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Dicyclohexylamine

HCID 7582
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Basic information

CAS
101-83-7
Standard SMILES
C1CCC(NC2CCCCC2)CC1
InChIKey
XBPCUCUWBYBCDP-UHFFFAOYSA-N
Molecular formula
C12H23N
Average molar mass
181.32 g/mol
Monoisotopic mass
181.18304974

Overview

Dicyclohexylamine appears as a colorless liquid with a faint fishlike odor. Less dense than water. May be toxic by ingestion. Severely irritates skin, eyes and mucous membranes. Used to make paints, varnishes and detergents.

Names & identifiers

Preferred name
Dicyclohexylamine
IUPAC
N-cyclohexylcyclohexanamine
English name
Dicyclohexylamine
Molecular formula
C12H23N
Molecular weight
181.32

Names & synonyms

DICYCLOHEXYLAMINE101-83-7N-CyclohexylcyclohexanamineCyclohexanamine, N-cyclohexyl-DCHAN,N-DicyclohexylamineDodecahydrodiphenylamineDicyklohexylaminN-Cyclohexyl-cyclohexylamineDTXSID60250181A93RJW924NSC-3399
Show more names
N-cyclohexyl-CyclohexanamineDicyclohexylaminDICYCLOHEXYLAMINE (DCHA)Cyclohexylcyclohexanamine(2S,4R)-4-(tert-butoxy)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
DTXCID005018RefChem:586881202-980-7DichaN,N-DiclohexylamineNSC 3399dicylcohexylamineMLS002174250

Database identifiers

CAS
101-83-7
PubChem CID
7582
DTXSID
DTXSID6025018
ChEMBL
CHEMBL1451838
ChEBI
CHEBI:34694
UNII
1A93RJW924
EC Number
202-980-7
Nikkaji
J4.018E

Properties

Computed structural propertiesFilling in

XLogP
3.4
Topological polar surface area
12 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
13
Formal charge
0
Complexity
116

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Amines, Cyclic

Corrosives

PolymersRubber
pHSTRONG BASE
SpringerMaterials PropertiesBoiling point
LogP3.5
Odor · 2 items

FAINT FISHY ODOR

Amine odor.

Density · 3 items

0.913 to 0.919 at 59 °F (NTP, 1992)

0.9104 at 25 °C/25 °C

Relative density (water = 1): 0.9

Color/FormCOLORLESS LIQUID
Solubility · 5 items

Slightly soluble (NTP, 1992)

SPARINGLY SOL IN WATER; SOL IN USUAL ORGANIC SOLVENTS; MISCIBLE WITH CYCLOHEXYLAMINE

Soluble in ethanol, ether, benzene.

Soluble in oxygenated solvents.

Solubility in water, g/100ml at 25 °C: 0.08

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 · 6 items

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P391, P405, and P501 (click each P-code to see the statement)

Danger

H302 (91.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P391, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 5 items

Chemical: Cyclohexanamine, N-cyclohexyl-

Cyclohexanamine, N-cyclohexyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanamine, N-cyclohexyl- 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)

Status: Active Update: 06-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13263

Dicyclohexylamine: 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.)

DOT LabelCorrosive
Fire Hazards · 3 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialCOMBUSTIBLE WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.

Chemistry & industry

Pharmacology

Metabolism/MetabolitesUP TO 40% IS CHANGED INTO CYCLOHEXAMINE IN HUMANS & TO LESSER EXTENT INTO DICYCLOHEXAMINE.
MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Absorption, Distribution and ExcretionTHIRTY-FIVE TO FORTY PER CENT OF SODIUM SALT OF CYCLOHEXAMIC ACID IS ELIMINATED THROUGH KIDNEYS.

Uses & manufacturing

Uses · 6 items

Used to make drugs, soaps, detergents, vapor-phase corrosion inhibitors , dyestuffs, emulsifying agents, and acid gas absorbents; Also used in insecticides and as a plasticizer, antioxidant (rubber, lubricating oils, and fuels), catalyst (paints, varnishes, and inks), and extractant (natural products); [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

INTERMEDIATE; INSECTICIDES; PLASTICIZER; CORROSION INHIBITORS; ANTIOXIDANTS IN RUBBER, LUBRICATING OILS, FUELS; CATALYSTS FOR PAINT, VARNISHES & INKS; DETERGENTS; EXTRACTANT

CHEM INT FOR MEDICINALS, SOAPS AND DETERGENTS, CATALYSTS IN PAINT, VARNISH, & INK MFR; EXTRACTANT FOR NATURAL PRODUCTS; CHEM INT FOR VAPOR-PHASE CORROSION INHIBITORS, RUBBER PROCESSING CHEMICALS

