7005-47-2

Basic information

• Product Name: 2-DIMETHYLAMINO-2-METHYL-1-PROPANOL
• Synonyms: DMAMP-80(TM);2-(N,N-DIMETHYLAMINO)ISOBUTANOL;2-DIMETHYLAMINOISOBUTANOL;2-DIMETHYLAMINO-2-METHYL-1-PROPANOL;2-(dimethylamino)-2-methyl-1-propano;2-(dimethylamino)-2-methylpropanol;2-(n,n-dimethylamino)-2-methyl-1-propanol;2-dimethylamino-2-methyl-1-propano
• CAS NO: 7005-47-2
• Molecular Formula: C₆H₁₅NO
• Molecular Weight: 117.19
• EINECS: 230-279-6
• Mol File: 7005-47-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 19°C
• Boiling Point: 61 °C20 mm Hg
• Flash Point: 145 °F
• Appearance: /
• Density: 0.95 g/mL at 20 °C(lit.)
• Vapor Pressure: 7.21hPa at 25℃
• Refractive Index: n20/D 1.447
• PKA: 15.86±0.10(Predicted)
• Water Solubility: 1000g/L at 20℃
• BRN: 1732837
• CAS DataBase Reference: 2-DIMETHYLAMINO-2-METHYL-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-DIMETHYLAMINO-2-METHYL-1-PROPANOL(7005-47-2)
• EPA Substance Registry System: 2-DIMETHYLAMINO-2-METHYL-1-PROPANOL(7005-47-2)

Safety Data

• Hazard Codes: C
• Statements: 34-35
• Safety Statements: 23-26-36/37/39-45
• RIDADR: UN 2735 8/PG 3
• WGK Germany: 3
• RTECS: UB3325000
• F: 10-34
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 7005-47-2(Hazardous Substances Data)

Usage

General Description

2-Dimethylamino-2-methylpropanol solution (DMAMP-80?) is a propanol amine derivative. It is applicable as synthetic intermediate, emulsifying amine and vapor phase corrosion inhibitor. It shows low volatility and higher catalytic activity which makes it a viable alternative to DMEA (dimethylethanolamine) owing in the foam formulation process. It is a non-lachrymator, shows low toxicity profile and has been approved by FDA for indirect food contact. 2-Dimethylamino-2-methyl-1-propanol (DMAMP) has been reported to show good antimicrobial properties against a mixed flora of fungi and bacteria in cutting fluids. The photocatalytic degradation of DMAMP in the presence of TiO2 particles and UV-A (λ = 365nm) radiation has been investigated.

Flammability and Explosibility

Flammable

InChI:InChI=1/C6H15NO/c1-6(2,5-8)7(3)4/h8H,5H2,1-4H3

Synthetic route

formaldehyd (50-00-0) + 2-Amino-2-methyl-1-propanol (124-68-5) → 2-dimethylamino-2-methylpropan-1-ol (7005-47-2)

Conditions	Yield
With formic acid at 80℃; for 24h;	46%
With formic acid; water
With titanium(IV) isopropylate; sodium tetrahydroborate 1.) diglyme, 60 deg C, 30 min then r.t., 30 min; 2.) diglyme, r.t., 3 h then 60 deg C, 3 h; Yield given. Multistep reaction;
With sodium tetrahydroborate; zinc(II) chloride 1.) CH2Cl2, RT, 1 h, 2.) CH2Cl2, 11 h; Yield given. Multistep reaction;
Stage #1: formaldehyd; 2-Amino-2-methyl-1-propanol With formic acid In water at 0 - 90℃; for 5h; Stage #2: With sodium hydroxide; water pH=14;

2-Amino-2-methyl-1-propanol (124-68-5) → 2-dimethylamino-2-methylpropan-1-ol (7005-47-2)

Conditions	Yield
(methylation);

formaldehyd (50-00-0) + 2-nitro-2-methylpropanol (76-39-1) → 2-dimethylamino-2-methylpropan-1-ol (7005-47-2)

Conditions	Yield
Stage #1: 2-nitro-2-methylpropanol With hydrogen Stage #2: formaldehyd
With hydrogen In methanol at 100℃; Autoclave;

