Suberic acid monomethyl ester supplier

Name
SUBERIC ACID MONOMETHYL ESTER
EINECS 609-687-7
CAS No. 3946-32-5
Article Data31
CAS DataBase
Density 1.074 g/cm³
Solubility
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
Appearance colorless low melting solid
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Octanedioic acid,1-methyl ester
PSA 63.60000
LogP 1.58460

Synthetic route

: 1732-09-8
dimethyl subarate

: 3946-32-5
suberic acid monomethyl ester

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With aluminum oxide at 25℃; for 48h; Green chemistry; chemoselective reaction;	A 72% B 11%
With sulfuric acid

...Expand

: 67-56-1
methanol

: 505-48-6
octane-1,8-dioic acid

: 3946-32-5
suberic acid monomethyl ester

Conditions

Conditions	Yield
With acid	33%
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

Conditions	Yield
With hydrogenchloride; dibutyl ether at 170℃;

: 186581-53-3, 908094-01-9
diazomethane

: 505-48-6
octane-1,8-dioic acid

: 3946-32-5
suberic acid monomethyl ester

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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.

...Expand

: 3946-32-5
suberic acid monomethyl ester

: 68621-88-5
(3-aminophenyl)carbamic acid tert-butyl ester

: 1204005-96-8
7-(3-(tert-butoxycarbonylamino)phenylcarbamoyl)heptanoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: suberic acid monomethyl ester With 4-methyl-morpholine; chloroformic acid ethyl ester In dichloromethane at 0℃; for 0.25h; Stage #2: (3-aminophenyl)carbamic acid tert-butyl ester In dichloromethane at 20℃;	100%
With pyridine; trichlorophosphate at 0℃;	46%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;

: 3946-32-5
suberic acid monomethyl ester

: C8H3NO3Re

: tricarbonyl{methyl 8-[(η5-cyclopentadienyl)amino]-8-oxooctanoate}rhenium

Conditions

Conditions	Yield
With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;	100%

: 3946-32-5
suberic acid monomethyl ester

: C8H3MnNO3

: tricarbonyl{methyl 8-[(η5-cyclopentadienyl)amino]-8-oxooctanoate}manganese

Conditions

Conditions	Yield
With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;	100%

: 3946-32-5
suberic acid monomethyl ester

: 71026-66-9
N-(tert-butoxycarbonyl)-1,4-phenylenediamine

: 541-41-3
chloroformic acid ethyl ester

: methyl 8-((4-((tert-butoxycarbonyl)amino)phenyl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
Stage #1: suberic acid monomethyl ester; chloroformic acid ethyl ester With 4-methyl-morpholine In dichloromethane at 20℃; for 0.166667h; Inert atmosphere; Stage #2: N-(tert-butoxycarbonyl)-1,4-phenylenediamine In dichloromethane at 20℃; Inert atmosphere;	99%

...Expand

: 3946-32-5
suberic acid monomethyl ester

: 52372-95-9
2,3-dihydro-5-methoxy-1H-inden-1-amine

: methyl 8-((5-methoxy-2,3-dihydro-1H-inden-1-yl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	99%

: 3946-32-5
suberic acid monomethyl ester

: 52373-02-1
6-methoxy-1-amino-1,2,3,4-tetrahydronaphthalene

: methyl 8-((6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃;	99%

: 185122-74-1
5-bromo-2,3-dihydro-1H-inden-1-one oxime

: 3946-32-5
suberic acid monomethyl ester

: methyl 8-((5-bromo-2,3-dihydro-1H-inden-1-yl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;	99%

: 3946-32-5
suberic acid monomethyl ester

: 20257-95-8
8-hydroxyoctanoic acid methyl ester

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran for 12h; Ambient temperature;	98%
With borane-THF In tetrahydrofuran at -15 - 20℃; for 24h;	90%

: 3946-32-5
suberic acid monomethyl ester

: 62-53-3
aniline

: 162853-41-0
7-phenylcarbamoyl heptanoic acid methyl ester

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diisopropylamine In dichloromethane at 20℃; for 12h;	98%
Stage #1: suberic acid monomethyl ester; aniline With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.0833333h; Stage #2: With benzotriazol-1-ol at 25℃; for 4h;	94%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 1.5h;	88.7%

: 571190-30-2
PD 0332991

: 3946-32-5
suberic acid monomethyl ester

: methyl 8-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-8-oxooctanoate

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃;	98%

: 3946-32-5
suberic acid monomethyl ester

: 146651-75-4
tert–butyl (2–aminophenyl)carbamate

: methyl 8-((2-((tert–butoxycarbonyl)amino)phenyl)amino)-8–oxooctanoate

Conditions

Conditions	Yield
Stage #1: suberic acid monomethyl ester With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 20℃; for 0.5h; Inert atmosphere; Stage #2: tert–butyl (2–aminophenyl)carbamate In chloroform at 20℃; Inert atmosphere;	98%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;

: 3946-32-5
suberic acid monomethyl ester

: 31750-47-7, 31750-48-8
N-demethyltamoxifen

: methyl (Z)-8-((2-(4-(1,2-diphenylbut-1-en-1-yl)phenoxy)ethyl)(methyl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	97%

: 79-37-8
oxalyl dichloride

: 3946-32-5
suberic acid monomethyl ester

: 41624-92-4
methyl 8-chloro-8-oxooctanoate

Conditions

Conditions	Yield
With N,N-dimethyl-formamide In benzene 1.) 5 deg C, 15 min; 2.) 23 deg C, 2 h; 3.) 60 deg C, 1 h;	96%

