Basic information
- CAS
1477-55-0- Standard SMILES
NCc1cccc(CN)c1- InChIKey
FDLQZKYLHJJBHD-UHFFFAOYSA-N- Molecular formula
- C8H12N2
- Average molar mass
- 136.19 g/mol
- Monoisotopic mass
- 136.10004838
Overview
M-xylene-alpha,alpha'-diamine is a colorless liquid with an amine smell. Mp: 14.1 °C; bp: 273 °C. Water soluble.
Names & identifiers
- Preferred name
- 1,3-Benzenedimethanamine
- IUPAC
- [3-(aminomethyl)phenyl]methanamine
- English name
- 1,3-Bis(aminomethyl)benzene
- Molecular formula
- C8H12N2
- Molecular weight
- 136.19
Names & synonyms
m-Xylylenediamine1477-55-01,3-BENZENEDIMETHANAMINE1,3-Bis(aminomethyl)benzene1,3-Xylylenediaminem-Xylylendiaminm-Phenylenebis(methylamine)Methylamine, m-phenylenebis-alpha,alpha'-Diamino-m-xylenem-Xylene-alpha,alpha'-diamine1,3-Bis-aminomethylbenzen3-(Aminomethyl)benzylamine
Show more names
MXDA1,3-PhenylenediMethanaMineXYLYLENEDIAMINEmeta-Xylenediaminem-DiaminoxyleneMXD
Epilink MXm-Xylylendiamin [Czech]DTXSID9029649m-Xylene-.alpha.,.alpha.'-diamineNSC 61568CCRIS 6681HSDB 62571,3-Bis-aminomethylbenzen [Czech]
Database identifiers
- CAS
1477-55-0- PubChem CID
- 15133
- DTXSID
DTXSID9029649- ChEMBL
CHEMBL384146- UNII
- 1E84B9YLJD
- EC Number
- 216-032-5
- Nikkaji
- J38.174H
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 52 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 83.3
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Amines, Aromatic
LogP0.18
Density
1.032 (NIOSH, 2024) - Denser than water; will sink
Relative density (water = 1): 1.05
1.032
1.032
Color/Form
COLORLESS LIQ
Colorless liquid.
Solubility
Miscible (NIOSH, 2024)
MISCIBLE WITH WATER AND ALC; PARTIALLY SOL IN PARAFFIN HYDROCARBON SOLVENTS
Solubility in water: good
Miscible
Flash Point
243 °F (NIOSH, 2024)
Flash point =117 °C
273 °F OC
134 °C o.c.
243 °F
243 °F
Boiling Point
477 °F at 760 mmHg (NIOSH, 2024)
247 °C
273 °C
477 °F
477 °F
Melting Point
58 °F (NIOSH, 2024)
14.1 °C
58 °F
58 °F
Vapor Pressure
0.03 mmHg at 77 °F (NIOSH, 2024)
0.03 [mmHg]
0.03 MM HG @ 25 °C
Vapor pressure, Pa at 25 °C: 4
0.03 mmHg at 77 °F
(77 °F): 0.03 mmHg
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description
M-xylene-alpha,alpha'-diamine is a colorless liquid with an amine smell. Mp: 14.1 °C; bp: 273 °C. Water soluble.
Liquid
Colorless liquid; [NIOSH]
COLOURLESS LIQUID.
Colorless liquid with an amine-like odor.
Colorless liquid.
Other Experimental PropertiesSOLIDIFIES @ 141.1 °C
Physicochemical properties
- Melting point
- 14 °C · 14°C
- Boiling point
- 265 °C745 · 265 °C745 mm Hg(lit.)
- Density
- 1.032 g/mL · 1.032 g/mL at 25 °C(lit.)
- vapor pressure
- 15 mm · 15 mm Hg ( 145 °C)
- refractive index
- 20 · n20/D 1.571(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C, protect from light
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Liquid
- pka
- 9.37 · 9.37±0.10(Predicted)
- color
- Clear slightly yellow
- Viscosity
- 6.78 mm2/s · 6.78mm2/s
- Water Solubility
- Miscible
- BRN
- 1099911 · 1099911
- InChI
- 1S/C8H12N2/c9-5-7-2-1-3-8(4-7)6-10/h1-4H,5-6,9-10H2
- InChIKey
- FDLQZKYLHJJBHD-UHFFFAOYSA-N
- SMILES
- NCc1cccc(CN)c1
- LogP
- 0.18 at · 0.18 at 25℃
- CAS DataBase Reference
- 1477 · 1477-55-0(CAS DataBase Reference)
- FDA 21 CFR
- 175.3 · 175.300; 177.1500; 177.1630
- Indirect Additives used in Food Contact Substances
- XYLYLENEDIAMINE, M-
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 1 E84B9YLJD · 1E84B9YLJD
- NIST Chemistry Reference
- 1 · 1,3-Benzenedimethanamine(1477-55-0)
- EPA Substance Registry System
- m-Xylylenediamine (1477-55-0)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 302 · H302+H332-H314-H317-H412
- Precautionary statements
- 273 · P273-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- T,C
- Risk Statements
- 21 · 21/22-23-34-43-52/53-20/22
- Safety Statements
- 26 · 26-36/37/39-45-61-28A
- RIDADR
- 2735 · UN 2735 8/PG 2
- OEL
- 0.1 mg/m3 · Ceiling: 0.1 mg/m3 [skin]
- WGK Germany
- 2 · 2
- RTECS
- 8970000 · PF8970000
- F
- 2 · 2-9
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- II
- HS Code
- 29215900 · 29215900
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 4 InhalationAcute · Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Skin Corr. 1BSkin Sens. 1B
- Hazardous Substances Data
- 1477 · 1477-55-0(Hazardous Substances Data)
- Toxicity
- 50 · rabbit,LD50,skin,2gm/kg (2000mg/kg),"Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 638, 1986.
