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N,N'-Dibutyl-1,6-hexanediamine

HCID 20972
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
4835-11-4
Standard SMILES
CCCCNCCCCCCNCCCC
InChIKey
VZRUGPJUVWRHKM-UHFFFAOYSA-N
Molecular formula
C14H32N2
Average molar mass
228.42 g/mol
Monoisotopic mass
228.25654902

Overview

Hexamethylenediamine, n,n'-dibutyl- appears as a liquid. (EPA, 1998)

Names & identifiers

Preferred name
N,N'-Dibutyl-1,6-hexanediamine
IUPAC
N,N'-dibutylhexane-1,6-diamine
English name
N,N'-DI-N-BUTYL-1,6-HEXANEDIAMINE
Molecular formula
C14H32N2
Molecular weight
228.42

Names & synonyms

4835-11-4N,N'-DIBUTYL-1,6-HEXANEDIAMINEN,N'-Dibutylhexane-1,6-diamineN,N'-Dibutylhexamethylenediamine1,6-Hexanediamine, N,N'-dibutyl-1,6-N,N'-DibutylhexanediamineDbhmd846A8RML53Hexamethylenediamine, N,N'-dibutyl-1,6-Hexanediamine, N1,N6-dibutyl-DTXSID6038823RefChem:160987
Show more names
n,n’-dibutyl-6-hexanediamine1,6-n,n’-dibutylhexanediamineN1,N6-Dibutylhexane-1,6-diaminen,n’-dibutylhexamethylenediamine
DTXCID4018823225-417-7butyl[6-(butylamino)hexyl]amineN,N'-di-n-Butyl-1,6-hexanediamineDibutylhexamethylenediamineN,N-DI-N-BUTYL-1,6-HEXANEDIAMINEMFCD00015233EINECS 225-417-7

Database identifiers

CAS
4835-11-4
PubChem CID
20972
DTXSID
DTXSID6038823
UNII
846A8RML53
EC Number
225-417-7

Properties

Computed structural properties

XLogP
3.3
Topological polar surface area
24.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
13
Heavy atoms
16
Formal charge
0
Complexity
101

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Aliphatic
Boiling Point · 3 items

399.2 °F at 760 mmHg (EPA, 1998)

137 to 140 °C @ 3-4 mm Hg

205 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits toxic fumes of nitroxides.
Vapor Pressure0.0004 [mm Hg] @25 °C
Refractive IndexIndex of refraction: 1.4470 @ 25 °C/D
Physical Description · 2 items

Hexamethylenediamine, n,n'-dibutyl- appears as a liquid. (EPA, 1998)

Liquid; [CAMEO] Colorless liquid; [MSDSonline]

Physicochemical properties

Boiling point
131 · 131-133 °C/3 mmHg(lit.)
Density
0 · 0,821 g/cm3
refractive index
20 · n20/D 1.451(lit.)
Flash point

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P271, P280, P284, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P320, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationThe 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.)
DOT LabelPoison Corrosive
Fire Hazards(Non-Specific -- Alkylamine, n.o.s. (Corrosive)) Flammable or poisonous gases may accumulate in tanks or hopper cars. (EPA, 1998)
Health Hazards · 1 item

(Non-Specific -- Corrosive Alkali) Acute circulatory shock; burns in mouth, throat, and esophagus; suffocation due to glottal or laryngeal swelling; perforation and inflammation of the esophagus and the tracheobronchial tree; aspiration pneumonia. Delayed stricture (scar) formation causing problems with swallowing, and stomach filling and emptying; strong alkalis are markedly corrosive and penetrating to skin and mucous membranes. (EPA, 1998)

Hazards Summary · 1 item

Severely irritating to skin, eyes, and mucous membranes; [SAX] May have violent reaction with water; An alkaline corrosive that may cause injury to skin, eye, mucous membranes, and respiratory tract; Corrosive to rabbit eyes; [HSDB] Causes changes in erythrocyte and leukocyte counts in repeated dose inhalation study of rats; [RTECS] Causes burns; Very toxic by inhalation--can cause toxic pneumonitis; [Alfa Aesar MSDS]

Chemistry & industry

Uses & manufacturing

UsesUsed as polymer intermediate; [ChemIDplus]
General Manufacturing Information1,6-Hexanediamine, N1,N6-dibutyl-: ACTIVE

Applications

General DescriptionA liquid.

