Product Name

  • Name

    Methanol

  • EINECS 200-659-6
  • CAS No. 67-56-1
  • Article Data2114
  • CAS DataBase
  • Density 0.753 g/cm3
  • Solubility miscible with water
  • Melting Point -98 °C(lit.)
  • Formula CH4O
  • Boiling Point 48.093 °C at 760 mmHg
  • Molecular Weight 32.0422
  • Flash Point 11.111 °C
  • Transport Information UN 1170 3/PG 2
  • Appearance Clear, colorless liquid
  • Safety 36/37-7-45-16-24/25-23-24
  • Risk Codes 10-20/21/22-68/20/21/22-39/23/24/25-23/24/25-11-40-36-36/38-23/25
  • Molecular Structure Molecular Structure of 67-56-1 (Methanol)
  • Hazard Symbols HarmfulXn, ToxicT, FlammableF
  • Synonyms Alcohol, methyl;Carbinol;Methanol cluster;Bieleski's solution;Methyl alcohol;Wood alcohol;
  • PSA 20.23000
  • LogP -0.39150

Synthetic route

formic acid
64-18-6

formic acid

methanol
67-56-1

methanol

Conditions
ConditionsYield
With water In aq. phosphate buffer at 20℃; for 1h; pH=7.4; Catalytic behavior; Reagent/catalyst; Electrolysis; Inert atmosphere; Enzymatic reaction;100%
With cobalt(III) acetylacetonate; hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran; ethanol at 100℃; under 52505.3 Torr; for 24h; Autoclave; Inert atmosphere;59%
With C36H54IrN2P2(1+)*C24H20B(1-); hydrogen; sodium hydride In ethanol; toluene at 180℃; under 7500.75 - 45004.5 Torr; for 18h; Autoclave;31%
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

A

methanol
67-56-1

methanol

B

Velate 368
5444-75-7

Velate 368

Conditions
ConditionsYield
With phosphorus pentoxide; potassium carbonate; Aliquat 336 In neat (no solvent) under 20 Torr; for 8h; Product distribution; Ambient temperature;A n/a
B 100%
With phosphorus pentoxide; potassium carbonate; Aliquat 336 In neat (no solvent) under 20 Torr; for 8h; Ambient temperature;A n/a
B 100%
1,4-benzenedicarboxylic acid dimethyl ester
120-61-6

1,4-benzenedicarboxylic acid dimethyl ester

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

A

methanol
67-56-1

methanol

B

2-ethylhexyl methyl terephthalate
63468-13-3

2-ethylhexyl methyl terephthalate

Conditions
ConditionsYield
With phosphorus pentoxide; potassium carbonate; Aliquat 336 In neat (no solvent) under 20 Torr; for 24h; Product distribution; Ambient temperature;A n/a
B 100%
With phosphorus pentoxide; potassium carbonate; Aliquat 336 In neat (no solvent) under 20 Torr; for 24h; Ambient temperature;A n/a
B 100%
carbon dioxide
124-38-9

carbon dioxide

methanol
67-56-1

methanol

Conditions
ConditionsYield
With D-glucose; NADH In aq. buffer for 2h; pH=6.85; Catalytic behavior; Solvent; Concentration; pH-value; Ionic liquid; Enzymatic reaction;100%
With carbon monoxide; water; hydrogen at 35 - 250℃; under 825.083 - 75007.5 Torr; Temperature; Pressure; Large scale;99.99%
With dimethylsulfide borane complex; C24H18BO2P In benzene-d6 at 70℃; under 1520.1 Torr; for 1h; Reagent/catalyst; Inert atmosphere;95%
dimethyl(p-nitrophenyl)sulfonium perchlorate
29843-53-6

dimethyl(p-nitrophenyl)sulfonium perchlorate

A

methanol
67-56-1

methanol

B

1-methylthio-4-nitro-benzene
701-57-5

1-methylthio-4-nitro-benzene

Conditions
ConditionsYield
With water at 80℃; Rate constant; other temp.;A n/a
B 100%
2-methoxy-2-methyl nonane
78371-05-8

2-methoxy-2-methyl nonane

A

methanol
67-56-1

methanol

B

2-Iodo-2-methyl-nonane
78371-08-1

2-Iodo-2-methyl-nonane

Conditions
ConditionsYield
With Methyltrichlorosilane; sodium iodide In acetonitrile at 25℃; for 6h;A n/a
B 100%
1-(2-Adamantylidene)-1-methoxy-1-phenylmethane
113849-79-9