- REACH Registrations
- Active
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
This chemical does not meet GHS hazard criteria for 0.5% (6 of 1105) of reports.
Danger
H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P333+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1105 reports by companies from 43 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Chemical: 1,3-Benzenedimethanamine
Regulation (EC) No 1935/2004 (amended)
1,3-Benzenedimethanamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Benzenedimethanamine 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: 12-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/2031
m-Xylene-alpha,alpha-diamine: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelCorrosive
Fire Hazards
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Combustible.
Health HazardsExcerpt from NIOSH Pocket Guide for m-Xylene-alpha,alpha'-diamine:
Hazards Summary
In animals the undiluted liquid is corrosive, and the 50% emulsion causes severe skin irritation. Workers in plastics production have developed skin sensitization.[ACGIH] Rats exposed for 1 hour to an aerosol ranging from 1.74 to 6.04 mg/liter have lacrimation and labored breathing. Some animals die within the following 2-14 days. Necropsy findings include changes mainly to lungs, but also to the liver and kidneys. [ACGIH] Can cause severe burns; [CHEMINFO]
Reactive GroupAmines, Aromatic
UN ClassificationUN Hazard Class: 8; UN Pack Group: II
Reactivity ProfileM-XYLENE-ALPHA,ALPHA'-DIAMINE is combustible (Flash point 139 °C). Incompatible with acids, acid chlorides, acid anhydrides.
Chemical DangersDecomposes on burning. This produces toxic fumes including nitrogen oxides.
Flammable LimitsClass IIIB Combustible Liquid: Fl.P. at or above 200 °F.
Packaging and LabellingDo not transport with food and feedstuffs.
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Safety & protection
Fire Fighting
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Use powder, foam, carbon dioxide.
First Aid Measures
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. Give one or two glasses of water to drink. Do NOT induce vomiting. Refer for medical attention .
First Aid
Excerpt from NIOSH Pocket Guide for m-Xylene-alpha,alpha'-diamine:
(General first aid procedures)
Safe StorageSeparated from food and feedstuffs.
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Consult an expert! Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Carefully collect remainder.
Preventive Measures
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet or significantly contaminated should be removed and replaced.
Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Eye PreventionWear face shield or eye protection in combination with breathing protection.
Fire PreventionNO open flames.
Inhalation RiskA harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C , on spraying or dispersing much faster.
Skin PreventionProtective gloves. Protective clothing.
Toxicology
Target OrgansEyes, skin, respiratory system, liver, kidneys
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes
The substance can be absorbed into the body by inhalation, through the skin and by ingestion.
inhalation, skin absorption, ingestion, skin and/or eye contact
Signs and Symptoms
Burning sensation. Cough. Sore throat. Laboured breathing. Shortness of breath. Symptoms may be delayed.
Redness. Pain. Skin burns.
Pain. Redness. Severe deep burns.
Abdominal pain. Burning sensation. Shock or collapse.
In Animals: irritation eyes, skin; liver, kidney, lung damage
ICSC Environmental DataThe substance is harmful to aquatic organisms.
Non-Human Toxicity Excerpts
THE UNDILUTED COMPOUND WAS CORROSIVE TO SKIN OF GUINEA PIGS, AND A 50% EMULSION IN AN ACETONE-DIOXANE MIXT WAS SEVERELY IRRITATING, BUT LITTLE EFFECT WAS PRODUCED BY A CONCN OF 10%. A 10% AQ SOLN, HOWEVER, CAUSED SEVERE ERYTHEMA AND IRRITATION, YET REPEATED APPLICATION OF A 5% CONCN WAS NEEDED TO PRODUCE SWELLING AND REDNESS. ...EVIDENCE OF MILD SENSITIZATION WAS FOUND FOLLOWING REPEATED APPLICATION TO GUINEA PIG SKIN...
