53309-35-6

Basic information

• Product Name: 1-CHLORO-N,N-DIMETHYL-2-PROPYLAMINE
• Synonyms: 1-CHLORO-N,N-DIMETHYL-2-PROPYLAMINE;1-CHLORO-N,N-DIMETHYL-2-PROPANAMINE;2-(Dimethylamino)chloropropane;1-chloro-N,N-dimethylpropan-2-amine;2-PropanaMine, 1-chloro-N,N-diMethyl-;1-CHLORO-N,N-DIMETHYL-2-PROPYLAMINE(WXG01184)
• CAS NO: 53309-35-6
• Molecular Formula: C₅H₁₂ClN
• Molecular Weight: 121.60848
• Mol File: 53309-35-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 81.1 °C at 760 mmHg
• Flash Point: 2.9 °C
• Appearance: /
• Density: 0.934 g/cm³
• PKA: 8.48±0.50(Predicted)
• CAS DataBase Reference: 1-CHLORO-N,N-DIMETHYL-2-PROPYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-N,N-DIMETHYL-2-PROPYLAMINE(53309-35-6)
• EPA Substance Registry System: 1-CHLORO-N,N-DIMETHYL-2-PROPYLAMINE(53309-35-6)

Safety Data

• Hazardous Substances Data: 53309-35-6(Hazardous Substances Data)

Usage

General Description

1-Chloro-N,N-dimethyl-2-propylamine, also known as propylamine, is a chemical compound with the formula C5H12ClN. It is a colorless liquid with a strong ammonia-like odor that is commonly used in the production of agricultural chemicals, pharmaceuticals, and as an intermediate in the manufacture of other chemicals. It is a versatile compound that can function as a corrosion inhibitor, a surfactant, or a catalyst in various chemical processes. However, it is important to handle this chemical with caution as it is flammable and can be harmful if ingested or inhaled. Protective measures should be taken when working with 1-Chloro-N,N-dimethyl-2-propylamine to ensure safe handling and storage.

Synthetic route

2-(Z)-phenylmethylene-cycloheptane-1-one-(E)-oxime + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) + tartaric acid (87-69-4) → 2-[(E)-phenylmethylene]-1-[(E)-(2'-dimethylamino-2'-methyl-1-ethoxyimino)]-cycloheptane (92884-27-0)

Conditions	Yield
In water; toluene	68.2%

6-bromo-1,3-benzothiazol-2(3H)-one (62266-82-4) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 6-bromo-3-(2-dimethylaminopropyl)benzo[d]thiazol-2(3H)one

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃;	38%

indole (120-72-9) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 1-(1H-indol-1-yl)-N,N-dimethylpropan-2-amine (17380-14-2)

Conditions	Yield
With diethyl ether; phenyllithium

2-benzylthiazole (13948-37-3) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → dimethyl-(1-methyl-3-phenyl-3-thiazol-2-yl-propyl)-amine

Conditions	Yield
With sodium

benzo[b]thiophene-3-carboxylic acid (5381-25-9) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → benzo[b]thiophene-2-carboxylic acid-(2-dimethylamino-propyl ester) (107521-96-0)

Conditions	Yield
With isopropyl alcohol

thioxanthene (261-31-4) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → dimethyl-(1-methyl-2-thioxanthen-9-yl-ethyl)-amine

Conditions	Yield
With phenyl sodium; benzene

1-(2-hydroxyphenyl)-2,5-dimethylpyrrole (32570-18-6) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 1-[2-(2-dimethylamino-propoxy)-phenyl]-2,5-dimethyl-pyrrole

Conditions	Yield
With sodium hydroxide

pyridin-3-yl-methanethiol (17617-05-9) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 3-[(2-dimethylamino-propylmercapto)-methyl]-pyridine (102206-62-2)

Conditions	Yield
With ethanol; sodium ethanolate

phenyl benzyl ketone (451-40-1) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 4-dimethylamino-1,2-diphenyl-pentan-1-one (857483-91-1)

Conditions	Yield
With sodium amide; benzene

tetrachloromethane (56-23-5) + Diphenylacetonitrile (86-29-3) + potassium tert-butylate (865-47-4) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → (R,S)-2,2-diphenyl-4-dimethylaminopentanenitrile (125-79-1) + 2,2-diphenyl-3-methyl-4-(dimethylamino)-butyronitrile (6293-01-2)

ethyl fluorene-9-carboxylate (26878-12-6) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 9-(2-dimethylamino-propyl)-fluorene-9-carboxylic acid ethyl ester

Conditions	Yield
With sodium ethanolate

diphenylmethyl p-tolyl sulfone (5433-78-3) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → dimethyl-[1-methyl-3,3-diphenyl-3-(toluene-4-sulfonyl)-propyl]-amine

Conditions	Yield
With sodium amide; toluene

1,1-diphenylbutan-2-one (6336-52-3) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → Methadone (76-99-3)

Conditions	Yield
With sodium amide; benzene

(methylsulfonyl)diphenylmethane (25195-40-8) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → (3-methanesulfonyl-1-methyl-3,3-diphenyl-propyl)-dimethyl-amine

Conditions	Yield
With sodium amide; toluene

benzhydryl-propyl sulfone (72250-70-5) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → dimethyl-[1-methyl-3,3-diphenyl-3-(propane-1-sulfonyl)-propyl]-amine

Conditions	Yield
With sodium amide; toluene als Lg-Hydrogentartrat isoliert;

