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3-(Phenylthio)-1,2-propanediol, also known as 3-(phenylthio)propane-1,2-diol or PTPD, is an organic compound with the chemical formula C9H12O2S. It is a colorless to pale yellow liquid with a molecular weight of 188.26 g/mol. 3-(Phenylthio)-1,2-propanediol is characterized by the presence of a phenylthio group (a sulfur atom bonded to a benzene ring) attached to a propane-1,2-diol backbone, which consists of a three-carbon chain with two hydroxyl groups at the terminal carbons. PTPD is used as a synthetic intermediate in the production of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also known for its potential applications in the synthesis of chiral ligands and catalysts. Due to its reactivity and functional group diversity, 3-(phenylthio)-1,2-propanediol is a valuable building block in organic synthesis.

5149-48-4

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5149-48-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5149-48-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,4 and 9 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5149-48:
(6*5)+(5*1)+(4*4)+(3*9)+(2*4)+(1*8)=94
94 % 10 = 4
So 5149-48-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H12O2S/c10-6-8(11)7-12-9-4-2-1-3-5-9/h1-5,8,10-11H,6-7H2

5149-48-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(Phenylsulfanyl)-1,2-propanediol

1.2 Other means of identification

Product number -
Other names -

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 -
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More Details:5149-48-4 SDS

5149-48-4Relevant academic research and scientific papers

One-pot catalyst-free synthesis of β-and γ-hydroxy sulfides using diaryliodonium salts and microwave irradiation

Vaddula, Buchi Reddy,Varma, Rajender S.,Leazer, John

, p. 6852 - 6855 (2013/02/22)

A simple and rapid one-pot protocol is described for the preparation of α- and β-hydroxy sulfides. The direct solvent-free microwave irradiation of diaryliodonium salts, potassium thiocyanate, and ethylene glycol/β-propylene glycol without any catalyst or base affords the final compounds in good yields (65-95 %) in around 10-25 min. Copyright

Stereo- and regioselective thiolysis of 1,2-epoxides in water

Movassagh, Barahman,Soleiman-Beigi, Mohammad

, p. 3239 - 3244 (2008/02/12)

A simple, efficient, stereoselective, and highly regioselective procedure for the synthesis of β-hydroxy sulfides by thiolysis of various 1,2-epoxides in water as a solvent, using no catalyst and under very mild conditions, is described. Copyright Taylor

Method for the dihydroxylation of olefins using transition metal catalysts

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Page column 9, (2008/06/13)

This invention relates to process for dihydroxylation of olefins using transition metal catalysts to obtain monofunctional, bifunctional, and/or polyfunctional 1,2-diols of the formula (I) R1R2C(OH)—C(OH)R3R4??(I) where R1to R4are defined herein, by reacting an olefin of the formula (II) R1R2C═CR3R4??(II) where R1to R4are defined as for formula (I), with molecular oxygen in the presence of an osmium, ruthenium, or manganese compound in water or a water-containing solvent mixture at a pH of from 7.5 to 13.

ZnCl2 as an Efficient Catalyst in the Thiolysis of 1,2-Epoxides by Thiophenol in Aqueous Medium

Amantini, David,Fringuelli, Francesco,Pizzo, Ferdinando,Tortoioli, Simone,Vaccaro, Luigi

, p. 2292 - 2296 (2007/10/03)

ZnCl2 (5 mol%) is an efficient catalyst for the thiolysis of 1,2-epoxides by thiophenol in water at pH 4.0. A variety of β-hydroxy phenylsulfides were obtained in short reaction times and excellent yields. Starting from cyclohexene oxide (1), two one-pot multi-step procedures in sole water (thiolysis/oxidation with H2O2) have been realized, for the chemoselective synthesis of the corresponding β-hydroxysulfoxides 19 or for the related β-hydroxysulfone 20.