1-(2-Adamantylidene)-1-methoxy-1-phenylmethane

A

methanol
67-56-1

methanol

B

adamantan-2-yl(phenyl)methanone
68157-27-7

adamantan-2-yl(phenyl)methanone

Conditions
ConditionsYield
With tris-p-bromophenyl ammoniumyl hexachloroantimonate In dichloromethane for 3h;A n/a
B 100%
acetic acid 4-[2-(4-acetoxy-phenyl)-1,2-dimethoxy-acenaphthen-1-yl]-phenyl ester

acetic acid 4-[2-(4-acetoxy-phenyl)-1,2-dimethoxy-acenaphthen-1-yl]-phenyl ester

A

methanol
67-56-1

methanol

B

2,2-bis-(4-acetoxy-phenyl)-acenaphthen-1-one

2,2-bis-(4-acetoxy-phenyl)-acenaphthen-1-one

Conditions
ConditionsYield
With trifluoroacetic acid In benzene for 0.5h; pinacol rearrangement;A n/a
B 100%
polyester

polyester

A

methanol
67-56-1

methanol

B

polyester

polyester

Conditions
ConditionsYield
With trifluoroacetic acid In benzene at 25℃; for 0.5h; pinacol rearrangement;A n/a
B 100%
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

3-Phenylpropenol
104-54-1

3-Phenylpropenol

A

methanol
67-56-1

methanol

B

cinnamyl benzoate
5320-75-2

cinnamyl benzoate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
ethanol
64-17-5

ethanol

3-phenylpropanoic acid methyl ester
103-25-3

3-phenylpropanoic acid methyl ester

A

methanol
67-56-1

methanol

B

ethyl dihydrocinnamate
2021-28-5

ethyl dihydrocinnamate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenylpropanoic acid methyl ester
103-25-3

3-phenylpropanoic acid methyl ester

A

methanol
67-56-1

methanol

B

3-phenyl-2-propenyl benzenepropanoate
140671-25-6, 28048-98-8

3-phenyl-2-propenyl benzenepropanoate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
3-phenylpropanoic acid methyl ester
103-25-3

3-phenylpropanoic acid methyl ester

8-(tert-butyldimethylsiloxy)octan-1-ol
91898-32-7

8-(tert-butyldimethylsiloxy)octan-1-ol

A

methanol
67-56-1

methanol

B

8-(tert-butyldimethylsilyloxy)octyl 3-phenylpropanoate

8-(tert-butyldimethylsilyloxy)octyl 3-phenylpropanoate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 100%
methanesulfonic acid
75-75-2

methanesulfonic acid

methanol
67-56-1

methanol

Conditions
ConditionsYield
With zeolite beads at 120 - 385℃; Product distribution / selectivity;100%
Rosin dimer (Dymerex)

Rosin dimer (Dymerex)

Silres SY231

Silres SY231

A

methanol
67-56-1

methanol

B

rosin modified silicone silyl ester

rosin modified silicone silyl ester

Conditions
ConditionsYield
tetrabutyl ammonium fluoride In n-heptane at 100 - 114℃; Conversion of starting material;A 100%
B 100%
tetrabutoxytitanium In n-heptane at 100 - 120℃; Conversion of starting material;A 100%
B 100%
lithium hydroxide In n-heptane at 100 - 120℃; Conversion of starting material;A 100%
B 100%
lithium stearate In n-heptane at 100 - 120℃; Conversion of starting material;A 100%
B 100%
2-benzoyloxyacetaldehyde dimethyl acetal
59708-43-9

2-benzoyloxyacetaldehyde dimethyl acetal

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

A

methanol
67-56-1

methanol

B

2-[(phenylcarbonyloxy)methyl]-1,3-oxathiolane
143338-44-7

2-[(phenylcarbonyloxy)methyl]-1,3-oxathiolane

Conditions
ConditionsYield
toluene-4-sulfonic acid In toluene Heating;A n/a
B 100%
tris(methyloxycarbonylmethyl)methane
57056-38-9

tris(methyloxycarbonylmethyl)methane

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

A

methanol
67-56-1

methanol

B

tris(methyloxycarbonylmethyl)methane
488706-18-9

tris(methyloxycarbonylmethyl)methane

Conditions
ConditionsYield
at 120℃; for 24h;A n/a
B 100%
2,6-di-tert-butyl-4-methylpyridine
38222-83-2