Suppliers10 total

Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]
Aladdin Scientific[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 13913916777 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
南京鼎石生物技术有限公司13501719342 13501719342 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]

Related reactions

4 records
New reaction record
HRID 1111906 reaction equation
HRID 1111906As reactantuspto-grants-1978_10
HRID 1391127 reaction equation
HRID 1391127As reactantuspto-grants-1979_02
HRID 2083341 reaction equation
HRID 2083341As reactantuspto-grants-1978_04
HRID 2397811 reaction equation
HRID 2397811As reactantuspto-grants-1977_05

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Nikkaji
J147.983K
110 °C · >110°C
pka
11.26 · 11.26±0.19(Predicted)
CAS DataBase Reference
4835 · 4835-11-4
EWG's Food Scores
1 · 1
FDA UNII
846 A8RML53 · 846A8RML53
EPA Substance Registry System
-1 · N,N'-Dibutyl-1,6-hexanediamine (4835-11-4)
Symbol(GHS)
5 · GHS05,GHS06
Signal word
Danger
Hazard statements
330 · H330-H314
Precautionary statements
260 · P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501
Hazard Codes
T+
Risk Statements
36 · 36/37/38-34-26-14
Safety Statements
26 · 26-36/37/39-45-23
RIDADR
2927 · UN2927
RTECS
1250000 · MO1250000
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
II
Hazardous Substances Data
4835 · 4835-11-4(Hazardous Substances Data)
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1 item

HEXAMETHYLENEDIAMINE, N,N'-DIBUTYL- neutralizes acids in 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 may be generated in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Other Hazardous ReactionsFlammable or poisonous gases may accumulate in tanks or hopper cars.
CERCLA Reportable Quantities · 1 item

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. N,N-Dibutyl-hexamethylenediamine is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

Hazard Classes and CategoriesSkin Corr. 1B (100%)
Skin, Eye, and Respiratory IrritationsA severe eye, skin, and mucous membrane irritant.

Safety & protection

Fire Fighting · 1 item

(Non-Specific -- Alkylamine, n.o.s. (Corrosive)) Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Wear self-contained (positive pressure if available) breathing apparatus and full-protective clothing.

First AidWarning: Hexamethylenediamine, N,N'-dibutyl- is corrosive.Caution is advised.
Fire Fighting ProceduresTo fight small fires, use dry chemical, carbon dioxide, water spray, or foam. To fight large fires, use water spray, fog, or foam.
Nonfire Spill Response(Non-Specific -- Alkylamine, n.o.s. (Corrosive)) Do not touch spilled material; stop leak if you can do so without risk.
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 1 item

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Protective Action Criteria (PAC) · 3 items

0.20 [mg/m3]

2.2 [mg/m3]

9.7 [mg/m3]

Personal Protective Equipment (PPE) · 1 item

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.
TSCA Test Submissions · 2 items