Naphthyloxy acetic acid derivatives and a pharmaceutical composition comprising them as an active ingredient

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Example 6(5), (2010/11/29)

The naphthyloxyacetic acid derivatives of the formula (I) wherein A is H, -(alkylene)COOR1, -(alkylene)CONR2R3, -(alkylene)OH, -(alkylene)tetrazole, -(alkylene)CN; E is single bond or alkylene; G is —S—, —SO—, —SO2—, —O— or —NR4—; L is alkylene, —(CH2)m—CH═CH—(CH2)n— or —(CH2)x—CH(OH)—(CH2)y—; M is phenyl, phenyl(thio, oxy, amino), diphenylmethyl, diphenylmethyl(thio, oxy, amino), and pharmaceutical composition comprising them as an active ingradient. The compounds of the formula (I) can combine PGE2receptor and exhibit the activity to antagonize or agonize for PGE2receptor. Therefore, they are useful as anti-hyperlipemia, for the prevention of abortion, for analgesics, as antidiarrheals, sleep inducer, diuretic, anti-diabetes, abortient, cathartics, antiulcer, anti-gastritis or antihypertensive etc.

Facile synthesis of vinyl sulfones from β-bromo alcohols

Lee, Jae Wook,Lee, Chi-Wan,Jung, Jin Hang,Oh, Dong Young

, p. 2897 - 2902 (2007/10/03)

Vinyl sulfones are synthesized in good yields by dehydration of β- hydroxy sulfones derived from β-bromo alcohols.

Osmium-Catalyzed Dihydroxylation of Olefins Using Dioxygen or Air as the Terminal Oxidant

Doebler, Christian,Mehltretter, Gerald M.,Sundermeier, Uta,Beller, Matthias

, p. 10289 - 10289 (2007/10/03)

The osmium-catalyzed dihydroxylation of various olefins using molecular oxygen or air as the stoichiometric oxidant is reported. Aromatic olefins yield the corresponding diols in good to excellent chemoselectivities under optimized pH conditions (pH = 10.4-12.0). Air can be used under moderate pressures (3-9 bar) instead of dioxygen as the reoxidant. By increasing the oxygen content of the solution, it is possible to achieve highly efficient conversion at low catalyst amount (catalyst/substrate = 1:4000). Tri- and tetrasubstituted olefins are oxidized at pH > 11 to give the corresponding 1,2-diols in good to very good yields without requiring the addition of sulfonamides or other hydrolysis agents. Studies of the dihydroxylation of functionalized olefins demonstrate that the reaction conditions tolerate a variety of functional groups. In the presence of dihydroquinine or dihydroquinidine derivatives (Sharpless ligands), asymmetric dihydroxylations occur with lower enantioselectivities than tose of the classical K3[Fe(CN)6] reoxidation system.

Dihydroxylation and oxidative cleavage of olefins in the presence of sulfur

Sammakia, Tarek,Hurley, T. Brian,Sammond, Douglas M.,Smith, Randall S.,Sobolov, Susan B.,Oeschger, Thomas R.

, p. 4427 - 4430 (2007/10/03)

The dihydroxylation of olefins using AD-mix or OsO4/K3Fe(CN)6 in the presence of sulfides has been examined as has the rate of oxidation of various classes of sulfides. The selectivity of olefin oxidation in preference to sulfur oxidation depends on the nature of the sulfur moiety, and can be problematic for certain classes of substrates.

FUNCTIONALLY SUBSITUTED SULFUR-CONTAINING COMPOUNDS. 9. REASTIONS OF 2-OXIRANES WITH ACETIC ANHYDRIDE AND ACETYL CHLORIDE

Kalugin, V. E.,Litvinov, V. P.

, p. 1391 - 1394 (2007/10/02)

Reaction of 2-oxiranes with acetic anhydride gives a mixture of 3-(organylthio)-1,2-diacetoxypropane and 2-(organylthio)-1,3-diacetoxypropane, and with acetyl chloride a mixture of 2-chloro-3-(organylthio)-1-acetoxypropane and 3-chloro-2-(organylthio)-1-acetoxypropane.In both cases, the ratio of the isomers depends on the nature of the organylthio group and on the nature of the electrophile.

Formation of Optically Active Aryloxyacetaldehyde Cyanohydrin Acetates with the Aid of a Microorganism

Ohta, Hiromichi,Miyamae, Yoshitaka,Tsuchihashi, Gen-ichi

, p. 215 - 222 (2007/10/02)

Microorganisms that hydrolyze the one enantiomer of dl-phenoxyacetaldehyde cyanohydrin acetate were screened, and Bacillus coagulans isolated from soil was found to be the best.This bacterium was applied to the asymmetric hydrolysis of other aryloxyacetaldehyde derivatives to give satisfactory results.The effect of adding dimethyl sulfoxide to the medium is also described.

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