Manuf dyestuff, emulsifying agents, dry-cleaning soaps, acid gas absorbents

Dicyclohexylamine can be commercially important in manufacturing sulfenamides

U.S. Imports · 2 items

(1976) 3.84X10+5 GRAMS (PRINCPL CUSTMS DISTS)

(1977) 4.32X10+7 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 3 items

2023: 1,000,000 - <2,500,000 lb

(1975) PROBABLY GREATER THAN 1.36X10+6 GRAMS

(1977) PROBABLY GREATER THAN 4.54X10+6 GRAMS

Consumer Uses

Related reactions

494 records
New reaction record
HRID 5492 reaction equation
HRID 5492As reactantuspto-grants-1993_09
HRID 13880 reaction equation
HRID 13880As reactantuspto-grants-2010_06
HRID 13881 reaction equation
HRID 13881As reactantuspto-grants-2010_06
HRID 13882 reaction equation
HRID 13882As reactantuspto-grants-2010_06
HRID 13899 reaction equation
HRID 13899As reactantuspto-grants-2010_06
HRID 13900 reaction equation
HRID 13900As reactantuspto-grants-2010_06
HRID 13901 reaction equation
HRID 13901As reactantuspto-grants-2010_06
HRID 26325 reaction equation
HRID 26325As productuspto-grants-1979_04
Page 1 of 62

Compound notes

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Flash Point · 3 items

greater than 210 °F (NTP, 1992)

105 °C

105 °C o.c.

Boiling Point · 3 items

492.4 °F at 760 mmHg (NTP, 1992)

255.8 °C @ 760 MM HG

256 °C

DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxide/.

Physicochemical properties

Melting point
-2 °C · -2 °C
Boiling point
256 °C · 256 °C
Density
0.912 g/mL · 0.912 g/mL at 20 °C(lit.)
vapor density
6 · 6 (vs air)
vapor pressure
12 mm · 12 mm Hg ( 37.7 °C)
refractive index
20 · n20/D 1.4842(lit.)
Flash point
205 °F · 205 °F
storage temp.
30 °C · Store below +30°C.
solubility
organic solvents: soluble
pka
10.4 · 10.4(at 25℃)
form
Colorless liquid
color
colorless
PH
11 · 11 (1g/l, H2O, 20℃)
Odor
amine odor
explosive limit
0.8 · 0.8-4.6%(V)
Water Solubility
0.08 g/100mL · 0.08 g/100mL (25 ºC)
FreezingPoint
-2 ℃ · -2℃
Sensitive
Air Sensitive
Merck
14 · 14,3095
BRN
605923 · 605923
Henry's Law Constant
1.8 · 1.8×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
Stability
Stable. Incompatible with strong acids, strong oxidizing agents.
InChI
1S/C12H23N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-13H,1-10H2
InChIKey
XBPCUCUWBYBCDP-UHFFFAOYSA-N
SMILES
C1CCC(CC1)NC2CCCCC2
LogP
2.724 at · 2.724 at 25℃
CAS DataBase Reference
101 · 101-83-7(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances
DICYCLOHEXYLAMINE
FDA 21 CFR
178.33 · 178.3300
EWG's Food Scores
1 · 1
FDA UNII
1 A93RJW924 · 1A93RJW924
NIST Chemistry Reference
Cyclohexanamine, N-cyclohexyl-(101-83-7)
EPA Substance Registry System
Dicyclohexylamine (101-83-7)
UNSPSC Code
12352116 · 12352116
NACRES
22 · NA.22
Symbol(GHS)
5 · GHS05,GHS06,GHS08,GHS09
Signal word
Danger
Hazard statements
301 · H301+H311-H314-H361-H373-H410
Precautionary statements
501 · P501-P273-P270-P202-P260-P201-P264-P280-P391-P308+P313-P361+P364-P303+P361+P353-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P405
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes
C,N
Risk Statements
22 · 22-34-50/53-24/25
Safety Statements
26 · 26-36/37/39-45-60-61
RIDADR
2565 · UN 2565
WGK Germany
2 · 2
RTECS
4025000 · HY4025000
F
8 · 8-9-23
Autoignition Temperature
240 °C · 240 °C
TSCA
TSCA listed
HazardClass
8 · 8
PackingGroup
III
HS Code
29213000 · 29213000
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Skin Corr. 1B
Hazardous Substances Data
101 · 101-83-7(Hazardous Substances Data)
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Health Hazards · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards Summary · 1 item

