CAS No.367-93-1,Isopropyl-beta-D-thiogalactopyranoside Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	367-93-1
Name:	Isopropyl-beta-D-thiogalactopyranoside
Article Data:	15

Formula:	C₉H₁₈O₅S
Molecular Weight:	238.305
Synonyms:	Galactopyranoside,isopropyl 1-thio- (7CI);Galactopyranoside, isopropyl 1-thio-, b-D- (8CI);IPTG;Isopropyl 1-thio-b-D-galactopyranoside;Isopropyl thio-b-D-galactopyranoside;Isopropyl thio-b-D-galactoside;Isopropyl b-thiogalactopyranoside;Isopropyl b-thiogalactoside;
EINECS:	206-703-0
Density:	1.37 g/cm³
Melting Point:	105 ºC
Boiling Point:	438.4 ºC at 760 mmHg
Flash Point:	219 ºC
Solubility:	soluble in water
Appearance:	white crystalline powder
Hazard Symbols:	Xn,Xi
Risk Codes:	19-40-66-36/37/38
Safety:	23-24/25-36/37-22-36/37/39-27-26
PSA:	115.45000
LogP:	-1.07210

Synthetic route

: 55692-87-0
isopropyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopiranoside

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; pH=10;	98%
With sodium methylate In methanol for 0.5h;	90%
With sodium methylate In methanol at 20℃; for 5h; pH=10;	81%

: 29587-08-4
2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl-aethylxanthat

: 75-26-3
isopropyl bromide

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
With methanol; potassium carbonate at 60℃; for 5h; Reagent/catalyst; Temperature;	92%

: isopropylthio-6-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbonate)-β-D-galactopyranoside

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
With sodium L-ascorbate; fluorescein free acid In aq. phosphate buffer for 0.5h; pH=7.4; Irradiation;	75%

: 10257-28-0
D-Galactose

: 75-33-2
2-propanethiol

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
Stage #1: D-Galactose; 2-propanethiol With aluminum (III) chloride; acetic anhydride at 5 - 10℃; Stage #2: With sodium methylate In methanol Reagent/catalyst;	74.3%

: 25878-60-8
D-galactose pentaacetate

: 75-33-2
2-propanethiol

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
Stage #1: D-galactose pentaacetate; 2-propanethiol With boron trifluoride diethyl etherate In dichloromethane at 0 - 5℃; for 2h; Stage #2: With sodium methylate In methanol	45.2%

: 75-33-2
2-propanethiol

: 4163-60-4
β-D-galactose peracetate

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
Stage #1: 2-propanethiol; β-D-galactose peracetate With boron trifluoride diethyl etherate In dichloromethane at 0 - 5℃; for 2h; Stage #2: With sodium methylate In methanol	45.2%

: 75-33-2
2-propanethiol

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
With potassium ethoxide Behandeln des Reaktionsprodukts mit Natriummethylat in Methanol;

: 4163-60-4
β-D-galactose peracetate

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / BF3*Et2O / CH2Cl2 / 1.5 h / 20 °C 2: 81 percent / CH3ONa / methanol / 5 h / 20 °C / pH 10 View Scheme
Multi-step reaction with 4 steps 1: thiourea; boron trifluoride diethyl etherate / dichloromethane / 12 h / 20 °C 2: sodium metabisulfite / dichloromethane; water / Reflux 3: potassium carbonate / acetone / 20 °C 4: sodium methylate / methanol / 20 °C / pH 10 View Scheme

: 439-03-2, 439-04-3, 439-05-4, 2823-44-1, 2823-46-3, 3934-29-0, 4163-45-5, 20409-31-8, 23235-96-3, 51897-75-7, 51897-76-8, 51897-77-9, 57573-38-3, 62561-28-8, 126641-47-2, 4163-44-4
2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl fluoride

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: BF3*OEt2 / CH2Cl2 / 0.17 h / Ambient temperature 2: 72 percent / NaOMe / methanol / 1 h / Ambient temperature View Scheme

: 3947-62-4, 6207-76-7, 10343-06-3, 19235-21-3, 22554-70-7, 22860-22-6, 57884-82-9, 62057-79-8, 70191-05-8, 109525-54-4, 140147-37-1, 47339-09-3
2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose

: 367-93-1
isopropyl β-D-thiogalactopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) NaH, Molekularsieb 4 A, 2) 0.1 M BF3*OEt2, Molekularsieb 4 A / 1) CH2Cl2, 30 min, RT, 2) CH2Cl2, 30 min, RT 2: 90 percent / 0.5 M CH3ONa / methanol / 0.5 h View Scheme

Raw Materials

3947-62-4

3068-32-4

75-33-2

4163-60-4

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Specification

The Isopropyl-β-D-thiogalactopyranoside , with appearance of white crystalline powder, belongs to the classes of (1) Substrates ; (2) 13C & 2H Sugars ; (3) Biochemistry ; (4) Galactose ; (5) Glycosides ; (6) Sugars ; (7) Thioglycosides ; (8) Enzyme substrates ; (9) Carbohydrates & Derivatives ; (10) Carbohydrates . Besides its cas registry number of 367-93-1, it also has other registry number which is 30323-26-3. Its BRN registry number is 4631. Its systematic name is called propan-2-yl 1-thio-beta-D-galactopyranoside . And its IUPAC name is called (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol . This chemical is stable but incompatible with strong oxidizing agents.

Physical properties about this chemical are: (1) # of Rule of 5 Violations: 0 ; (2) ACD/BCF (pH 5.5): 1 ; (3) ACD/BCF (pH 7.4): 1 ; (4) ACD/KOC (pH 5.5): 6.7 ; (5) ACD/KOC (pH 7.4): 6.7 ; (6) #H bond acceptors: 5 ; (7) #H bond donors: 4 ; (8) #Freely Rotating Bonds: 7 ; (9) Polar Surface Area: 71.45 Å² ; (10) Index of Refraction: 1.577 ; (11) Molar Refractivity: 57.43 cm³ ; (12) Molar Volume: 173 cm³ ; (13) Surface Tension: 63.9 dyne/cm ; (14) Density: 1.37 g/cm³ ; (15) Flash Point: 219 °C ; (16) Enthalpy of Vaporization: 80.25 kJ/mol ; (17) Boiling Point: 438.4 °C at 760 mmHg ; (18) Vapour Pressure: 1.58E-09 mmHg at 25°C ; (19) Melting point: 105 oC ; (20) Alpha: -31 °(c=1, water).

When you are using this chemical, please be cautious about it as the following:
The Isopropyl-β-D-thiogalactopyranoside should be stored at the temperature of -20°C. This chemical is irritating to eyes, respiratory system and skin. It may form explosive peroxides. Repeated exposure may cause skin dryness or cracking. It also has limited evidence of a carcinogenic effect. If you will use this material, wear suitable protective clothing, gloves and eye/face protection. Avoid contact with skin and eyes. Do not breathe gas, fumes, vapor, spray, and dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After use it, take off immediately all contaminated clothing.

You can still convert the following datas into molecular structure:
(1) SMILES:S(C(C)C)[C@@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)CO;
(2) InChI:InChI=1/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1;
(3) InChIKey:BPHPUYQFMNQIOC-NXRLNHOXBD