin-4-yl-pyridine-3-carboxylic acid amide

N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-2-(oxetan-3-yloxy)-pyridine-3-carboxylic acid amide
1373488-90-4

N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-2-(oxetan-3-yloxy)-pyridine-3-carboxylic acid amide

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With potassium tert-butylate at 50℃; for 0.25h;
Stage #2: 6-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-2-morpholin-4-yl-pyridine-3-carboxylic acid amide In tetrahydrofuran at 80℃; for 8h;
84%
oxetan-3-ol
7748-36-9

oxetan-3-ol

benzyl bromide
100-39-0

benzyl bromide

3-(benzyloxy)oxetane
95257-22-0

3-(benzyloxy)oxetane

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h;
Stage #2: benzyl bromide In tetrahydrofuran at 60℃;
84%
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
63%
oxetan-3-ol
7748-36-9

oxetan-3-ol

N-benzyl-N-(tert-butoxycarbonyl)-benzamide
85909-02-0

N-benzyl-N-(tert-butoxycarbonyl)-benzamide

oxetan-3-yl benzoate

oxetan-3-yl benzoate

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 23℃; for 12h; Schlenk technique;84%
oxetan-3-ol
7748-36-9

oxetan-3-ol

2,6-dichloropyridine-4-carboxylic acid
5398-44-7

2,6-dichloropyridine-4-carboxylic acid

2-chloro-6-(oxetan-3-yloxy)isonicotinic acid

2-chloro-6-(oxetan-3-yloxy)isonicotinic acid

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 2,6-dichloropyridine-4-carboxylic acid In N,N-dimethyl-formamide; mineral oil at 50℃;
83%
oxetan-3-ol
7748-36-9

oxetan-3-ol

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 2-(oxetan-3-yloxy)acetate

ethyl 2-(oxetan-3-yloxy)acetate

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;
Stage #2: ethyl bromoacetate In tetrahydrofuran; mineral oil at 0 - 20℃; for 12h; Inert atmosphere;
82%
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: ethyl bromoacetate In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;
59%
oxetan-3-ol
7748-36-9

oxetan-3-ol

2-Bromo-5-chlorophenol
13659-23-9

2-Bromo-5-chlorophenol

3-(2-bromo-5-chlorophenoxy)oxetane

3-(2-bromo-5-chlorophenoxy)oxetane

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h;82%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 18h;82%
oxetan-3-ol
7748-36-9

oxetan-3-ol

4-chloro-3-nitropyridine
13091-23-1

4-chloro-3-nitropyridine

3-nitro-4-(oxetan-3-yloxy)pyridine

3-nitro-4-(oxetan-3-yloxy)pyridine

Conditions
ConditionsYield
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 4-chloro-3-nitropyridine In tetrahydrofuran at 20℃; for 1h;
81%
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 4-chloro-3-nitropyridine In tetrahydrofuran at 20℃; for 1h;
81%
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 4-chloro-3-nitropyridine In tetrahydrofuran at 20℃; for 1h;
81%
Stage #1: oxetan-3-ol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 4-chloro-3-nitropyridine In tetrahydrofuran at 20℃; for 1h;
81%
4-nitro-1H-pyrazole
2075-46-9

4-nitro-1H-pyrazole

oxetan-3-ol
7748-36-9

oxetan-3-ol

4-nitro-1-(oxetan-3-yl)-1H-pyrazole

4-nitro-1-(oxetan-3-yl)-1H-pyrazole

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃;80%
With di-tert-butyl-diazodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h;74%
oxetan-3-ol
7748-36-9

oxetan-3-ol

tert-butyl benzoyl(phenyl)carbamate
101137-69-3

tert-butyl benzoyl(phenyl)carbamate

oxetan-3-yl benzoate

oxetan-3-yl benzoate

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 100℃; for 15h; Sealed tube;80%
oxetan-3-ol
7748-36-9

oxetan-3-ol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyl dimethyl(oxetan-3-yloxy)silane

tert-butyl dimethyl(oxetan-3-yloxy)silane

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;79%
oxetan-3-ol
7748-36-9

oxetan-3-ol

2-(3'-bromobiphenyl-3-yl)[1,3]dioxolane

2-(3'-bromobiphenyl-3-yl)[1,3]dioxolane

2-[3'-(oxetan-3-yloxy)biphenyl-3-yl][1,3]dioxolane

2-[3'-(oxetan-3-yloxy)biphenyl-3-yl][1,3]dioxolane

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; tert-butyl XPhos In toluene at 90℃; Inert atmosphere;79%
oxetan-3-ol
7748-36-9

oxetan-3-ol

1,3-dioxoisoindolin-2-yl 2-methyl-2-phenylpropanoate

1,3-dioxoisoindolin-2-yl 2-methyl-2-phenylpropanoate

3-[(2-phenylpropan-2-yl)oxy]oxetane

3-[(2-phenylpropan-2-yl)oxy]oxetane

Conditions
ConditionsYield
With lithium tetrafluoroborate; 12-phenyl-12H-benzo[b]phenothiazine In acetonitrile at 0.4℃; for 24h; Irradiation; Inert atmosphere;79%
oxetan-3-ol
7748-36-9