A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; May cause pulmonary edema; [ICSC] Possible skin sensitizer; [Merck Index] Toxic by ingestion, inhalation, and skin contact; [CAMEO] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; No sensitizing effects known; [MSDSonline] Danger of cutaneous absorption; [MAK]

DOT ID and Guide2565 153
Reactive GroupAmines, Phosphines, and Pyridines
EC ClassificationSymbol: C, N; R: 22-34-50/53; S: (1/2)-26-36/37/39-45-60-61
UN ClassificationUN Hazard Class: 8; UN Pack Group: III
Reactivity Profile · 1 item

DICYCLOHEXYLAMINE reacts with oxidizing agents. Forms crystalline salts with many N-protected amino acids (NTP, 1992). 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.

Chemical DangersDecomposes on burning. This produces toxic fumes including nitrogen oxides. The substance is a strong base. It reacts violently with acid and is corrosive. Reacts with strong oxidants.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

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 items

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 items

· 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 items

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

General First Aid:

Safe StorageSeparated from strong oxidants, strong acids and food and feedstuffs.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting ProceduresTO FIGHT FIRE, USE ALCOHOL FOAM, CO2, AND DRY CHEMICAL.
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
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.

Spillage Disposal · 1 item

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.

Preventive MeasuresPROPHYLACTIC HEALTH MEASURES INCL MECHANIZATION & AUTOMATION OF TECHNOLOGICAL PROCESSES IN MFR & USE OF INHIBITORS.
Isolation and Evacuation · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Immediate precautionary measure

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 260(SRC), determined from a structure estimation method(2), indicates that dicyclohexylamine is expected to have moderate mobility in soil(SRC). Volatilization of dicyclohexylamine from moist soil surfaces is expected given an estimated Henry's Law constant of 5.5X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Dicyclohexylamine is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 3.4X10-2 mm Hg(4).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 260(SRC), determined from a structure estimation method(2), indicates that dicyclohexylamine is expected to adsorb to suspended solids and sediment in water(SRC). Dicyclohexylamine is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 5.5X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 1.1 and 12 days, respectively(3,SRC). According to a classification scheme(5), an estimated BCF value of 1200(3,SRC), from an estimated log Kow of 4.37(6,SRC), suggests that bioconcentration in aquatic organisms is very high(SRC). A biodegradation study based on BOD measurements, using an activated sludge seed, and an initial concentration of 100 mg/l, indicated 76.9% degradation of dicyclohexylamine after 2 weeks(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dicyclohexylamine, which has an experimental vapor pressure of 3.4X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dicyclohexylamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 2.9 hours(3,SRC).

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

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.

Effluent Concentrations · 1 item

Dicyclohexylamine was detected in 2 of 9 biologically treated effluent samples from a bleached Kraft mill, at a mean concentration of 60 ug/l(1). Trench leachates from Maxey Flats, Kentucky and West Valley, NY low-level radioactive waste disposal sites, contained unspecified levels of dicyclohexylamine(2).

ICSC Environmental DataThe substance is harmful to aquatic organisms.
Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for dicyclohexylamine can be estimated to be about 260(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that dicyclohexylamine is expected to have moderate mobility in soil(SRC).

TSCA Test Submissions · 5 items

Dicyclohexylamine (CAS # 101-83-7) was evaluated for acute oral toxicity in male and female Sprague-Dawley albino rats (alternately 2 and 3/sex/treatment level) administered single undiluted doses of 158, 200, 251 and 316 mg/kg. Treatment-related mortality was consistent with an Oral LD50 (with 95% confidence limits) of 240 (205-285) mg/kg as follows: 158 mg/kg (0/2M; 0/3F), 200 mg/kg (0/3M; 1/2F), 251 mg/kg (1/2M; 2/3F), and 316 mg/kg (3/3M; 1/2F). Death occurred from several hours to 24 hours after dosing. Pharmacotoxic signs included reduction in food consumption and activity (1 day in survivors), progressive weakness, prostration and death. Upon gross necropsy of the study lethalities, treatment-related changes of visceral organs included focal hemorrhaging of the lungs, discolored liver and acute inflammation of the gastrointestinal tract. Study survivors of 14-day post-treatment observation were free of any gross treatment-related pathology at terminal sacrifice. This study was briefly summarized. No further information was reported.

