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77-76-9

Basic Information
CAS No.: 77-76-9
Name: 2,2-Dimethoxypropane
Article Data: 66
Cas Database
Molecular Structure:
Molecular Structure of 77-76-9 (2,2-Dimethoxypropane)
Formula: C5H12O2
Molecular Weight: 104.149
Synonyms: Acetone,dimethyl acetal (6CI,8CI);2,2-Bis(methyloxy)propane;Acetone dimethyl ketal;NSC 62085;
EINECS: 201-056-0
Density: 0.84 g/cm3
Melting Point: -47 °C
Boiling Point: 83 °C at 760 mmHg
Flash Point: -5oC
Solubility: 18 g/100 mL (25 °C)
Appearance: clear liquid
Hazard Symbols: FlammableF,IrritantXi
Risk Codes: 11-36-36/37/38
Safety: 26-9-37/39-33-16-33,37/39
Transport Information: UN 1993 3/PG 2
PSA: 18.46000
LogP: 1.01530
Synthetic route
67-56-1

methanol

5447-97-2

2-bromo-2-nitropropane

124-41-4

sodium methylate

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
at 40℃; for 5h; Irradiation;96%
at 40℃; for 5h; Product distribution; Irradiation; further primary alcohols;96%
67-64-1

acetone

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 20℃; for 0.25h; Green chemistry;95%
58-56-0

pyridoxal hydrochloride

A

948-00-5

1,5-dihydro-3,3,8-trimethyl<1,3>dioxepino<5,6-y>pyridin-9-ol

B

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
With sulfuric acid In dichloromethane for 6h; Heating; Title compound not separated from byproducts;A n/a
B 92%
1193-11-9, 116944-25-3

2,2,4-trimethyl-1,3-dioxolane

67-56-1

methanol

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
With aluminum (III) chloride at 70℃; for 5.6h; Temperature;91%
542-92-7

cyclopenta-1,3-diene

123-73-9

crotonaldehyde

A

153380-53-1

(1R,2R,3S,4S)-3-methylbicyclo[2.2.1]hept-5-en-2-carboxaldehyde

B

C9H12O

C

249730-06-1

(1S,2S,3R,4R)-3-methylbicyclo[2.2.1]hept-5-ene-2-carboxaldehyde

D

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
With 3-(5-(2-(4-benzyl-2,2-dimethyl-5-oxoimidazolidin-1-yl)ethoxy)-5-oxopentyl)-1-methyl-1H-imidazol-3-ium bromide; trifluoroacetic acid In methanol at 20℃; Catalytic behavior; Solvent; Reagent/catalyst; Diels-Alder Cycloaddition;A n/a
B n/a
C n/a
D 88%
67-56-1

methanol

595-49-3

2,2-dinitropropane

124-41-4

sodium methylate

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
at 40℃; for 12h; Irradiation;84%
at 40℃; for 12h; Product distribution; Irradiation; further primary alcohols;84%
67-56-1

methanol

41774-06-5

α-nitroisopropyl phenyl sulfone

124-41-4

sodium methylate

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
at 40℃; for 5h; Irradiation;82%
at 40℃; for 5h; Product distribution; Irradiation; further primary alcohols;82%
67-56-1

methanol

5-t-Butylperoxycyclo-octene

A

507-19-7

t-butyl bromide

32654-19-6, 89071-84-1, 92617-21-5

trans-2-bromo-9-oxabicyclo<4.2.1>nonane

32654-27-6, 89071-85-2, 92617-22-6

trans-2-bromo-9-oxabicyclo<3.3.1>nonane

D

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
With N-Bromosuccinimide for 0.75h; Product distribution; Mechanism; further in CD3OD;A 1.5%
B n/a
C n/a
D 74%
67-56-1

methanol

85620-94-6, 107494-71-3

2-azido-2-nitropropane

124-41-4

sodium methylate

77-76-9

2,2-dimethoxy-propane

Conditions
ConditionsYield
at 40℃; for 24h; Irradiation;74%
at 40℃; for 24h; Product distribution; Irradiation; further primary alcohols;74%
90593-00-3

methyl 5-deoxy-5-C-(diethoxyphosphinyl)-2,3-O-isopropylidene-β-D-ribofuranoside

A

77-76-9

2,2-dimethoxy-propane

B

194412-32-3

methyl 5-deoxy-5-C-diethoxyphosphinyl-β-D-ribofuranoside

Conditions
ConditionsYield
With methanol; iodine for 4.5h;A n/a
B 73%
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    Product Name 2,2-Dimethoxypropane CAS No 77-76-9 Structure Molecular formula C5H12O2

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    CAS: 77-76-9 MF: C5H12O2 MW: 104.15 EINECS: 201-056-0 Properties Melting point: -47 °C Boiling point: 83 °C(lit.) Density

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    CAS No. [77-76-9] Molecular formula: C5H12O2 Molecular weight: 104.15 Specification: Appearance: colorless liquid Assay: 99% min. Water: 0.2% max. Packing: 170 kg drum Usage: In

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Specification

1. Introduction of 2,2-Dimethoxypropane
2,2-Dimethoxypropane, is an organic compound and an alkylating reagent. Dimethoxypropane is an intermediate for the synthesis of 2-methoxypropene.

2. Properties of 2,2-Dimethoxypropane
Melting Point: -47 °C
Boiling point: 83 °C at 760 mmHg
Storage Temperature: Flammables area
Density: 0.84 g/cm3
Refractive index: n20/D 1.378(lit.)
Water Solubility: 18 g/100 mL (25 °C)
Stability: Stable. Highly flammable - note low flash point. Vapour may form an explosive mixture with air. May form explosive peroxides when exposed to air. Incompatible with strong oxidizing agents.
Index of Refraction: 1.379 
Molar Refractivity: 28.66 cm3 
Molar Volume: 123.8 cm3 
Surface Tension: 21.1 dyne/cm
Enthalpy of Vaporization: 31.01 kJ/mol
Vapour Pressure: 85.6 mmHg at 25°C
XLogP3-AA: 0.6
H-Bond Donor: 0
H-Bond Acceptor: 2

3. Structure Descriptors of 2,2-Dimethoxypropane
Canonical SMILES: CC(C)(OC)OC
InChI: InChI=1S/C5H12O2/c1-5(2,6-3)7-4/h1-4H3
InChIKey: HEWZVZIVELJPQZ-UHFFFAOYSA-N

4. Safety Information of 2,2-Dimethoxypropane
A very dangerous fire hazard when exposed to heat, flame or oxidizers. When heated to 210°C it burns with a cool flame and then explodes. Explosive reaction with metal perchlorates (e.g., manganese(II) perchlorate; nickel(II) perchlorate) above 65°C. When heated to decomposition it emits acrid smoke and fumes.
Hazard Codes  FFlammable,XiIrritant
Risk Statements  11-36-36/37/38 
R11:Highly flammable. 
R36:Irritating to eyes. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements  26-9-37/39-33-16-33,37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S9:Keep container in a well-ventilated place. 
S37/39:Wear suitable gloves and eye/face protection. 
S33:Take precautionary measures against static discharges. 
S16:Keep away from sources of ignition. 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR  UN 1993 3/PG 2
WGK Germany  2
F  10-21
HazardClass  3
PackingGroup  II
HS Code  29110000

5. Use of 2,2-Dimethoxypropane
2,2-Dimethoxypropane is used as a pharmaceutical intermediate, mainly used for hydroxyl protection and dehydration.

6. Preparation of 2,2-Dimethoxypropane
The reaction mechanism for this reaction is sketched below. It is an acid catalysed process. Acids like camphorsulfonic acid or tosic acid can be used.