2,6-di-tert-butyl-4-methylpyridine

methyltriphenylbismuthonium tetrafluoroborate
278172-59-1

methyltriphenylbismuthonium tetrafluoroborate

A

methanol
67-56-1

methanol

B

Dimethyl ether
115-10-6

Dimethyl ether

C

2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate
160142-36-9

2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate

D

triphenylbismuthane
603-33-8

triphenylbismuthane

Conditions
ConditionsYield
With H2O In chloroform-d1 water was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and mixt. was allowed to stand at room temp. for 33 h; detn. by NMR;A 30%
B 16%
C 100%
D 100%
sodium tetramethoxyborate
18024-69-6

sodium tetramethoxyborate

methanol
67-56-1

methanol

Conditions
ConditionsYield
With Glauber's salt for 0.166667h; Ball milling; neat (no solvent);100%
glycerol
56-81-5

glycerol

methanol
67-56-1

methanol

Conditions
ConditionsYield
With hydrogen; 10%Ru/C In water at 100℃; under 15001.5 Torr; for 2h; Product distribution / selectivity; Autoclave;100%
With magnesium oxide In water at 250℃; for 3h; Inert atmosphere;
With magnesium oxide In water for 3h; Reagent/catalyst; Inert atmosphere;
With Ag/CaO-SiO2 Reagent/catalyst; Inert atmosphere;
1,3-bis(4-hydroxybutyl)tetramethyldisiloxane
5931-17-9

1,3-bis(4-hydroxybutyl)tetramethyldisiloxane

dimethoxy(methyl)phenylsilane
3027-21-2

dimethoxy(methyl)phenylsilane

A

methanol
67-56-1

methanol

B

hydroxybutyl-terminated polymethylsiloxane with fifty percent phenyl content

hydroxybutyl-terminated polymethylsiloxane with fifty percent phenyl content

Conditions
ConditionsYield
With hydrogenchloride In water for 4.5h; Heating / reflux;A n/a
B 100%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

A

methanol
67-56-1

methanol

B

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With 1,1′-(pyridine-2,6-diylbis(methylene))bis(3-butylimidazolium) dibromide; carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II); potassium tert-butylate; hydrogen In 1,4-dioxane at 130℃; under 37503.8 Torr; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Pressure; Autoclave;A 39%
B 100%
With hydrogen In 1,4-dioxane at 250℃; under 30003 Torr; for 4h; Temperature; Solvent; Reagent/catalyst; Flow reactor;A 93%
B 99%
With C24H38Cl2N3PRu; hydrogen; sodium methylate In tetrahydrofuran at 25℃; under 38002.6 Torr; for 16h; Autoclave;A 99 %Chromat.
B 95%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

methanol
67-56-1

methanol

Conditions
ConditionsYield
With potassium phosphate; carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)amino]ruthenium(II); hydrogen In tetrahydrofuran at 155℃; under 37503.8 Torr; for 18h; Catalytic behavior; Inert atmosphere; Sealed tube;100%
With potassium phosphate; C29H55FeNOP2; hydrogen In tetrahydrofuran at 130℃; under 37503.8 Torr; for 3h; Catalytic behavior; Temperature; Pressure;> 99 %Spectr.
With C24H38Cl2N3PRu; potassium tert-butylate; hydrogen In isopropyl alcohol at 110℃; under 30402 Torr; for 30h; Temperature; Autoclave; Glovebox;
9-methoxy-9-BBN
38050-71-4

9-methoxy-9-BBN

methanol
67-56-1

methanol

Conditions
ConditionsYield
With water at 20℃; for 0.5h;100%
With water In tetrahydrofuran at 20℃; for 1h;96%
Methyl formate
107-31-3