Dibutylhexamethylenediamine (CAS # 4835-11-4) was evaluated for acute inhalation toxicity in 6 male Charles River rats exposed to dynamically-generated vapors at analytical concentrations of 0.12, 0.21, 0.22, 0.27, 1.38, and 3.64 mg/L for 4 hours. Vapors produced by a syringe-fed Lindberg tube furnace (190-220 degrees C) were carried by 4-5% N2/minute into a 20 L battery jar exposure chamber, which was also oxygen supplemented to approximately 20% by infusion of houseline air. Samples of chamber air in acetone were analyzed for vapor concentrations by gas chromatograph fitted with a flame ionization detector. A LC50 was 0.22 mg/L (95% confidence limits, 0.13 - 0.28 mg/L). Most rats died during exposure, although one rat of the 0.27 mg/L exposure group died four days post-exposure. Clinical signs of toxicity characterizing all exposures included pawing and chewing, salivation, lethargy, and irregular breathing. Exposure levels of 0.21 mg/L and higher were associated with convulsions, which were most severe at the highest exposure levels. Nasal discharge (sometimes red) was noted among rats of the high level exposure, while hyperemia was documented at all other exposure levels. Red or clear nasal and ocular discharge, irregular respiration, gasping and lung noise, and transient weight loss were observed among survivors at all exposure levels during the 14-day post-exposure recovery period. A Haskell Laboratory system of toxicity classification determined that 98% 1,6-hexanediamine, N,N-dibutyl- is highly toxic by inhalation.

N,N-Dibutyl-1,6-hexanediamine (CAS # 4835-11-4) was evaluated for eye irritation in 3 albino rabbits administered 0.1 mL undiluted instillations into right eye conjunctival sacs, the untreated left eye serving as control. After 20 minutes, 2/3 rabbits' eyes were washed for 1 minute, the third rabbit's treated eye remaining unrinsed throughout the subsequent observation period. Initially, 2 rabbits were treated, until that of the rinsed eye died 3 days later. Upon necropsy, blood was found in the lungs, trachea and bladder. Study authors suggested that this lethality may have occurred due to the stress of treatment. The 4-day response of the decedent rabbit was included in the study results. Treatment was associated with a generalized mild to severe penetrating corneal opacity, common to all rabbits and culminating in persistent corneal opalescence at 4 hours and 7 days post-treatment in unwashed and washed eyes, respectively. Severe iritis with distension of the pupil was also documented until corneal opacity obscured further changes. The conjunctiva of the unrinsed eye was immediately hemorrhagic and brown, becoming swollen with tissue destruction, particularly of the nictitating membrane. In the rinsed eye, severe conjunctival swelling and corrosion of the outer lids was evident from 4 days post-instillation. All eyes were eventually closed by a purulent brown or clear discharge that first appeared in both rinsed and unrinsed eyes approximately 1 hour after treatment. No apparent benefit was derived from rinsing the treated eye 1 minute after treatment: Lens opacities, lack of a response to light and, finally, sponginess of the cornea with partial detachment by study termination characterized the ocular destruction of a magnitude comparable to that in the unrinsed eye.

Human Toxicity Excerpts · 2 items

Human systemic effects by ingestion: acute circulatory shock; burns in the mouth, throat, and esophagus; suffocation due to glottal or laryngeal swelling; perforation and inflammation of the esophagus and the tracheobronchital tree; aspiration pneumonia. Scar formation can cause delayed problems with swallowing, and stomach filling and emptying. The immediate symptoms of ingestion are: visible burns in mouth, drooling, gagging, vomiting, chest and upper abdominal pain, difficulty in breathing, or apnea (respiratory arrest); collapse and cardiac arrest may occur.

Strong alkalies are markedly corrosive and penetrating to the skin and mucous membranes.

Toxicity DataLC50 (rat) = 220 mg/m3/4h
Non-Human Toxicity ValuesLD50 Rat ihl 220 mg/cu m/4 hr

Regulatory information

CERCLA Reportable Quantities · 1 item

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. N,N-Dibutyl-hexamethylenediamine is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

Safety data

tsca
TSCA listed
rtecs
MO1250000
ridadr
UN2927
risk_code
36/37/38-34-26-14
Signal word
Danger
Symbol(GHS)
GHS05,GHS06
hazard_code
T+
safety_code
26-36/37/39-45-23
hazard_class
6.1
packing_group
II
Hazard statements
H330-H314
Precautionary statements
P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501
Hazardous Substances Data
4835-11-4(Hazardous Substances Data)
南京药石科技股份有限公司
4000255188 · [email protected]