: 3946-32-5
suberic acid monomethyl ester

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 149648-49-7
methyl N-benzyloxysuberoylamide

Conditions

Conditions	Yield
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In dichloromethane Substitution;	95%
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine In dichloromethane	95%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h; Inert atmosphere;

: 3946-32-5
suberic acid monomethyl ester

: 104-94-9
4-methoxy-aniline

: 190656-07-6
9-fluorenyl hydroxy(methyl)carbamate

: octanedioic acid hydroxy-methyl-amide (4-methoxy-phenyl)-amide

Conditions

Conditions	Yield
Multistep reaction.;	94%

...Expand

: 3946-32-5
suberic acid monomethyl ester

: 1-((2S,4S,5S)-4-(2-(4-aminophenyl)-1,3-dithian-2-yl)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

: methyl 8-((4-(2-((2S,3S,5S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)-1,3-dithian-2-yl)phenyl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
Stage #1: suberic acid monomethyl ester With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere; Stage #2: 1-((2S,4S,5S)-4-(2-(4-aminophenyl)-1,3-dithian-2-yl)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione In dichloromethane at 20℃; Inert atmosphere;	94%

: 3946-32-5
suberic acid monomethyl ester

: 4-hydroxy-6-methyl-2-pyrone

: 1402994-11-9
C15H20O6

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In toluene at 20 - 100℃; for 9h; Inert atmosphere;	93%

: 3946-32-5
suberic acid monomethyl ester

: 108015-89-0
3-α-acetoxy-4-β-amino-24-norurs-12-ene

: methyl 8-((3-α-acetoxy-24-norurs-12-en-4-yl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 0 - 20℃; for 16.5h;	93%

: 3946-32-5
suberic acid monomethyl ester

: 20056-98-8
N-benzyl-N-methoxyamine

: C17H25NO4

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;	93%

: 225240-83-5
(4-aminobenzyl)(methyl)carbamic acid tert-butyl ester

: 3946-32-5
suberic acid monomethyl ester

: methyl 8-((4-(((tert-butoxycarbonyl)(methyl)amino)methyl)phenyl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 5h;	93%

: 110-00-9
furan

: 3946-32-5
suberic acid monomethyl ester

: 497-19-8
sodium carbonate

: 541-88-8
Chloroacetic anhydride

: 38199-47-2
8-(furan-2-yl)-8-oxooctanoic acid methyl ester

Conditions

Conditions	Yield
In toluene	92.3%

...Expand

: 3946-32-5
suberic acid monomethyl ester

: 51857-17-1
tert-butyl N-(6-aminohexyl)carbamate

: methyl 8-((6-((tert-butoxycarbonyl)amino)hexyl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;	92%

: 3946-32-5
suberic acid monomethyl ester

: 41624-92-4
methyl 8-chloro-8-oxooctanoate

Conditions

Conditions	Yield
With thionyl chloride for 6h; Heating;	91%
With thionyl chloride	90%
With oxalyl dichloride; N,N-dimethyl-formamide In toluene at 5 - 20℃; for 1.5h;	90%

: 3946-32-5
suberic acid monomethyl ester

: 7568-93-6
2-Amino-1-phenylethanol

: 406726-57-6
7-(2-hydroxy-2-phenyl-ethylcarbamoyl)-heptanoic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran at 20℃; for 12h;	91%

: 3946-32-5
suberic acid monomethyl ester

: 541-88-8
Chloroacetic anhydride

: 93568-18-4
8-oxo-8-thiophen-2-yl-octanoic acid methyl ester

Conditions

Conditions	Yield
In thiophene; 1,1-dichloroethane	91%

: 860216-27-9
O-(1-isobutoxyethyl)hydroxylamine

: 3946-32-5
suberic acid monomethyl ester

: 914605-61-1
7-(1-isobutoxy-ethoxycarbamoyl)-heptanoic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran; dichloromethane at 20℃;	91%

: 3946-32-5
suberic acid monomethyl ester

: 14113-01-0
Ethyl hydrogen suberate

: 92-67-1
4-Aminobiphenyl

: 406726-68-9
7-(Biphenyl-4-ylcarbamoyl)-heptanoic acid ethyl ester

Conditions

Conditions	Yield
	91%

...Expand

: 872090-58-9
3-α-o-acetoxy-4β-amino-11-oxo-24-norurs-12-ene

: 3946-32-5
suberic acid monomethyl ester

: methyl 8-((3-α-acetoxy-11-oxo-24-norurs-12-en-4-yl)amino)-8-oxooctanoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 0 - 20℃; for 16.5h;	91%

: 3946-32-5
suberic acid monomethyl ester

: 1006950-20-4
di-tert-butyl 2-(4-aminophenyl)malonate

: 1350650-29-1
di-tert-butyl 2-(4-(8-methoxy-8-oxooctanamido)phenyl)malonate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h; Cooling with ice;	90.1%

: 34589-97-4
2-amino-1-(2-methoxyphenyl)ethan-1-one hydrochloride

: 3946-32-5
suberic acid monomethyl ester

: 847266-96-0
7-[2-(2-methoxyphenyl)-2-oxoethylcarbamoyl]heptanoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: 2-amino-1-(2-methoxyphenyl)ethan-1-one hydrochloride; suberic acid monomethyl ester With triethylamine In dichloromethane at 0℃; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 22h;	88%

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

Product Name

SUBERIC ACID MONOMETHYL ESTER

Synthetic route

Suberic acid monomethyl ester Specification

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