Methyl formate

dimethyl amine
124-40-3

dimethyl amine

A

methanol
67-56-1

methanol

B

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Conditions
ConditionsYield
under 2327.23 Torr; Industry scale;A n/a
B 99.97%
methane
34557-54-5

methane

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

A

methanol
67-56-1

methanol

B

formaldehyd
50-00-0

formaldehyd

C

carbon dioxide
124-38-9

carbon dioxide

D

carbon monoxide
201230-82-2

carbon monoxide

E

nitrogen
7727-37-9

nitrogen

Conditions
ConditionsYield
In neat (no solvent) Kinetics; Oxidation of CH4 by N2O in presence of catalyst (773 K): deposited Cu(2+) on carbon;;A 0.2%
B 0.3%
C 99.5%
D 0%
E n/a
In neat (no solvent) Kinetics; byproducts: C2H5OH (small quantity); oxidation of CH4 by N2O in presence of catalyst (773 K): deposited Ti(4+) on carbon;;A 13.8%
B 0%
C 86.2%
D 0%
E n/a
In neat (no solvent) Kinetics; Oxidation of CH4 by N2O in presence of catalyst (773 K): deposited Co(2+) on carbon;;A 0%
B 0%
C 75%
D 25%
E n/a
Methyl formate
107-31-3

Methyl formate

methanol
67-56-1

methanol

Conditions
ConditionsYield
With C21H37N2OPRu; hydrogen In 1,4-dioxane at 145℃; under 6840.46 Torr; for 36h;99%
dodecacarbonyl-triangulo-triruthenium; P(C4H9)3 In pyridine at 180℃; for 8h;40%
dodecacarbonyl-triangulo-triruthenium; P(C4H9)3 In pyridine at 180℃; for 8h; Product distribution; catalytic decarbonylation of some alkyl formates.;40%
5-methoxy-thianthrenium perchlorate

5-methoxy-thianthrenium perchlorate

A

methanol
67-56-1

methanol

B

thianthrene-5-oxide
2362-50-7

thianthrene-5-oxide

C

Thianthrene
92-85-3

Thianthrene

Conditions
ConditionsYield
With sodium thiophenolate; thiophenol In acetonitrile for 2h; Product distribution; Further Variations:; Solvents; Substitution; elimination;A 98%
B 1.7%
C 99%
morpholine
110-91-8

morpholine

methanol
67-56-1

methanol

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 100℃;100%
With [RhCl2(p-cymene)]2; bis[2-(diphenylphosphino)phenyl] ether In toluene at 250℃; under 37503.8 Torr; Flow reactor;93%
With Cu1-Mo1/TiO2 In neat liquid at 20℃; for 21h; Catalytic behavior; Inert atmosphere; UV-irradiation;82%
epoxybutene
930-22-3

epoxybutene

methanol
67-56-1

methanol

2-(R)-2-Methoxybut-3-en-1-ol
18231-00-0

2-(R)-2-Methoxybut-3-en-1-ol

Conditions
ConditionsYield
With aluminium(III) triflate at 100℃; for 1h; regioselective reaction;100%
Stage #1: epoxybutene; methanol at 0℃; for 0.5h;
Stage #2: With sulfuric acid at 0 - 20℃; for 3h;
25%
With boron trifluoride diethyl etherate
2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

methanol
67-56-1

methanol

dimethyl diglycolate
7040-23-5

dimethyl diglycolate

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;100%
Stage #1: 2,2'-oxybis-acetic acid With thionyl chloride at 20℃; for 8h;
Stage #2: methanol
98%
With sulfuric acid for 24h; Heating;90%
4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

methanol
67-56-1

methanol

(4-chloro-phenyl)-acetic acid methyl ester
52449-43-1

(4-chloro-phenyl)-acetic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;100%
With monoammonium 12-tungstophosphate for 12h; Heating;98%
With sulfuric acid at 0 - 5℃; for 4.16667h; Reflux;98%
succinic acid anhydride
108-30-5

succinic acid anhydride

methanol
67-56-1

methanol

methyl hydrogen succinate
3878-55-5

methyl hydrogen succinate

Conditions
ConditionsYield
at 20℃;100%
at 64 - 68℃; for 3.8h;98.5%
at 70℃; for 2h;98%
1H-pyrrole-3-carboxylic acid
931-03-3

1H-pyrrole-3-carboxylic acid

methanol
67-56-1

methanol

methyl 1H-pyrrole-3-carboxylate
2703-17-5

methyl 1H-pyrrole-3-carboxylate

Conditions
ConditionsYield
With hydrogenchloride at 80℃; for 20h; Inert atmosphere;100%
With hydrogenchloride In water at 0℃; Reflux;83%
With hydrogenchloride at 0 - 20℃; Reflux;83%
methanol
67-56-1

methanol

lauric acid
143-07-7

lauric acid

methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With ethenetetracarbonitrile for 48h; Ambient temperature;99%
polyaniline hydrocloride at 70℃; for 24h;99%
methanol
67-56-1

