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Name	L-QUEBRACHITOL	EINECS	N/A
CAS No.	642-38-6	Density	1.56 g/cm³
PSA	110.38000	LogP	-3.18050
Solubility	Soluble	Melting Point	189 - 192 C
Formula	C7H14 O6	Boiling Point	317.2 °C at 760 mmHg
Molecular Weight	194.185	Flash Point	145.6 °C
Transport Information	N/A	Appearance	white to off-white crystals
Safety	24/25-36-26	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Not regulated
Synonyms	Inositol,2-O-methyl- (6CI,7CI); Inositol, 2-O-methyl-, L-chiro- (8CI); (-)-Quebrachitol;2-O-Methyl-L-chiro-inositol; Brahol; L-(-)-2-O-Methylinositol; L-Quebrachitol;NSC 26254; Quebrachit; Quebrachitol; Quebrachitol, (-)-	Article Data	15

L-QUEBRACHITOL Synthetic route

: 116-11-0
2-Methoxypropene

: 642-38-6
quebrachitol

: 58769-23-6
1L-3,4,:5,6-di-O-isopropylidene-2-O-methyl-chiro-inositol

Conditions

Conditions	Yield
With hydrogenchloride In N,N-dimethyl-formamide at 60℃; for 2h;	96%
camphor-10-sulfonic acid In N,N-dimethyl-formamide at 20 - 60℃; for 5h; Cyclization;	91%
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 60℃; for 4h;	85%

: 642-38-6
quebrachitol

: 38876-99-2
1L-chiro-inositol

Conditions

Conditions	Yield
With hydrogen iodide	93%
With hydrogen iodide for 2h; Heating;	80%
With hydrogen iodide

: 642-38-6
quebrachitol

: 98-88-4
benzoyl chloride

: 73803-06-2
L-1,3,4,5,6-penta-O-benzoyl-2-O-methyl-chiro-inositol

Conditions

Conditions	Yield
With pyridine at 80 - 90℃; for 6h;	89%
With dmap In pyridine at 20℃; Acylation;

: 642-38-6
quebrachitol

: 77-76-9
2,2-dimethoxy-propane

A: 58769-23-6
1L-3,4,:5,6-di-O-isopropylidene-2-O-methyl-chiro-inositol

B: 17230-37-4
1L-5,6-O-Isopropyliden-2-O-methyl-chiro-inosit

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 80℃; for 20h;	A 85% B 10%
With toluene-4-sulfonic acid In N,N-dimethyl-formamide for 16h; Ambient temperature;	A 6.9 g B n/a

: 933-40-4
cycloxexanone dimethyl ketal

: 642-38-6
quebrachitol

A: 6848-53-9
L-3,4:5.6-di-O-cyclohexylidene-2-O-methyl-(-)-chiro-inositol

B: 754197-57-4
1L-1,2-O-cyclohexylidene-5-O-methyl-chiro-inositol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20 - 105℃; for 22.5h;	A 71% B 9%

: 642-38-6
quebrachitol

: 100-39-0
benzyl bromide

: C42H44O6

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	55%

: 642-38-6
quebrachitol

: 125290-99-5
(1S,2S,3R,4S,5S,6S)-1-fluoro-2-O-(methyl)cyclohexane-2,3,4,5,6-pentol

Conditions

Conditions	Yield
With 4,4'-diaminostilbene-2,2'-disulfonic acid In dichloromethane at -30 - 20℃;	54%
With (diethylamido)sulfur trifluoride In dichloromethane 1.) -40 dec C to -30 deg C, 30 min, 2.) -20 deg C, 2.5 h, 3.) 0 deg C, 2.8 h then r.t., 30 min;	53%
With diethylamino-sulfur trifluoride In dichloromethane at 20℃; for 4h;

: 642-38-6
quebrachitol

: 98-88-4
benzoyl chloride

A: C21H22O8

B: C21H22O8

C: 341524-05-8
C28H26O9

Conditions

Conditions	Yield
With pyridine at 0 - 10℃; for 6h;	A 20% B 20% C 50%

: 642-38-6
quebrachitol

: 98-88-4
benzoyl chloride

A: 73803-06-2
L-1,3,4,5,6-penta-O-benzoyl-2-O-methyl-chiro-inositol

B: 341524-05-8
C28H26O9

C: 341524-06-9
C35H30O10

Conditions

Conditions	Yield
With pyridine at 0 - 10℃; for 6h;	A 20% B 20% C 40%

: 642-38-6
quebrachitol

: 3-deoxy-3-[18F]fluoro-O-methyl-myo-inositol

Conditions

Conditions	Yield
With 18F-fluoride; diethylamino-sulfur trifluoride In chloroform for 0.5h; Ambient temperature;	10.6%

L-QUEBRACHITOL Chemical Properties

MS：
MF: C₇H₁₄O₆
MW:194.18
Mp:190-198°C
storage temp. : 2-8°C
Product Categories:Miscellaneous Natural Products

L-QUEBRACHITOL Toxicity Data With Reference

L-QUEBRACHITOL is irritating to eyes,respiratory system and skin.

L-QUEBRACHITOL Safety Profile

Safety Statements:24/25-36-26

e.g:Avoid L-QUEBRACHITOL contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Hazard Codes:Xi

L-QUEBRACHITOL Specification

Chemical Stability: Stable.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials：Strong oxidizing agents.
Hazardous Decomposition Products：CARBON monoxide, CARBON dioxide.
Hazardous Polymerization：Will not occur.

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