1-Chloro-N,N-2-trimethylpropenylamine

HCID 640792CAS 26189-59-3
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)=C(Cl)N(C)C
InChIKey
GQIRIWDEZSKOCN-UHFFFAOYSA-N
Molecular formula
C6H12ClN
Average molar mass
133.62 g/mol
Monoisotopic mass
133.06582706

Names & identifiers

Preferred name
1-Chloro-N,N-2-trimethylpropenylamine
IUPAC
1-chloro-N,N,2-trimethylprop-1-en-1-amine
English name
1-Chloro-N,N,2-trimethylpropenylamine
Molecular formula
C6H12ClN
Molecular weight
133.62

Names & synonyms

1-chloro-n,n-2-trimethylpropenylamineRefChem:43145826189-59-31-Chloro-N,N,2-trimethylpropenylamine1-chloro-N,N,2-trimethylprop-1-en-1-amineMFCD008005621-Chloro-N,N,2-trimethyl-1-propenylamine1-chloro-N,N,2-trimethyl-1-propen-1-amine(1-chloro-2-methylprop-1-en-1-yl)dimethylamine1-propen-1-amine, 1-chloro-N,N,2-trimethyl-Ghosez's reagent;1-chloro-N,N,2-trimethyl-prop-1-en-1-amine
Show more names
Ghosez′s reagentTETRAMETHYL-ALPHA-CHLORENAMINE1-Chloro-N,N,2-trimethyl-1-propenylamin(1-CHLORO-2-METHYLPROPENYL)DIMETHYLAMINE1-chloride-N, N, 2-trimethyl-1-acrylamine1-Chloro-N,N,2-trimethylpropenylamine ,98%
1-Chloro-N,N-2-trimethylpropenylamine (>90%)Ghosez's reagent1-Chloro-N,N-2-trimethylpropenylamine;1-Chloro-N,N,2-trimethylprop-1-en-1-amine;1-Chloro-N,N-dimethyl-2-methyl-1-propenylamine;1-Chloro-N,N-dimethyl-2-methylprop-1-en-1-amine;N-(1-Chloro-2-methylprop-1-enyl)-N,N-dimethylamine;Ghosezs reagent

Database identifiers

CAS
26189-59-3
PubChem CID
640792
DTXSID
DTXSID30348806
EC Number
629-420-8
Nikkaji
J856.154K

Properties

Computed structural properties

XLogP
2.7
Topological polar surface area
3.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
8

Physicochemical properties

Boiling point
129 · 129-130 °C(lit.)
Density
1.01 g/mL · 1.01 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.453(lit.)
Flash point
80 °F · 80 °F
storage temp.
2 · 2-8°C
solubility
Chloroform (Sparingly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
ridadr
UN 2734 8/PG 1
hs_code
29211990
risk_code
10-34
Signal word
Danger

Chemistry & industry

Applications · 1 item

Uses1-Chloro-N,N,2-trimethyl-1-propenylamine is an acid halogenation reagent developed by Ghosez, that enables the conversion of carboxylic acids into the corresponding chlorides under strictly neutral conditions. This method was successfully used in the total synthesis of caloporoside, roseophilin, (-)-enniatin B, (±)-epimeloscine and (±)-meloscine.

Preparation methods · 1 item

Preparation1-chloro-N,N,2-trimethylpropenylamine is conveniently prepared by the reaction of N,N,2- trimethylpropanamide with Phosgene followed by dehydrochlorination of the intermediate α-chloroiminium chloride (eq 1).[1,2] Recent unpublished results of our laboratory have shown that Phosphorus Oxychloride or dior triphosgene can also be used for the preparation of TMCE.

Upstream & downstream products

Suppliers50 total

郑州阿尔法化工有限公司+86-18530059196 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
上海莉凯化工技术有限公司16628776521 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]

Related reactions

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Linked notes

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