methanol

phenylacetic acid
103-82-2

phenylacetic acid

benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;100%
With sulfuric acid for 4h; Reflux;100%
With sulfuric acid Heating;99%
methanol
67-56-1

methanol

o-Coumaric acid
614-60-8

o-Coumaric acid

methyl 2-hydroxycinnamate
6236-69-7

methyl 2-hydroxycinnamate

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃;100%
With chloro-trimethyl-silane at 0 - 20℃;100%
With chloro-trimethyl-silane for 16h; Reflux;97%
methanol
67-56-1

methanol

azelaic acid
123-99-9

azelaic acid

Dimethyl azelate
1732-10-1

Dimethyl azelate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With sulfuric acid In dichloromethane Dean-Stark; Heating;95%
With sulfuric acid80%
methanol
67-56-1

methanol

2'-chloro-benzeneacetic acid
2444-36-2

2'-chloro-benzeneacetic acid

methyl (2-chlorophenyl)acetate
57486-68-7

methyl (2-chlorophenyl)acetate

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;100%
With ammonium cerium(IV) nitrate at 20℃; for 12h;99%
sulfuric acid for 16h; Heating / reflux;97.5%
methanol
67-56-1

methanol

(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

methyl (3,4-dimethoxyphenyl)acetate
15964-79-1

methyl (3,4-dimethoxyphenyl)acetate

Conditions
ConditionsYield
With sulfuric acid Heating;100%
With thionyl chloride for 18h;99%
With sulfuric acid for 0.5h; Reflux;99%
methanol
67-56-1

methanol

1,5-pentanedioic acid
110-94-1

1,5-pentanedioic acid

Dimethyl glutarate
1119-40-0

Dimethyl glutarate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With phosphorus trichloride Cooling;92%
With hydrogenchloride
methanol
67-56-1

methanol

Adipic acid
124-04-9

Adipic acid

hexanedioic acid dimethyl ester
627-93-0

hexanedioic acid dimethyl ester

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
at 130℃; for 4h; Temperature;99.81%
With aluminum(III) sulphate octadecahydrate at 110℃; for 0.166667h; Sealed tube; Microwave irradiation;97.7%
methanol
67-56-1

methanol

heptanedioic acid
111-16-0

heptanedioic acid

dimethyl 1,7-heptanedioate
1732-08-7

dimethyl 1,7-heptanedioate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With sulfuric acid Heating;98%
With toluene-4-sulfonic acid for 7h; Reflux; Large scale;98.08%
methanol
67-56-1

methanol

1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With modification of hypercrosslinked supermicroporous polymer (HMP-1) via sulfonation (HMP-1-SO3H) at 24.84℃; for 12h; Green chemistry;97%
With Fe3O4 immobilized thiol functionalized mesoporous silica at 24.84℃; for 20h;96%
methanol
67-56-1

methanol

Tiglic acid
80-59-1

Tiglic acid

methyl (E)-2-methyl-2-butenoate
6622-76-0

methyl (E)-2-methyl-2-butenoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 3h; Heating;100%
With sulfuric acid rt. then reflux;73.8%
With sulfuric acid for 24h; Heating;70%
methanol
67-56-1

methanol

isocyanate de chlorosulfonyle
1189-71-5

isocyanate de chlorosulfonyle

methyl chlorosulfonylcarbamate
36914-92-8

methyl chlorosulfonylcarbamate

Conditions
ConditionsYield
In dichloromethane for 1h;100%
In dichloromethane at 0℃; for 0.25h;100%
In benzene99%
methanol
67-56-1

methanol

11-hydroxyundecanoic acid
3669-80-5

11-hydroxyundecanoic acid

methyl 11-hydroxyundecanoate
24724-07-0

methyl 11-hydroxyundecanoate

Conditions
ConditionsYield
With hydrogenchloride Heating;100%
With sulfuric acid for 24h; Heating;90%
With acetyl chloride at 40℃; for 3.5h;53%
methanol
67-56-1

methanol

6-oxoheptanoic acid
3128-07-2

6-oxoheptanoic acid

methyl 6-oxoheptanoate
2046-21-1

methyl 6-oxoheptanoate

Conditions
ConditionsYield
iron(III) chloride100%
With sulfuric acid In 1,2-dichloro-ethane Fisher esterification;100%
With sulfuric acid In 1,2-dichloro-ethane for 12h; Heating;100%
methanol
67-56-1