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + N,N-dimethylphosphoramidic difluoride (354-43-8) → 2,N1,N1,N2,N2-Pentamethyl-propane-1,2-diamine; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Conditions	Yield
In benzene at 60℃;	100%
In benzene at 60℃;	28.3 g

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + methyl iodide (74-88-4) → 2-(1-hydroxy-2-methyl)propyltrimethylammonium iodide (17199-19-8)

Conditions	Yield
In isopropyl alcohol at 20 - 45℃; for 4h; Inert atmosphere;	94%

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + sodium thiocyanide (540-72-7) + copper(II) acetate monohydrate (6046-93-1) → [Cu((CH3)4NCCH2O)(NCS)]2 (500128-69-8)

Conditions	Yield
In methanol MeOH soln. of NaNCS was added to MeOH soln. of Cu(OAc)2*H2O and ligand, allowed to stand at 25°C for several ds; filtered, dried in vacuo; elem. anal.;	90%

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + copper dichloride → [Cu((CH3)4NCCH2O)Cl]2 (500128-70-1)

Conditions	Yield
In methanol MeOH soln. of CuCl2 was added to MeOH soln. of ligand, allowed to stand at 25°C for several ds; filtered, dried in vacuo; elem. anal.;	90%

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + benzo[b]thiophene-3-carbonyl azide (78676-35-4) → Benzo[b]thiophen-3-yl-carbamic acid 2-dimethylamino-2-methyl-propyl ester; hydrochloride

Conditions	Yield
In benzene Heating;	80%

N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-7-fluoro-6-nitroquinazolin-4-amine (897441-42-8) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-7-(2-(dimethylamino)-2-methylpropoxy)-6-nitroquinazolin-4-amine

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 25℃; for 2h;	77%

benzothiophene-3-carbonyl chloride (39827-12-8) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → Benzo[b]thiophene-3-carboxylic acid 2-dimethylamino-2-methyl-propyl ester; hydrochloride

Conditions	Yield
In benzene Heating;	70%

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → 1,1'-oxybis(N,N,2-trimethylpropane-2-amine) (1232367-14-4)

Conditions	Yield
Stage #1: 2-dimethylamino-2-methylpropan-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 3h; Reflux; Stage #2: With p-toluenesulfonyl chloride; potassium iodide In tetrahydrofuran; toluene; mineral oil Reflux;	43%

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + dimethyl sulfate (77-78-1) → N,N-dimethyl-2(1-methoxy-2-methyl)propylamine

Conditions	Yield
Stage #1: 2-dimethylamino-2-methylpropan-1-ol With sodium hydride In tetrahydrofuran at 20℃; for 4h; Stage #2: dimethyl sulfate In tetrahydrofuran at 24℃;	35%

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → 1-(2-(dimethylamino)ethoxy)-N,N,2-trimethylpropane-2-amine (1232367-13-3)

Conditions	Yield
With sodium hydroxide In toluene at 70℃; for 5.5h; Reflux;	27%

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → (chloro-tert-butyl)-dimethyl-amine (51660-31-2)

Conditions	Yield
With thionyl chloride; benzene

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + N,N-diethylthiocarbamoyl chloride (88-11-9) → diethyl-thiocarbamic acid O-(β-dimethylamino-isobutyl ester)

Conditions	Yield
With pyridine

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + succinoyl dichloride (543-20-4) → succinic acid bis-(β-dimethylamino-isobutyl ester)

Conditions	Yield
With hydrogenchloride; chloroform

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + acryloyl chloride (814-68-6) → acrylic acid-(β-dimethylamino-isobutyl ester) (73029-81-9)

Conditions	Yield
With benzene

phosgene (75-44-5) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → 3,4,4-trimethyloxazolidin-2-one (15833-17-7)

Conditions	Yield
With pyridine In dichloromethane for 5h;

phosgene (75-44-5) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → 3,3,4,4-tetramethyl-2-oxo-oxazolidinium; chloride (15833-13-3)

Conditions	Yield
With triethylamine In dichloromethane; toluene
With pyridine In dichloromethane

1-Adamantyl bromide (768-90-1) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → (2-Dimethylamino-2,2-dimethyl-ethyl)-adamantyl-(1)-ether (21623-94-9)