EXPOSURE OF RATS FOR 1 HR TO AN AEROSOL OF MXDA @ MEASURED CONCN RANGING FROM 1.74 TO 6.04 MG/LITER, RESULTED IN EYE IRRITATION, LACRIMATION AND LABORED BREATHING. NO DEATHS OCCURRED DURING EXPOSURE, BUT SEVERAL ANIMALS DIED WITHIN 48 HR, AND FEW MORE LATER, UP TO 14 DAYS, THE END OF THE OBSERVATION PERIOD. OF THE ANIMALS WHICH SURVIVED, FEMALE RATS SHOWED REDUCED WT GAIN, WHILE THAT OF MALES WAS NEAR NORMAL. AT NECROPSY MACROSCOPIC ABNORMALITIES WERE FOUND CHIEFLY IN LUNGS, HOWEVER CHANGES IN LIVER AND KIDNEYS WERE ALSO NOTED.
Toxicity DataLC50 (rat) = 700 ppm/1h
Safety data
- F
- 2-9
- OEL
- Ceiling: 0.1 mg/m3 [skin]
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- PF8970000
- ridadr
- UN 2735 8/PG 2
- hs_code
- 29215900
- Toxicity
- rabbit,LD50,skin,2gm/kg (2000mg/kg),"Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 638, 1986.
- risk_code
- 21/22-23-34-43-52/53-20/22
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- T,C
- safety_code
- 26-36/37/39-45-61-28A
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H302+H332-H314-H317-H412
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Skin Corr. 1BSkin Sens. 1B
- Precautionary statements
- P273-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
- Hazardous Substances Data
- 1477-55-0(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Uses
Curing agent for epoxy resins; [ACGIH]
Plastic Composites Manufacturing [Category: Industry]
CURING AGENT FOR EPOXY RESINS; A SOURCE OF M-XYLYLENE DIISOCYANATE
U.S. Production2023: 1,000,000 - <5,000,000 lb
Consumer UsesPolymerization promoter
Industry UsesNot Known or Reasonably Ascertainable
Household ProductsInformation on 8 consumer products that contain m-Phenylenebis(methylamine) in the following categories is provided:
General Manufacturing Information
Paint and Coating Manufacturing
1,3-Benzenedimethanamine: ACTIVE
Applications
Descriptionm-Xylene-α,α0-diamine is a colorless liquid.Molecular weight=136.22; Specific gravity (H2O:1)=1.032 at 25℃; Boiling point = 247.2℃; Freezing/Meltingpoint =15℃; Vapor pressure = 0.03 mmHg at 25℃; Flashpoint = 117℃. Hazard Identification (based on NFPA-704M Rating System): Health 3, Flammability 0, Reactivity 0.Soluble in water.
UsesManufacture of polyamide fibers and resins, as a curing agent.
Usesm-Xylylenediamine can be used:As a monomer for the synthesis of poly(vinylogous urethane) vitrimers.As a starting material for the synthesis of carbamate-protected multisubstituted bis-guanidine.For the synthesis of polyamides by catalytic dehydrogenation with diols.
General DescriptionColorless liquid with an amine smell. Mp: 14.1°C; bp: 273°C . Water soluble.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
淄博泰立泽化工有限公司0533-5200592 13173271895 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
武汉卡诺斯科技有限公司027-83238443 15327105076 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
山东洛克化工有限公司17653113209 13065062079 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
合肥天健化工有限公司551-65418679 15856988503;15837135945 · [email protected]
上海比阳实业有限公司+86-15021878111 · [email protected]
上海常丰生物医药科技有限公司+86-021-61727342 13611721451 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
武汉卡诺斯科技有限公司153-37111468 15337111468 · [email protected]
越林试剂021-62960152 · [email protected]
北京环宇世纪化学科技有限公司hysj_bj.com
湖北鑫源顺医药化工有限公司13971561712, 13995564702, 027-50664929 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
安徽科迪达化工有限公司0554-2106669 · [email protected]
郑州阿尔法化工有限公司0371-53732842 15981811963 · [email protected]
美岚实业（上海）有限公司021-58958189 · [email protected]
上海石洋化工有限公司021-56795766 · [email protected]
大连瑞闻科技有限公司86-0411-62789512 · [email protected]
上海爱蝶实业有限公司021-58957966 18930537195 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
广拓化学（上海）有限公司021-60899189-8001 18918189673 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
北京欣赛维化学科技有限公司010-56218822 13717722232 · [email protected]
上海凯赛化工有限公司021-33516722 13701817765 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
上海容立化学科技有限公司021-69992220 13701886816 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
成都瑞欧克科技有限公司028-64353063 · [email protected]
Related reactions
32 records
Compound notes
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