methanol

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

benzhydryl methyl ether
1016-09-7

benzhydryl methyl ether

Conditions
ConditionsYield
With hydrogenchloride In water for 5h; Temperature; Time; Reflux; chemoselective reaction;100%
With sulfuric acid for 16h; Kinetics; Reflux;97%
With sulfuric acid for 2h; Reflux;97%
methanol
67-56-1

methanol

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

Methyl 4-hydroxyphenylacetate
14199-15-6

Methyl 4-hydroxyphenylacetate

Conditions
ConditionsYield
With sulfuric acid Heating;100%
With sulfuric acid for 8h; Heating;100%
With sulfuric acid100%
methanol
67-56-1

methanol

3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

3,4-dihydroxybenzoic acid methyl ester
2150-43-8

3,4-dihydroxybenzoic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride Heating;100%
With sulfuric acid for 8h; Reflux;100%
With sulfuric acid under 760.051 Torr; Reflux;100%
methanol
67-56-1

methanol

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

Methyl ferulate
2309-07-1

Methyl ferulate

Conditions
ConditionsYield
With Dowex 50 W x 8200-400 Heating;100%
With thionyl chloride Ambient temperature;100%
With sulfuric acid at 0℃; for 12h; Darkness; Reflux;99%
methanol
67-56-1

methanol

L-alanin
56-41-7

L-alanin

L-Alanine methyl ester
10065-72-2

L-Alanine methyl ester

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 48h; Reflux;100%
Stage #1: methanol With thionyl chloride at 0℃; for 0.166667h;
Stage #2: L-alanin at 20℃; for 12h;
97%
With thionyl chloride at 8 - 10℃; Reflux;96.68%
methanol
67-56-1

methanol

rac-Ala-OH
302-72-7

rac-Ala-OH

methyl 2-aminopropanoate monohydrochloride
13515-97-4

methyl 2-aminopropanoate monohydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 17h; Inert atmosphere;100%
With thionyl chloride at -20 - 20℃; for 17h; Inert atmosphere;100%
With chloro-trimethyl-silane at 20℃; for 12h;97%
methanol
67-56-1

methanol

L-valine
72-18-4

L-valine

L-valine methylester hydrochloride
6306-52-1

L-valine methylester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;100%
With thionyl chloride at 20℃; Cooling with ice; Inert atmosphere;100%
Stage #1: L-valine With thionyl chloride at 0℃; for 4.16667h; Reflux;
Stage #2: methanol
100%
methanol
67-56-1

methanol

L-leucine
61-90-5

L-leucine

(S)-Leu-OMe
2666-93-5

(S)-Leu-OMe

Conditions
ConditionsYield
With thionyl chloride100%
With thionyl chloride100%
With thionyl chloride at 0 - 20℃;94%
methanol
67-56-1

methanol

LEUCINE
328-39-2

LEUCINE

DL-leucine methyl ester
18869-43-7

DL-leucine methyl ester

Conditions
ConditionsYield
With thionyl chloride for 3h; Heating;100%
Stage #1: methanol; LEUCINE With hydrogenchloride at 20℃; Reflux;
Stage #2: With sodium hydrogencarbonate In water pH=7;
96%
With hydrogenchloride leucine DL-methyl ester;
methanol
67-56-1

methanol

L-isoleucine
73-32-5

L-isoleucine

L-isoleucine methyl ester
2577-46-0

L-isoleucine methyl ester

Conditions
ConditionsYield
Stage #1: methanol With thionyl chloride at -15 - 0℃; for 1h;
Stage #2: L-isoleucine for 3h; Reflux;
100%
With hydrogenchloride96%
With thionyl chloride at 0℃; for 12h; Reflux;95%

Methanol History

Pure methanol, however, was first isolated in 1661 by Robert Boyle, when he produced it via the distillation of boxwood. It later became known as pyroxylic spirit. In 1834, the French chemists Jean-Baptiste Dumas and Eugene Peligot determined its elemental composition. The term "methyl" was derived in about 1840 by back-formation from methylene, and was then applied to describe "methyl alcohol." This was shortened to "methanol" in 1892 by the International Conference on Chemical Nomenclature. In 1923, the German chemists Alwin Mittasch and Mathias Pier, working for BASF developed a means to convert synthesis gas (a mixture of carbon monoxide, carbon dioxide, and hydrogen) into methanol. Modern methanol production has been made more efficient through use of catalysts (commonly copper) capable of operating at lower pressures, the modern low pressure methanol (LPM) was developed by ICI in the late 1960s with the technology now owned by Johnson Matthey who is a leading licensor of methanol technology.
The use of methanol as a motor fuel received attention during the oil crises of the 1970s due to its availability, low cost, and environmental benefits. By the mid-1990s, over 20,000 methanol "flexible fuel vehices" capable of operating on methanol or gasoline were introduced in the U.S. In 2006 astronomers using the MERLIN array of radio telescopes at Jodrell Bank Observatory discovered a large cloud of methanol in space, 300 billion miles across.