oxetan-3-ol

tert-butyl benzoyl(tert-butoxycarbonyl)carbamate
135364-97-5

tert-butyl benzoyl(tert-butoxycarbonyl)carbamate

oxetan-3-yl benzoate

oxetan-3-yl benzoate

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 100℃; for 15h; Sealed tube;77%
oxetan-3-ol
7748-36-9

oxetan-3-ol

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

ethyl 2-(3-Amino-5-bromopyridin-2-yl)acetate
1379312-86-3

ethyl 2-(3-Amino-5-bromopyridin-2-yl)acetate

ethyl 2-(5-bromo-3-(((oxetan-3-yloxy)carbonyl)amino)pyridin-2-yl)acetate

ethyl 2-(5-bromo-3-(((oxetan-3-yloxy)carbonyl)amino)pyridin-2-yl)acetate

Conditions
ConditionsYield
Stage #1: bis(trichloromethyl) carbonate With pyridine In dichloromethane at 0℃; for 0.166667h;
Stage #2: oxetan-3-ol In dichloromethane for 1h;
Stage #3: ethyl 2-(3-Amino-5-bromopyridin-2-yl)acetate With pyridine In dichloromethane at 20℃;
75%

7748-36-9Relevant articles and documents

Ring-Closing Metathesis of Aliphatic Ethers and Esterification of Terpene Alcohols Catalyzed by Functionalized Biochar

Kerton, Francesca M.,MacQuarrie, Stephanie L.,Vidal, Juliana L.,Wyper, Olivia M.

supporting information, p. 6052 - 6056 (2021/12/10)

Functionalized biochars, renewable carbon materials prepared from waste biomass, can catalyze transformations of a range of oxygen-containing substrates via hydrogen-bonding interactions. Good conversions (up to 75.2 %) to different O-heterocycles are obtained from ring-closing C?O/C?O metathesis reactions of different aliphatic ethers under optimized conditions using this heterogeneous, metal-free, and easy separable catalyst. The diversity in the sorts of O-containing feedstocks is further demonstrated by the utilization of functionalized biochar to promote the esterification of terpene alcohols, an important reaction in food and flavor industries. Under the optimized conditions, full conversions to various terpene esters are obtained. Moreover, both of the reactions studied herein are performed under neat conditions, thus increasing the overall sustainability of the process described.

Novel method for synthesizing 3-oxacyclobutanol

-

Paragraph 0016; 0019; 0020; 0023; 0024; 0027, (2019/02/19)

The invention provides a novel method for synthesizing 3-oxacyclobutanol. The novel method is characterized in that epoxy chloropropane and glacial acetic acid are taken as raw materials, a catalyst is used for catalyzing the ring-opening reaction; under an organic strong acid condition, vinyl ethyl ether is added to perform upper protecting group reaction; under a strong-alkaline condition, ring-forming reaction is performed to obtain a key intermediate solution; the intermediate solution is extracted, concentrated and rectified to obtain an intermediate; catalysis amount of organic strong acid is used in the solvent by the intermediate to perform deprotection to obtain a 3-oxacyclobutanol crude product; the crude product is neutralized to be meta-alkalescent with weak alkaline, and is concentrated and rectified to obtain the 3-oxacyclobutanol product. The novel method has the characteristics of being cheap in raw materials, short in route, free of dangerous reagent, avoiding use of dangerous chemicals such as diazomethane, butyl lithium or 1,3-dichloroacetone, so that the synthesis method for 3-oxacyclobutanol can be safely amplified, and therefore, large-scale production can beperformed; and moreover, the 3-oxacyclobutanol is low in price, and is convenient to popularize.

3-oxetanone synthesis method

-

Paragraph 0018; 0020, (2019/05/04)

The invention provides a 3-oxetanone synthesis method, which comprises: removing the protection group from an intermediate in an organic solvent I by using an organic strong acid, neutralizing with aweak alkali to achieve an alkaline pH value, carrying out concentration distillation on the solvent to obtain a oxetan-3-ol crude product, oxidizing the oxetan-3-ol with an oxidizing agent in the presence of a catalyst I, a halide and an alkali, and carrying out separating purification to obtain the 3-oxetanone product, wherein the intermediate preparation method comprises: carrying out a ring opening reaction by using epichlorohydrin and glacial acetic acid as raw materials under the catalysis of a catalyst II, adding ethyl vinyl ether under an organic strong acid condition, carrying out a protection group forming reaction, and carrying out a ring formation reaction under a strong alkali condition so as to obtain the key intermediate solution. According to the present invention, the oxetan-3-ol preparation process is combined without the purifying of oxetan-3-ol so as to eliminate the oxetan-3-ol purifying step; and the method has characteristics of inexpensive raw materials, short route, no use of dangerous reagents and the like.

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