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Benzyldimethylamin

N,N-Dimethylbenzylamine

HCID 7681
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Grundinformationen

CAS
103-83-3
Standard-SMILES
CN(C)Cc1ccccc1
InChIKey
XXBDWLFCJWSEKW-UHFFFAOYSA-N
Summenformel
C9H13N
Durchschnittliche Molmasse
135,21 g/mol
Monoisotopische Masse
135,10479942

Überblick

Benzyldimethylamine appears as a colorless to light yellow liquid with an aromatic odor. Slightly less dense than water and slightly soluble in water. Corrosive to skin, eyes and mucous membranes. Slightly toxic by ingestion, skin absorption and inhalation. Used in the manufacture of adhesives and other chemicals.

Namen und Bezeichner

Bevorzugter Name
N,N-Dimethylbenzylamine
IUPAC
N,N-dimethyl-1-phenylmethanamine
Lokaler Name
Benzyldimethylamin
Englischer Name
N,N-Dimethylbenzylamine
Summenformel
C9H13N
Molmasse
135.21

Namen und Synonyme

N,N-DIMETHYLBENZYLAMINE103-83-3BenzyldimethylamineN-BenzyldimethylamineBDMABenzenemethanamine, N,N-dimethyl-Benzyl-N,N-dimethylamineN,N-DimethylbenzenemethanamineBenzylamine, N,N-dimethyl-N-(Phenylmethyl)dimethylamineAraldite accelerator 062N,N-Dimethyl-N-benzylamine
Weitere Namen anzeigen
N,N-DiMethyl-1-phenylMethanaMineN,N-DIETHYLBENZYLAMINEDabco BDMAN,N-Dimethyl(phenyl)methanamineBENZYLDIETHYLAMINEN-BENZYLDIETHYLAMINEN-Dimethylbenzylamine
Sumine 2015N-Benzyl-N,N-dimethylamineDTXSID8021854TYP7AXQ1YJNSC-5342DTXCID801854RefChem:822589203-149-1

Datenbank-Bezeichner

CAS
103-83-3、28262-13-7

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
2
Polarare Oberfläche (TPSA)
3,2 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
10
Formalladung
0
Komplexität
82,7

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Nitrogen Compounds -> Amines, Aromatic

Corrosives

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 Einträge

1.91

1.91

Density · 3 Einträge

0.915 at 50 °F (USCG, 1999) - Less dense than water; will float

Relative density (water = 1): 0.9

0.915 @ 10°C

SolubilitySolubility in water, g/100ml: 1.2 (moderate)
Flash Point · 2 Einträge

140 °F

57 °C o.c.

Boiling Point · 3 Einträge

357.8 °F at 760 mmHg (USCG, 1999)

180 °C

181 °C @760 [mm Hg]

Melting Point · 2 Einträge

-103 °F (USCG, 1999)

-75 °C

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.1% (1 of 850) of reports.

Danger

H226 (99.8%): Flammable liquid and vapor [Warning Flammable liquids]

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Benzenemethanamine, N,N-dimethyl-

Benzenemethanamine, N,N-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, N,N-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: Benzyldimethylamine (EC: 203-149-1)

Benzyldimethylamine: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
DOT LabelCorrosive Flammable Liquid
Fire Hazards · 3 Einträge

Special Hazards of Combustion Products: Toxic vapors are generated when heated. (USCG, 1999)

· Flammable/combustible material.

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used as a curing agent for epoxy resins; [Kanerva, p. 566] Used to manufacture adhesives and other chemicals; [CAMEO]

Plastic Composites Manufacturing [Category: Industry]

U.S. Production2023: 700,000 - <850,000 lb
Consumer UsesCatalyst
Industry UsesCatalyst
Household ProductsInformation on 1 consumer products that contain Benzyldimethylamine in the following categories is provided:
General Manufacturing Information · 2 Einträge

Miscellaneous Manufacturing

Benzenemethanamine, N,N-dimethyl-: ACTIVE

Anwendungen · 2 Einträge

BeschreibungDas N,N-Dimethylbenzylamin bildet eine farblose, wasserunlösliche Flüssigkeit mit charakteristischem Geruch. Die Verbindung besitzt nur wissenschaftliches Interesse.

VerwendenN,N-Dimethylbenzylamine was used in the synthesis of bis[(N,N-dimethylamino)benzyl] selenide. It has been used as catalyst during curing reaction of formulations of diglycidyl ether of bisphenol A and tetrahydrophthalic anhydride. It undergoes directed ortho metalation with butyl lithium. It reacts with methyl iodide to get ammonium salt, which is used as phase transfer catalysts. Further, it is used as a catalyst for the formation of polyurethane foams and epoxy resins.

Darstellung · 1 Eintrag

synthetische25% Aqueous Dimethylamine, 1088 grams Benzyl Chloride, 126.6 grams In the apparatus of Example 1, the benzyl chloride was added dropwise over a two-hour period to the amine (molar ratio 1 to 6) at a rate sufficient to maintain the temperature below 40°C. Stirring was continued at room temperature for an additional hour to insure completion of the reaction denoted by the equation below. Thereafter the reaction mixture was cooled in a separatory funnel while standing in a refrigerator maintained at 5° C. and separated into two layers. The upper oily layer, weighing 111.5g, was removed and steam distilled until no further oleaginous component was observed in the distillate as it came over. The crude distillate was found to contain 103.5g of N,N-dimethylbenzylamine (76.1% of theory), 3.3g of dimethylamine and no quaternary salts. The dimethylamine was distilled off below 29°C under atmospheric pressure from the N,N-dimethylbenzylamine (bp 82°C/18mmHg).