Methanol Consensus Reports

Community Right-To-Know List. Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Methanol Standards and Recommendations

OSHA PEL: TWA 200 ppm; STEL 250 ppm (skin)
ACGIH TLV: TWA 200 ppm; STEL 250 ppm (skin); BEI: 15 mg/L of methanol in urine at end of shift
DFG MAK: 200 ppm (270 mg/m3); BAT: 30 mg/L in urine at end of shift
NIOSH REL: TWA 200 ppm; CL 800 ppm/15M
DOT Classification:  3; Label: Flammable Liquid, Poison

Methanol Analytical Methods

For occupational chemical analysis use NIOSH: Methanol, 2000.

Methanol Specification

Methanol, also known as methyl alcohol, is a colorless, flammable, toxic liquid with a faintly sweet pungent odor like that of ethyl alcohol. It is miscible with water, ethanol, ether, benzene, ketones, and most other organic solvents, and can dissolve many inorganic salts. Methanol is the simplest alcohol used in the manufacture of formaldehyde and acetic acid, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness. 

Physical properties about Methanol are: (1)ACD/LogP: -0.69; (2)ACD/LogD (pH 5.5): -0.69; (3)ACD/LogD (pH 7.4): -0.69; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 10.04; (7)ACD/KOC (pH 7.4): 10.04; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.311 ; (10)Molar Refractivity: 8.217 cm3; (11)Molar Volume: 42.548 cm3; (12)Polarizability: 3.257 10-24cm3; (13)Surface Tension: 18.8619995117188 dyne/cm; (14)Density: 0.753 g/cm3; (15)Flash Point: 11.111 °C; (16)Enthalpy of Vaporization: 35.21 kJ/mol; (17)Boiling Point: 48.093 °C at 760 mmHg; (18)vapour Pressure: 265.414001464844 mmHg at 25°C

Preparation of Methanol: Before 1926, all methanol was made by distillation of wood. But now, almost all the industrial synthesis of methanol is using catalytic hydrogenation of carbon monoxide under pressure. This process includs gas making, synthetic purification, methanol synthesis and crude methanol rectification. The synthesis gas is most commonly produced from the methane component in natural gas rather than from coal. The purification process of crude methanol includes rectification and chemical treatment. Chemical treatment is using alkali to undermine the impurities which is difficult to be separated in the rectification process, and adjust the pH value. Rectification is removal of the main easily volatile components such as dimethyl ether, and difficultly volatile components such as ethanol, high-carbon alcohol and water. After the crude distillation, purity can achieve more than 98% .

Uses of Methanol:

1. Methanol is especially useful for HPLC, UV/VIS spectroscopy, and LCMS due to its low UV cutoff. It is also a basic organic raw material, which is mainly used to produce formaldehyde, acetic acid, methyl chloride, methylamine, dimethyl sulfate, pesticides (insecticides, acaricides), medicine (sulfonamides, syntomycin, etc.) and other organic products.

2. Methanol can also be mixed with gasoline for use of alternative fuels. The physical and chemical characteristics of methanol offer several advantages as an alternative fuel, including relatively low production cost and a lower risk of flammability compared to gasoline. But it is used on a limited basis to fuel internal combustion engines.

3. Methanol is an important solvent used for paint, varnish, shellac, ink, adhesives, dyes, alkaloids, cellulose acetate, cellulose nitrate, ethyl cellulose, polyvinyl butyral, etc. Methanol is a usually better solvent than ethanol. And it can dissolve many inorganic salts.

4. Methanol is also used as reagent for analysis and chromatography, as reagent of determination of boron, in separation of calcium sulfate and magnesium sulfate, and in separation of strontium bromide and barium bromide. What's more, it can used as antifreeze in pipelines and windshield washer fluid.