Conditions	Yield
With triethylamine

4-Chlorophenoxyacetic acid (122-88-3) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → 4-Chlorphenoxyessigsaeure-<2-dimethylaminoisobutylester> (15485-43-5)

Conditions	Yield
(i) SOCl2, (ii) /BRN= 1732837/; Multistep reaction;

3-methyl-1-benzofuran-2-carbonyl chloride (2256-86-2) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → 3-Methyl-benzofuran-2-carboxylic acid 2-dimethylamino-2-methyl-propyl ester

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + 1-bromo dodecane (112-29-8) → Decyl-(2-hydroxy-1,1-dimethyl-ethyl)-dimethyl-ammonium; bromide

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + methyl benzilate (76-89-1) → Benzilsaeure-<2-dimethylamino-2-methyl-propylester> (3477-97-2)

Conditions	Yield
With sodium In benzene

3-methylbenzofuran-2-carbonyl azide (66041-95-0) + 2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → (3-Methyl-benzofuran-2-yl)-carbamic acid 2-dimethylamino-2-methyl-propyl ester (66041-89-2)

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → Dimethyl-(2-hydroxy-1,1-methyl-ethyl)-aminoxid

Conditions	Yield
With dihydrogen peroxide In isopropyl alcohol

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + acetic anhydride (108-24-7) + methyl iodide (74-88-4) → (acetoxy-tert-butyl)-trimethyl-ammonium; iodide

Conditions	Yield
(i) iPrOH, (ii) /BRN= 969135/; Multistep reaction;

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + diethyl phosphorochloridothioate (2524-04-1) → O-<2-(N,N-Dimethylamino)-2-methyl-propyl>-O',O''-diethyl-thionphosphat (103502-59-6)

Conditions	Yield
(i) Na, benzene, (ii) /BRN= 471434/; Multistep reaction;

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) → 2-(dimethylamino)-2-methylpropanal (16042-92-5)

Conditions	Yield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane
Stage #1: 2-dimethylamino-2-methylpropan-1-ol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 0.833333h; Stage #2: With triethylamine In dichloromethane at -78℃; for 0.666667h;
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 20℃; for 1.66667h;	1 g

2-dimethylamino-2-methylpropan-1-ol (7005-47-2) + aniline (62-53-3) → 2-methyl-2-(N-phenylamino)-3-(N,N-dimethylamino)propane (139528-49-7)

Conditions	Yield
With methanesulfonyl chloride; triethylamine 1) THF, 2) benzene, reflux; Yield given. Multistep reaction;

Upstream product

• 50-00-0 formaldehyd 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 76-39-1 2-nitro-2-methylpropanol 

Downstream Products

• 15485-43-5 4-Chlorphenoxyessigsaeure-<2-dimethylaminoisobutylester> 
• 139528-50-0 2,N²,N²-Trimethyl-N¹-phenyl-propane-1,2-diamine 
• 16078-87-8 4-(2-dimethylamino-2-methyl-propoxy)-phenylamine 
• 17199-19-8 β-Hydroxy-tert-butyl-trimethylammonium-iodid 
• 1575817-61-6 4-chloro-N-(1-((1-(2-cyano-4-(dimethylamino)-4-methylpent-2-enoyl)pyrrolidin-2-yl)methyl)-5-(((S)-3,3-dimethylbutan-2-ylamino)methyl)-1H-benzo[d]imidazol-2-yl)benzamide 
• 1575819-89-4 allyl (2-(4-chlorobenzamido)-1-((1-(2-cyano-4-(dimethylamino)-4-methylpent-2-enoyl)pyrrolidin-2-yl)methyl)-1H-benzo[d]imidazol-5-yl)methyl-((S)-3,3-dimethylbutan-2-yl)carbamate 
• 635724-30-0 2-dimethylamino-2-methylpropyl (2S)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrole-1-carboxylate trifluoroacetic acid salt 
• 639860-74-5 N,N-dimethyl-2(1-methoxy-2-methyl)propylamine 
• 139528-49-7 2-methyl-2-(N-phenylamino)-3-(N,N-dimethylamino)propane 
• 16042-92-5 2-(dimethylamino)-2-methylpropanal 
• 3477-97-2 Benzilsaeure-<2-dimethylamino-2-methyl-propylester> 

Relevant articles and documents

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