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PubChem CID
7681
DTXSID
DTXSID8021854
ChEMBL
CHEMBL45591
ChEBI
CHEBI:231275
UNII
TYP7AXQ1YJ
EC Number
203-149-1
Nikkaji
J36.099F
Vapor Pressure
0.58 [mmHg]
Physical Description · 4 Einträge

Benzyldimethylamine appears as a colorless to light yellow liquid with an aromatic odor. Slightly less dense than water and slightly soluble in water. Corrosive to skin, eyes and mucous membranes. Slightly toxic by ingestion, skin absorption and inhalation. Used in the manufacture of adhesives and other chemicals.

Liquid

Clear to yellow liquid with a strong odor; [NJ-HSFS]

COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.

Physikochemische Eigenschaften

Schmelzpunkt
-75 °C · -75 °C
Siedepunkt
183 · 183-184 °C765 mm Hg(lit.)
Dichte
0.9 g/mL · 0.9 g/mL at 25 °C(lit.)
Dampfdruck
2.4 hPa · 2.4 hPa (20 °C)
Brechungsindex
20 · n20/D 1.501(lit.)
Flammpunkt
130 °F · 130 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
water: soluble
pka
1 · pK1:9.02(+1) (25°C)
Aggregatzustand
Liquid
Farbe
Clear colorless to light yellow
PH
10 · 10 (10g/l, H2O, 20℃)(saturated solution)
Geruch (Odor)
strong fish odor
Explosionsgrenze
0.9 · 0.9-6.3%(V)
Wasserlöslichkeit
8 g/L · 8 g/L (20 ºC)
BRN
1099620 · 1099620
Stabilität
Stable. Incompatible with strong acids, strong oxidizing agents.
InChI
1S/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
InChIKey
XXBDWLFCJWSEKW-UHFFFAOYSA-N
SMILES
CN(C)Cc1ccccc1
LogP
1.98 at · 1.98 at 25℃
CAS Datenbank
103 · 103-83-3(CAS DataBase Reference)
NIST chemische Informationen
Benzenemethanamine, N,N-dimethyl-(103-83-3)
EPA chemische Informationen
N,N-Dimethylbenzylamine (103-83-3)

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 57 °C explosive vapour/air mixtures may be formed.

Health Hazards · 2 Einträge

Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomitting. (USCG, 1999)

· May cause toxic effects if inhaled or ingested.

Hazards SummaryCorrosive to skin; [Quick CPC] A corrosive substance that can cause pulmonary edema; [ICSC]
DOT ID and Guide2619 132
Reactive GroupAmines, Phosphines, and Pyridines
EC ClassificationSymbol: C; R: 10-20/21/22-34-52/53; S: (1/2)-26-36-45-61
UN ClassificationUN Hazard Class: 8; UN Subsidiary Risks: 3; UN Pack Group: II
Reactivity Profile · 1 Eintrag

BENZYLDIMETHYLAMINE neutralizes acids on exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. May attack some plastics (USCG, 1999).

Chemical DangersDecomposes on burning. This produces toxic fumes including nitrogen oxides. Reacts with acids. Reacts violently with strong oxidants.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 Einträge

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 Einträge

INHALATION: Remove victim to fresh air and call a physician at once; administer oxygen until physician arrives.

General First Aid:

Safe StorageFireproof. Separated from strong oxidants, strong acids and food and feedstuffs.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:
Spillage Disposal · 1 Eintrag

Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Cautiously neutralize remainder. Then wash away with plenty of water.

Isolation and Evacuation · 2 Einträge

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

Immediate precautionary measure

Eye PreventionWear face shield.
Fire PreventionNO open flames, NO sparks and NO smoking. Above 57 °C use a closed system, ventilation and explosion-proof electrical equipment.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
Signs and Symptoms · 4 Einträge

Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing. Symptoms may be delayed.

Pain. Redness. Blisters. Skin burns.

Pain. Redness. Severe deep burns.

Burning sensation. Abdominal pain. Shock or collapse.

ICSC Environmental DataThe substance is harmful to aquatic organisms.
Toxicity DataLCLo (rat) = 1,200 mg/m3/2H

Sicherheitsdaten

F
10-13-23
wgk
2
tsca
TSCA listed
ridadr
UN 2619
hs_code
29214980
RTECS-Nr.
DP4500000
risk_code
10-20/21/22-34-52/53
Toxizität
LD50 orally in Rabbit: 290 mg/kg LD50 dermal Rat 695 mg/kg
hazard_code
C
safety_code
26-36-45-61
hazard_class
8
packing_group
II
Speicherklasse
3 - Flammable liquids
Hazard Classifications
Acute Tox. 3 InhalationAcute Tox. 3 OralAcute Tox. 4 DermalAquatic Chronic 2Eye Dam. 1Flam. Liq. 3Skin Corr. 1B
Selbstentzündungstemperatur
410 °C

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

BenzylchloridBenzylaminaminoformic acidN-Methylmethanamin, gasförmigFormamide, N-methyl-N-(phenylmethyl)-BenzeneMethanaMine, 2-chloro-N,N-diMethyl-N,N-Dimethylbenzylamin-N-oxidBenzyl(methyl)aminDimethylammoniumchlorid2-ChlorbenzaldehydBenzonitrilN,N-DimethylbenzamidBenzylalkohol

Nachgelagerte Produkte

Diethyl-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]phosphonatBretyliumtosilatBenzyldimethyldodecylammonium-bromidDioctadecyl-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]phosphonatBenzyltrimethylammoniumbromidDI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPALLADIUMDifluordimethylsilan1-(Chlormethyl)-2-iodbenzol