Dicyclohexylamine (CAS # 101-83-7) was evaluated for acute dermal toxicity in solitary male or female New Zealand albino rabbits administered single undiluted dermal applications of 126, 316 and 501 mg/kg for 24 hours. Two male and 3 female rabbits each were administered doses of 200 mg/kg. Treatment-related mortality was consistent with a Dermal LD50 in rabbits of 200-316 mg/kg as follows: 200 mg/kg (1/2M; 0/3F), 316 mg/kg (1/1F), and 501 mg/kg (1/1M). Death occurred prior to 16th hour post-treatment observation in all cases. A solitary male of the 126 mg/kg dose and a male and 3 females of 200 mg/kg doses survived to the 14th day end of post-treatment observation and terminal sacrifice. Pharmacotoxic signs associated with treatment included reduced appetite and activity (2-3 days in survivors), progressive weakness, prostration and death. Upon terminal necropsy of study lethalities, focal hemorrhage of the lungs, discoloration of liver, enlarged gall bladder and inflammation of the gastrointestinal tract were identified. Terminal sacrifice of the study survivors found them with normal-appearing viscera and no gross treatment-related pathology. This study was briefly summarized. No further information was reported.

Dicyclohexylamine (CAS # 101-83-7) was evaluated for acute inhalation toxicity in 6 male New Zealand albino rabbits administered whole-body exposures to 1.4 mg/L for 6 hours. A 2.1 g sample was vaporized and supplied to the 35L exposure chamber via an air flow rate of 4.0 L/min. There was no mortality associated with treatment. Treated rabbits exhibited slight lethargy only, which resolved immediately after termination of the exposure and no further untoward effects of toxicity were noted throughout 14-day post-exposure observation. Upon terminal necropsy, all viscera appeared normal. This study was briefly summarized. No further information was reported.

Dicyclohexylamine (CAS # 101-83-7) was evaluated for primary dermal irritation in 6 New Zealand albino rabbits each administered 0.5 ml undiluted dermal applications to both intact and abraded skin for 24 hours. The unanimous response and a 24-72 hour average primary irritation score was assigned a classification of corrosive. Continued observation found loosening at the edges of the resultant scab showing injury in depth within 17 to 21 days after treatment. This study was briefly summarized. No further information was reported.

Natural Pollution SourcesDicyclohexylamine is not known to occur as a natural product; it occurs as metabolites of cyclamates
Atmospheric ConcentrationsURBAN/SUBURBAN: Dicyclohexylamine was identified in ambient air samples from Lake Charles, LA(1).
Human Toxicity Excerpts · 5 items

SKIN IRRITANT & POSSIBLE SENSITIZER.

SYSTEMIC EFFECTS IN MAN INCL NAUSEA & VOMITING, ANXIETY, RESTLESSNESS & DROWSINESS. /CYCLOHEXYLAMINE/

HUMAN LYMPHOCYTE CULTURES EXPOSED TO 4 COMPD @ 3 CONCN (10-3, 10-4 & 10-5 MOLAR) DURING FINAL 5 & 25 HR OF CULTURE. RESULTS CONFIRM THAT CYCLAMATE & CYCLOHEXYLAMINE @ HIGH CONCN CAN INDUCE CHROMOSOME ABERRATIONS. N-HYDROXYCYCLOHEXYLAMINE & DICYCLOHEXYLAMINE HAVE SIMILAR EFFECTS.

ENHANCED FREQUENCIES OF GAPS & BREAKS FOLLOWING TREATMENT OF HUMAN LEUKOCYTE CULTURES WITH DICYCLOHEXYLAMINE SULFATE. ABERRATION FREQUENCIES IN CONTROLS ABOUT 6% & 2-FOLD & 3-FOLD INCR IN CHROMATID DAMAGE WITH INT & HIGHER DOSES OF ALL TEST COMPD. EXPOSURE TIMES AS SHORT AS 5 HR.

STRONG IRRITANT TO SKIN & MUCOUS MEMBRANES.

Artificial Pollution Sources · 1 item

Dicyclohexylamine's production and use as a chemical intermediate; in insecticides and plasticizers; as a corrosion inhibitor; as an antioxidant in rubber, lubricating oils, and fuels; as a catalyst for paint, varnishes, and inks; as a detergent and as an extractant(1) will result in its release to the environment(SRC).

Safety data

F
8-9-23
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
HY4025000
ridadr
UN 2565
hs_code
29213000
risk_code
22-34-50/53-24/25
Signal word
Danger
Symbol(GHS)
GHS05,GHS06,GHS08,GHS09
hazard_code
C,N
safety_code
26-36/37/39-45-60-61
hazard_class
8
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
III
Hazard statements
H301+H311-H314-H361-H373-H410
Limited Quantities
5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Skin Corr. 1B
Autoignition Temperature
240 °C
Precautionary statements
P501-P273-P270-P202-P260-P201-P264-P280-P391-P308+P313-P361+P364-P303+P361+P353-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P405
Hazardous Substances Data
101-83-7(Hazardous Substances Data)
Other
Industry UsesCorrosion inhibitor
Methods of Manufacturing · 3 items

MFR PROCESS BY HYDROGENATION OF EQUIMOLAR AMT OF CYCLOHEXANONE & CYCLOHEXYLAMINE.