When you are using this chemical, please be cautious about it as the following: Methanol is harmful by inhalation, in contact with skin and if swallowed. If ingested, for example, as little as 10 mL of pure methanol can cause permanent blindness by destruction of the optic nerve, and 30 ml is potentially fatal. It has danger of very serious irreversible effects. Methanol is often a component in "bootleg" liquor (illegally brewed and distilled alcohol) and there have been numerous cases in the past in which the consumption of such a drink has been fatal. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Methanol is highly flammable, so people should keep it away from sources of ignition. A hot air gun, a hot plate or even a radiator may be sufficiently hot to ignite the vapour of methanol. So people should be very careful.

You can still convert the following datas into molecular structure:
(1)SMILES:CO;
(2)Std. InChI:InChI=1S/CH4O/c1-2/h2H,1H3;
(3)Std. InChIKey:OKKJLVBELUTLKV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LCLo inhalation 44gm/m3/6H (44000mg/m3) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Archiv fuer Gewerbepathologie und Gewerbehygiene. Vol. 5, Pg. 1, 1933.
cat LDLo intravenous 4641mg/kg (4641mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 16, Pg. 1, 1920.
dog LDLo oral 7500mg/kg (7500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1365, 1935.
frog LDLo parenteral 59gm/kg (59000mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 50, Pg. 296, 1935.
guinea pig LD50 intraperitoneal 3556mg/kg (3556mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
hamster LD50 intraperitoneal 8555mg/kg (8555mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
human LDLo oral 143mg/kg (143mg/kg) SENSE ORGANS AND SPECIAL SENSES: OPTIC NERVE NEUROPATHY: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: NAUSEA OR VOMITING
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 382, 1969.
human LDLo oral 428mg/kg (428mg/kg) BEHAVIORAL: HEADACHE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 74, 1974.
human TCLo inhalation 300ppm (300ppm) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

BEHAVIORAL: HEADACHE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 74, 1974.
human TCLo inhalation 86000mg/m3 (86000mg/m3) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: COUGH
Archiv fuer Gewerbepathologie und Gewerbehygiene. Vol. 5, Pg. 1, 1933.
man LDLo oral 6422mg/kg (6422mg/kg) BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: NAUSEA OR VOMITING
Canadian Medical Association Journal. Vol. 128, Pg. 14, 1983.
man LDLo unreported 868mg/kg (868mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
man TDLo oral 3571uL/kg (3.571mL/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BLOOD: OTHER CHANGES
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 2095, 1993.
man TDLo oral 9450uL/kg (9.45mL/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: GENERAL ANESTHETIC
American Journal of Emergency Medicine. Vol. 16, Pg. 538, 1998.
man TDLo oral 3429mg/kg (3429mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE Acta Medica Scandinavica. Vol. 212, Pg. 5, 1982.
monkey LCLo inhalation 1000ppm (1000ppm)   Industrial and Engineering Chemistry. Vol. 23, Pg. 931, 1931.
monkey LD50 oral 7gm/kg (7000mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA

BEHAVIORAL: COMA
Toxicology and Applied Pharmacology. Vol. 3, Pg. 202, 1961.
monkey LDLo skin 393mg/kg (393mg/kg)   Industrial and Engineering Chemistry. Vol. 23, Pg. 931, 1931.
mouse LCLo inhalation 50gm/m3/2H (50000mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 80, 1982.
mouse LD50 intraperitoneal 10765mg/kg (10765mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
mouse LD50 intravenous 4710mg/kg (4710mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
mouse LD50 oral 7300mg/kg (7300mg/kg)   Toxicology. Vol. 25, Pg. 271, 1982.
mouse LD50 subcutaneous 9800mg/kg (9800mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rabbit LD50 intraperitoneal 1826mg/kg (1826mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
rabbit LD50 intravenous 8907mg/kg (8907mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
rabbit LD50 oral 14200mg/kg (14200mg/kg)   FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 105, 1970.
rabbit LD50 skin 15800mg/kg (15800mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 74, 1974.
rat LC50 inhalation 64000ppm/4H (64000ppm)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 74, 1974.
rat LD50 intraperitoneal 7529mg/kg (7529mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
rat LD50 intravenous 2131mg/kg (2131mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
rat LD50 oral 5628mg/kg (5628mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 19(11), Pg. 27, 1975.
women TDLo oral 4gm/kg (4000mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: NAUSEA OR VOMITING
Acta Medica Scandinavica. Vol. 212, Pg. 5, 1982.
 

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