Name: 1,6-Anhydro-beta-d-mannopyranose
SKU: 14168-65-1

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Basic Information

Molecular Structure:
CAS No.:	14168-65-1
Name:	1,6-Anhydro-beta-d-mannopyranose

Formula:	C₆H₁₀O₅
Molecular Weight:	162.142
Synonyms:	Mannopyranose,1,6-anhydro-, b-D-(6CI,8CI);1,6-Anhydro-D-mannose;1,6-Anhydro-b-D-mannopyranose;1,6-Anhydromannose;Mannosan;NSC 226600;
EINECS:	207-855-0
Density:	1.689 g/cm³
Melting Point:	182-184 °C
Boiling Point:	383.754 °C at 760 mmHg
Flash Point:	185.888 °C
Appearance:	White crystalline solid
Hazard Symbols:	Xn,Xi
Risk Codes:	20/21/22-36/37/38
Safety:	26-36
PSA:	79.15000
LogP:	-2.17580

Synthetic route

: 530-26-7
D-Mannose

: 14168-65-1
mannosan

Conditions

Conditions	Yield
With p-toluenesulfonyl chloride In pyridine for 4h; Ambient temperature;	80%
With pyridine; p-toluenesulfonyl chloride at 20℃; for 21h; Inert atmosphere;	48.4%
With toluene-4-sulfonic acid In N,N-dimethyl-formamide	20%

: 6619-07-4, 26391-80-0, 121363-57-3, 121363-64-2, 121363-65-3, 121363-70-0
6-O-p-toluenesulfonyl-D-mannopyranose

: 14168-65-1
mannosan

Conditions

Conditions	Yield
NaOH In pyridine; sodium hydroxide for 1h; Ambient temperature;	77%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In ethanol Ambient temperature;
With sodium hydride In N,N-dimethyl-formamide for 15h; Ambient temperature;
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 0.5h; Ambient temperature;

: 20888-02-2
1,6-anhydro-2,3,4-tri-O-benzyl-β-D-mannopyranose

A: 104477-48-7
1,6-anhydro-3-O-benzoyl-β-D-mannopyranose

B: 14168-65-1
mannosan

Conditions

Conditions	Yield
palladium on activated charcoal In isopropyl alcohol for 4h; Heating;	A 40% B n/a
With isopropyl alcohol; palladium on activated charcoal for 4h; Heating;	A 40% B n/a

: 13242-48-3
2,3,4-tri-O-acetyl-1,6-anhydro-β-D-mannopyranose

: 14168-65-1
mannosan

Conditions

Conditions	Yield
With methanol; barium methoxide

: 3458-28-4
D-Mannose

: 14168-65-1
mannosan

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; benzene In N,N-dimethyl-formamide

: 102794-49-0
(1R,2S,6S,7R,8R)-7-Allyloxy-4-vinyl-3,5,10,11-tetraoxa-tricyclo[6.2.1.02,6]undecane

: 14168-65-1
mannosan

Conditions

Conditions	Yield
With sodium acetate; palladium dichloride In acetic acid at 20℃; for 24h;

: 14440-51-8
1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose

: 14168-65-1
mannosan

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In methanol for 30h; Heating;

: 7664-93-9
sulfuric acid

: 3868-04-0
1,6:3,4-dianhydro-β-D-altropyranose

: 14168-65-1
mannosan

O2,O3-isopropyliden-1,6-anhydro-β-D-mannopyranose: O2,O3-isopropyliden-1,6-anhydro-β-D-mannopyranose

: 14168-65-1
mannosan

Conditions

Conditions	Yield
With sulfuric acid

: 3458-28-4
D-Mannose

aqueous sulfuric acid (0.2n): aqueous sulfuric acid (0.2n)

: 14168-65-1
mannosan

Total:26 Page 1 of 1 1

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Specification

This chemical is called β-D-Mannopyranose, 1,6-anhydro-, and its systematic name is (1R,2S,3S,4S,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol (non-preferred name). With the molecular formula of C₆H₁₀O₅, its molecular weight is 162.14. The CAS registry number of this chemical is 14168-65-1. Additionally, its product category is Carbohydrates & Derivatives.

Other characteristics of the β-D-Mannopyranose, 1,6-anhydro- can be summarised as followings: (1)ACD/LogP: -0.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.04; (4)ACD/LogD (pH 7.4): -0.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 22.6; (8)ACD/KOC (pH 7.4): 22.6; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 46.15 Å²; (13)Index of Refraction: 1.619; (14)Molar Refractivity: 33.7 cm³; (15)Molar Volume: 95.9 cm³; (16)Polarizability: 13.36×10^-24cm³; (17)Surface Tension: 70.6 dyne/cm; (18)Density: 1.688 g/cm³; (19)Flash Point: 185.9 °C; (20)Enthalpy of Vaporization: 73.13 kJ/mol; (21)Boiling Point: 383.8 °C at 760 mmHg; (22)Vapour Pressure: 1.81E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: O[C@H]2[C@@H](O)[C@H](O)[C@@H]1O[C@H]2OC1
2.InChI: InChI=1/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5+,6-/m1/s1
3.InChIKey: TWNIBLMWSKIRAT-RWOPYEJCBN

14168-65-1

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Specification