Cyclohexanone + ammonia (reductive ammoniation; coproduced with cyclohexylamine)

Aniline is hydrogenated in the vapor phase over a nickel-on-pumice catalyst.

General Manufacturing Information · 5 items

All Other Chemical Product and Preparation Manufacturing

Cyclohexanamine, N-cyclohexyl-: ACTIVE

PREPD BY CATALYTIC HYDROGENATION OF ANILINE @ ELEVATED TEMP & PRESSURES. FRACTIONATION OF CRUDE REACTION PRODUCT YIELDS CYCLOHEXYLAMINE, UNCHANGED ANILINE, & HIGH-BOILING RESIDUE CONTAINING N-PHENYLCYCLOHEXYLAMINE...& DICYCLOHEXYLAMINE. /CYCLOHEXYLAMINE/

INTEREST IN THIS COMPD DERIVES FROM INTEREST IN CYCLAMATES AND ARTIFICIAL SWEETENERS.

DICYCLOHEXYLAMINE WAS NOT DETECTED IN SODIUM N-CYCLOHEXYSULFAMATE POWD & FOUND IN ONLY ONE MFR PRODUCT IN AMT OF 1.6 MG/KG.

Applications · 3 items

DescriptionDicyclohexylamine is a combustible, colorlessliquid with a faint amine odor. Molecular weight=181.36;Boiling point=256℃; Flash point $99℃. HazardIdentification (based on NFPA-704 M Rating System): Health3, Flammability 1, Reactivity 0. Slightly soluble in water.

UsesDicyclohexylamine is manufactured by reacting equimolar quantities of cyclohexanone and cyclohexylamine or cyclohexanone and ammonia. It is used as a solvent and in organic syntheses. It is reportedly used as a chemical intermediate for the synthesis of corrosion inhibitors, rubber vulcanization accelerators, textiles, and varnishes.

UsesDicyclohexylamine (DCHA) is an aliphatic amine. As an intermediate, it can be used in a broad range of applications in different industries. Dicyclohexylamine is used as a vulcanization accelerator. In lubricants and cutting fluids it does function as a corrosion inhibitor. Here it should be mentioned that Dicyclohexylamine does not form Nitrosamines when being used. Reagent for preparation of crystalline amino acid derivative salts. Dicyclohexylamine was used to constitute ionic liquid matrices for bacterial analysis in matrix assisted laser desorption/ionisation mass spectrometry. It was used to develop a new palladium catalyst for Suzuki coupling reaction of aryl bromides with boronic acids. It was used as extractant in determination of gold(III) by dispersive liquid-liquid microextraction and electrothermal atomic absorption spectrometry.

Upstream & downstream products

Upstream raw materials

Aniline

Downstream products

N,N-Dicyclohexyl-2-benzothiazolsulfene amideDicyclohexylammonium nitriteSolvent Red 30DicyclohexylcarbodiimideN-EthylcyclohexylamineBoc-Dap(Z)-OH dchaZ-Thr(tBu)-OH dcha3-Thiophenecarbonyl chloride2-Chloro-N,N-dicyclohexylbenzaMide, 97%N-Hydroxysuccinimide dicyclohexylamine salt4-BroMo-N,N-dicyclohexylbenzaMide, 97%

Additional notes

DefinitionChEBI: Dicyclohexylamine is a primary aliphatic amine.

Dicyclohexylamine (CAS # 101-83-7) was evaluated for acute eye irritation in 6 New Zealand albino rabbits administered single 0.1 ml undiluted ocular instillations for 24 hours. A 24-72 hour average irritation score of 32.6/110 reflected an overall response assigned a classification of moderately irritating. Treatment initially caused severe discomfort and rabbits pawed and tightly closed the treated eyes. At 1 hour post-treatment, severe erythema was apparent that was unresolved at 24th hour examination. The 24th hour post-instillation examination also found treated rabbits with slight corneal cloudiness and a sluggish iridic reaction to light. Gradual improvement was seen over the ensuing 48-168 hours and, at 14th day examination, all treated eyes were clear of any signs of irritation. This study was briefly summarized. No further information was reported.