2-ethyl-N-phenylaniline (51488-25-6) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → (2-ethyl-phenyl)-(2-dimethylamino-propyl)-phenyl-amine

Conditions	Yield
With sodium amide; toluene; benzene

hydroxy-norborn-5-en-2-yl-phenyl-acetic acid (6537-00-4) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → hydroxy-norborn-5-en-2-yl-phenyl-acetic acid-(2-dimethylamino-propyl ester)

Natrium-Verbindung des [2]Pyridylamins (40825-17-0) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 1,N1,N1-trimethyl-N2-[2]pyridyl-ethanediyldiamine

Conditions	Yield
With toluene

(2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) + diphenylamine (122-39-4) → 1,N1,N1-trimethyl-N2,N2-diphenyl-ethanediyldiamine

Conditions	Yield
With sodium hydroxide; toluene

(2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) + Benzilic acid (76-93-7) → benzilic acid-(2-dimethylamino-propyl ester) (94914-83-7)

Conditions	Yield
With sodium methylate

(2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) + aniline (62-53-3) → 1,N1,N1-trimethyl-N2-phenyl-ethanediyldiamine (55-70-9)

Conditions	Yield
With potassium carbonate; toluene

(2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) + methyl iodide (74-88-4) → (β-chloro-isopropyl)-trimethyl-ammonium; iodide

Conditions	Yield
With diethyl ether

(2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 2-chloro-1-dimethylaminopropane (108-14-5)

Conditions	Yield
beim Erhitzen;
under 100 Torr; durch Destillation;
under 100 Torr; durch Destillation;
beim Erhitzen;

(1H-pyrrol-2-yl)(thiophen-2-yl)methanone (13169-77-2) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → [1-(2-dimethylamino-propyl)-pyrrol-2-yl]-thiophen-2-yl-methanone (4871-53-8)

Conditions	Yield
(i) KOtBu, (ii) /BRN= 505990/; Multistep reaction;

10H-phenothiazine (92-84-2) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 10-[2-(dimethylamino)propyl]phenothiazine (60-87-7)

Conditions	Yield
(i) NaNH2, toluene, (ii) /BRN= 505990/; Multistep reaction;

1-azaphenothiazine (261-96-1) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → isothipendyl (482-15-5)

Conditions	Yield
With sodium amide In benzene Heating;

1-azaphenothiazine (261-96-1) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → (2-benzo[b]pyrido[2,3-e][1,4]thiazin-10-yl-propyl)-dimethyl-amine (55919-51-2)

Conditions	Yield
With sodium amide In benzene Heating;

10H-benzofuro[3,2-b]indole (248-66-8) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → (2-benzo[4,5]furo[3,2-b]indol-10-yl-1-methyl-ethyl)-dimethyl-amine

Conditions	Yield
(i) NaNH2, (ii) /BRN= 505990/; Multistep reaction;

3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one (38533-19-6) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 4-(2-dimethylamino-propyl)-2-phenyl-4H-benzo[1,4]thiazin-3-one (95277-50-2)

Conditions	Yield
(i) NaOEt, EtOH, (ii) /BRN= 505990/; Multistep reaction;

11-trifluoromethyl-1,2-dihydro-7H-benzo[2,3][1,4]oxazepino[6,5,4-ij]quinolin-3-one oxime (33199-92-7) + (2-chloro-1-methyl-ethyl)-dimethyl-amine (53309-35-6) → 11-trifluoromethyl-1,2-dihydro-7H-benzo[2,3][1,4]oxazepino[6,5,4-ij]quinolin-3-one O-(2-dimethylamino-propyl)-oxime (53309-36-7)

Conditions	Yield
(i) NaH, mineral oil, toluene, (ii) /BRN= 505990/; Multistep reaction;

Downstream Products

• 102206-62-2 3-[(2-dimethylamino-propylmercapto)-methyl]-pyridine 
• 857483-91-1 4-dimethylamino-1,2-diphenyl-pentan-1-one 
• 125-79-1 (R,S)-2,2-diphenyl-4-dimethylaminopentanenitrile 
• 6293-01-2 2,2-diphenyl-3-methyl-4-(dimethylamino)-butyronitrile 
• 76-99-3 Methadone 
• 55-70-9 1,N¹,N¹-trimethyl-N²-phenyl-ethanediyldiamine 
• 108-14-5 2-chloro-1-dimethylaminopropane 
• 95277-50-2 4-(2-dimethylamino-propyl)-2-phenyl-4H-benzo[1,4]thiazin-3-one 
• 26377-25-3 C₁₇H₂₂N₂OS 
• 94329-46-1 4-tert.-Butyl-guajacol-2-dimethylamino-propylether 
• 94824-70-1 4-ter.-Amyl-guajacol-2-dimethylamino-propylaether 
• 20811-26-1 9-<3-(Dimethylamino)propyl>carbazole 
• 92884-27-0 2-[(E)-phenylmethylene]-1-[(E)-(2'-dimethylamino-2'-methyl-1-ethoxyimino)]-cycloheptane 
• 95553-77-8 dimethyl-[1-methyl-2-(2-phenyl-2,3-dihydro-benzo[1,4]thiazin-4-yl)-ethyl]-amine 

Relevant articles and documents

Basic oximes and their preparation

1. A compound selected from the group consisting of And pharmaceutically acceptable non-toxic acid salts thereof.