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Suberic acid monomethyl ester

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Name

Suberic acid monomethyl ester

EINECS 609-687-7
CAS No. 3946-32-5 Density 1.074 g/cm3
PSA 63.60000 LogP 1.58460
Solubility N/A Melting Point 17-19 °C(lit.)
Formula C9H16O4 Boiling Point 303.9 °C at 760 mmHg
Molecular Weight 188.224 Flash Point 108 °C
Transport Information N/A Appearance colorless low melting solid
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3946-32-5 (SUBERIC ACID MONOMETHYL ESTER) Hazard Symbols IrritantXi
Synonyms

Octanedioic acid,1-methyl ester

Article Data 31

Suberic acid monomethyl ester Synthetic route

1732-09-8

dimethyl subarate

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
With porcine liver esterase; sodium hydroxide; phosphate buffer for 6h;87%
With sodium hydroxide; phosphate buffer for 1h; Ambient temperature; pig liver esterase;87%
With sodium hydroxide; porcine pancreatic lipase In water Hydrolysis; Enzymatic reaction; pH 7;85%
67-56-1

methanol

10521-06-9

oxonane-2,9-dione

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
for 3h; Reflux;80%
67-56-1

methanol

505-48-6

octane-1,8-dioic acid

A

3946-32-5

suberic acid monomethyl ester

B

1732-09-8

dimethyl subarate

Conditions
ConditionsYield
With aluminum oxide at 25℃; for 48h; Green chemistry; chemoselective reaction;A 72%
B 11%
With sulfuric acid
67-56-1

methanol

505-48-6

octane-1,8-dioic acid

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
With acid33%
With hydrogenchloride; water
With boron trifluoride methanol complex for 0.5h; Heating;
505-48-6

octane-1,8-dioic acid

1732-09-8

dimethyl subarate

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
With hydrogenchloride; dibutyl ether at 170℃;
505-48-6

octane-1,8-dioic acid

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
With aluminum oxide In cyclohexane; N,N-dimethyl-formamide Product distribution; study of selectivity of methylation on alumina surface;
505-48-6

octane-1,8-dioic acid

77-78-1

dimethyl sulfate

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
aluminum oxide In cyclohexane for 2h; Heating; Yield given;
67-56-1

methanol

13154-28-4

2-nitrocyclooctanone

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
With Oxone; potassium hydroxide; sodium hydroxide; disodium hydrogenphosphate; water 1.) 65 deg C, 4 h, 2.) r.t., 4 h; Yield given. Multistep reaction;
505-48-6

octane-1,8-dioic acid

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / H2SO4 / Heating
2: 34 percent / KOH / methanol / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: Me3SiCl / methanol / 24 h / 20 °C
2: 85 percent / porcine pancreatic lipase; NaOH / H2O / Enzymatic reaction; pH 7
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / methanol / 12 h
2: potassium hydroxide / methanol / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic anhydride / Heating
2: 3 h / Reflux
View Scheme
1732-09-8

dimethyl subarate

A

111-16-0

heptanedioic acid

B

505-48-6

octane-1,8-dioic acid

C

3946-32-5

suberic acid monomethyl ester

Conditions
ConditionsYield
With Amberlyst 35 In water; acetic acid at 95℃; for 20h; Inert atmosphere; Overall yield = 0.41 g;A 0.34 %Chromat.
B 88.58%Chromat.
C 10.6 %Chromat.

Suberic acid monomethyl ester Specification

The Suberic acid monomethyl ester with the CAS number 3946-32-5 is also called Octanedioic acid,1-methyl ester. Both the systematic name and IUPAC name are 8-methoxy-8-oxooctanoic acid. Its molecular formula is C9H16O4. The product category is Linear hydrocarbon series. This chemical is colorless low melting solid.

The properties of the Suberic acid monomethyl ester are: (1)ACD/LogP: 1.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.45; (4)ACD/LogD (pH 7.4): -1.35; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.73; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 52.6 Å2; (13)Index of Refraction: 1.449; (14)Molar Refractivity: 47.08 cm3; (15)Molar Volume: 175.2 cm3; (16)Polarizability: 18.66×10-24cm3; (17)Surface Tension: 38.6 dyne/cm; (18)Enthalpy of Vaporization: 59.86 kJ/mol; (19)Vapour Pressure: 0.000208 mmHg at 25°C.

While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable gloves and eye/face protection. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

Preparation: This chemical can be prepared by the reaction of methanol and octanedioic acid. This reaction needs reagent water and HCl.

Uses: This chemical can prepare 7-chlorocarbonyl-heptanoic acid methyl ester. This reaction needs reagent SOCl2 at heating condition. The reaction time is 2.0 hours.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCCCCCC(=O)OC
(2)InChI: InChI=1/C9H16O4/c1-13-9(12)7-5-3-2-4-6-8(10)11/h2-7H2,1H3,(H,10,11)
(3)InChIKey: KOVPXZDUVJGGFU-UHFFFAOYAF

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