Basic information
- Standard SMILES
CN(C)CN(C)C- InChIKey
VGIVLIHKENZQHQ-UHFFFAOYSA-N- Molecular formula
- C5H14N2
- Average molar mass
- 102.18 g/mol
- Monoisotopic mass
- 102.11569845
Overview
Tetramethylmethylenediamine appears as a solid or solution. Moderately toxic by ingestion and may irritate skin and eyes. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment.
Names & identifiers
- Preferred name
- N,N,N',N'-Tetramethylmethanediamine
- IUPAC
- N,N,N',N'-tetramethylmethanediamine
- English name
- N,N,N',N'-Tetramethyldiaminomethane
- Molecular formula
- C5H14N2
- Molecular weight
- 102.18
Names & synonyms
51-80-9N,N,N',N'-TetramethylmethanediamineN,N,N',N'-TetramethyldiaminomethaneBis(dimethylamino)methaneTetramethylmethylenediamineMethylenebis(dimethylamine)METHANEDIAMINE, N,N,N',N'-TETRAMETHYL-[(dimethylamino)methyl]dimethylamineDimethyl((dimethylamino)methyl)amine102830-06-8MFCD00008328N,N,N',N'-Tetramethylmethylenediamine
Show more names
TetramethylmethanediaminetetramethyldiaminomethaneTETRAMETHYL METHYLENEDIAMINE2,4-Dimethyl-2,4-diazapentaneMETHANEDIAMINENNNNTETRAMETHYL2-hydroxy-3-amino-5-chlorobenzoateBis(dimethylamino)methane~N,N,NN-Tetramethyldiaminomethane
NSC 166169Methylenediamine, N,N,N',N'-tetramethyl-Dimethyl[(dimethylamino)methyl]amineN,N,N',N'-TetramethyldiaminomethanZ870I525KSNSC-54796NSC-166169Tetramethyl methylene diamine
Database identifiers
- CAS
51-80-9- PubChem CID
- 5829
- DTXSID
DTXSID1058761- UNII
- Z870I525KS
- EC Number
- 200-124-7
- Nikkaji
- J48.656F
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 6.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 35.3
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Amines, Aliphatic
SpringerMaterials PropertiesSchoenflies notation
Physical Description
Tetramethylmethylenediamine appears as a solid or solution. Moderately toxic by ingestion and may irritate skin and eyes. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment.
Liquid
Colorless liquid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- -55 °C · -55°C
- Boiling point
- 85 °C · 85 °C(lit.)
- Density
- 0.749 g/mL · 0.749 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.401(lit.)
- Flash point
- 9 °F · 9 °F
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 2 O, · sol H2O, ether
- form
- Liquid
- pka
- 7.67 · 7.67±0.10(Predicted)
- color
- Clear colorless
- Water Solubility
- Fully miscible in water.
- BRN
- 1731946 · 1731946
- Stability
- Stable, but highly flammable. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents, carbon dioxide.
- InChI
- 1S/C5H14N2/c1-6(2)5-7(3)4/h5H2,1-4H3
- InChIKey
- VGIVLIHKENZQHQ-UHFFFAOYSA-N
- SMILES
- CN(C)CN(C)C
- CAS DataBase Reference
- 51 · 51-80-9(CAS DataBase Reference)
- FDA UNII
- 870 I525KS · Z870I525KS
- EPA Substance Registry System
- Methanediamine, N,N,N',N'-tetramethyl- (51-80-9)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS05
- Signal word
- Danger
- Hazard statements
- 225 · H225-H314
- Precautionary statements
- 210 · P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- F,C
- Risk Statements
- 11 · 11-34
- Safety Statements
- 16 · 16-26-36/37/39-45
- RIDADR
- 2733 · UN 2733 3/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 6700000 · PA6700000
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- II
- HS Code
- 29212900 · 29212900
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 2 Skin · Flam. Liq. 2Skin Corr. 1B
- REACH Registrations
- Active
- Limited Quantities
- 1 L · 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger 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 151 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Methanediamine, N,N,N',N'-tetramethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanediamine, N,N,N',N'-tetramethyl- 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: 29-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11331
DOT LabelFlammable Liquid
Fire HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Health HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Hazards SummaryIntraperitoneal LD50 (mouse) = 220 mg/kg; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS]
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile
TETRAMETHYLMETHYLENEDIAMINE may react vigorously when exposed to oxidizing agents. 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. Not easily ignited, but may burn when exposed to heat.
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and CategoriesFlam. Liq. 2 (100%)
CSL Reaction Information
CSL00136
TERT-BUTYLLITHIUM + N,N,N',N'-TETRAMETHYLDIAMINOMETHANE
Potential Explosion Hazard Of -Lithiated Amines
Explosive
M (up to 100g)
5.6 g of isolated lithiated bis(dimethylamino)-methane cause explosion when drying in vacuo
Safety & protection
Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
First AidExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Personal Protective Equipment (PPE)Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Safety data
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- PA6700000
- ridadr
- UN 2733 3/PG 2
- hs_code
- 29212900
- risk_code
- 11-34
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05
- hazard_code
- F,C
- safety_code
- 16-26-36/37/39-45
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- Hazard statements
- H225-H314
- Limited Quantities
- 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Flam. Liq. 2Skin Corr. 1B
- Precautionary statements
- P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
Chemistry & industry
Uses & manufacturing
U.S. Production2023: <50,000 lb
General Manufacturing InformationMethanediamine, N,N,N',N'-tetramethyl-: ACTIVE
Applications
UsesN,N,N',N'-Tetramethylmethylenediamine is a reagent used as a convenient source of the Mannich intermediate.
Upstream & downstream products
Downstream products
Suppliers50 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]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]
山东前元高分子材料有限公司18678041314 18765609661 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
Syntechem Co.,Ltd[email protected]
南通萧畅医药贸易有限公司0513-82104991 18862997351 · [email protected]
Ark Pharm, Inc.847-367-3680 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
江苏普乐司生物科技有限公司0513-66017706 18551496367 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [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]
南京圣亿来化工有限公司19951936396 · [email protected]
南京诺利斯医药科技有限公司13901585132 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
郑州研德生物科技有限公司0371-63682289 15538176268 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [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]
北京伊诺凯科技有限公司15652467323 · [email protected]
常州琬瑶生物科技有限公司0519-89185693 15312551983 · [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]
南京诺利斯医药科技有限公司13901585132 · [email protected]
上海健超生物科技有限公司150-2103-5486 18017383231 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
无锡中坤生化科技有限公司+86 0510-85629785
成都迈斯克医药科技有限公司028-84552636 18084815636 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
湖南华腾制药有限公司400-8592883 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
上海寰川实业有限公司021-61478794 · [email protected]
上海嵩爰化工科技有限公司010-1234567 18521000990 · [email protected]
北京欣赛维化学科技有限公司010-56218822 13717722232 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
上海凯赛化工有限公司021-33516722 13701817765 · [email protected]
北京华扬致成科技有限公司13716033033 · [email protected]
上海容立化学科技有限公司021-69992220 13701886816 · [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]
潍坊市前进精细化工有限公司18753684562 · [email protected]
Related reactions
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