Basic information
- CAS
730-40-5- Standard SMILES
Nc1ccc(N=Nc2ccc([N+](=O)[O-])cc2)cc1- InChIKey
UNBOSJFEZZJZLR-UHFFFAOYSA-N- Molecular formula
- C12H10N4O2
- Average molar mass
- 242.23 g/mol
- Monoisotopic mass
- 242.08037556
Overview
4-(4-nitrophenylazo)aniline is azobenzene substituted at the phenyl 4-positions by an amino and a nitro group. It has a role as a dye and an allergen. It is a member of azobenzenes and a primary arylamine. It is functionally related to an azobenzene.
Names & identifiers
- Preferred name
- Disperse orange 3
- IUPAC
- 4-[(4-nitrophenyl)diazenyl]aniline
- English name
- DISPERSE ORANGE 3
- Molecular formula
- C12H10N4O2
- Molecular weight
- 242.23
Names & synonyms
Disperse orange 3730-40-54-(4-Nitrophenylazo)anilineC.I. Disperse Orange 34-[(4-nitrophenyl)diazenyl]aniline4-Amino-4'-nitroazobenzeneBenzenamine, 4-[(4-nitrophenyl)azo]-4-((4-nitrophenyl)diazenyl)aniline1-(4'-aminophenylazo)-4-nitrobenzene4-[(4-nitrophenyl)azo]benzenamineMFCD00007856Benzeneamine, 4-((nitrophenyl)azo)-
Show more names
CI 11005CellitonOrangeGRSolvent Orange 9abcolorange2rnex.DISPERSEORANGENO3Disperse Orange GRDisperse Orange Zh
Benzenamine, 4-((4-nitrophenyl)azo)-B7J3O076OTCHEBI:75648Benzenamine, 4-(2-(4-nitrophenyl)diazenyl)-T4874-((4-NITROPHENYL)AZO)BENZENAMINEDO3Benzenamine, 4-[2-(4-nitrophenyl)diazenyl]-
Database identifiers
- CAS
730-40-5- PubChem CID
- 12896
- DTXSID
DTXSID7061061- ChEMBL
CHEMBL5287885- ChEBI
CHEBI:75648- UNII
- B7J3O076OT
- EC Number
- 211-984-8
- Nikkaji
- J2.364.317K、J2.364.318I、J6.955H
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 96.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 300
Experimental & physicochemical properties
CosmeticsHair dyeing
LogP2.37
Physicochemical properties
- Melting point
- 200 °C · ~200 °C (dec.)(lit.)
- Boiling point
- 385.06 °C · 385.06°C (rough estimate)
- Density
- 1.2532 · 1.2532 (rough estimate)
- refractive index
- 1.6081 · 1.6081 (estimate)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Very Slightly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly)
- Colour Index
- 11005 · 11005
- pka
- 2.78 · 2.78±0.10(Predicted)
- form
- Powder
- color
- Red to dark brown
- Water Solubility
- 290.7 ug/L · 290.7ug/L(25 ºC)
- λmax
- 443 nm · 443 nm
- BRN
- 1842907 · 1842907
- Henry's Law Constant
- 3.5 · 3.5×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Major Application
- cleaning productscosmeticsenvironmentalfood and beveragespersonal care
- Cosmetics Ingredients Functions
- HAIR DYEING
- InChI
- 1S/C12H10N4O2/c13-9-1-3-10(4-2-9)14-15-11-5-7-12(8-6-11)16(17)18/h1-8H,13H2/b15-14+
- InChIKey
- UNBOSJFEZZJZLR-CCEZHUSRSA-N
- SMILES
- Nc1ccc(cc1)\N=N\c2ccc(cc2)[N+]([O-])=O
- CAS DataBase Reference
- 730 · 730-40-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1-4
- FDA UNII
- 7 J3O076OT · B7J3O076OT
- EPA Substance Registry System
- 3 · C.I. Disperse Orange 3 (730-40-5)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H317-H319-H335
- Precautionary statements
- 280 · P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38-43
- Safety Statements
- 26 · 26-36/37
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 32041100 · 32041100
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 3.6% (2 of 56) of reports.
Warning
H315 (76.8%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenamine, 4-[(4-nitrophenyl)azo]-
Benzenamine, 4-(4-nitrophenyl)azo-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Azo Dyes that Cleave to Aromatic Amines of Potential Toxicological Concern: Human health tier II assessment
Hazard Classes and CategoriesSkin Irrit. 2 (76.8%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 32041100
- risk_code
- 36/37/38-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H317-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
- Precautionary statements
- P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
PharmacodynamicsT487 is a small molecule chemokine receptor antagonist to correct or modify immune system responses. It binds selectively and potently to CXCR3.
Mechanism of ActionT487 binds selectively and potently to CXCR3.
Uses & manufacturing
Use ClassificationCosmetics -> Hair dyeing
General Manufacturing InformationBenzenamine, 4-[2-(4-nitrophenyl)diazenyl]-: ACTIVE
Applications
DescriptionDisperse orange 3 is an azo dye which can induce contact dermatitis in workers in the textile industry. Patch tests are frequently positive (about 30%) in hairdressers with a hand dermatitis. It is probably an indicator of contact sensitization to PPD, but disperse orange 3 can also be found in so me semipermanent hair dyes.
UsesDisperse orange 3 is used as a dye in acetate, nylon, silk, wool, and cotton; stocking dye.
UsesDisperse Orange 3 may be used as a test material for investigating its degradation by the white rot fungusPleurotus ostreatus and the products obtained upon degradation are determined using UV-visible spectrophotometric and high-performance liquid chromatographic techniques.
General DescriptionDisperse Orange 3 (DO3) is a monoazo dye, which contains 90% dye content plus dispersing agents and surfactants. It has two aromatic rings with an amino group on one of the rings and the other is substituted with a nitro group. It shows an absorption peak majoring at 415 nm.
Preparation methods
Preparation4-Nitrobenzenamine diazo, with aniline base armour sulfonic acid coupling, and sodium hydroxide solution to boil, then a sulfonic acid hydrolysis off base.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers60 total
艾吉析科技（上海）有限公司17717235263 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Aladdin Scientific[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]
烟台盛凯伦生物制品有限公司13356901049 · [email protected]
常州市华阳科技有限公司+8615250961469 · [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]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
艾科试剂4008-755-333 18080918076 · [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]
成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
普善实业（陕西）有限公司029-81310890 18165209495 · [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]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
上海珈得尔化学技术有限公司021-4007787-550 400-7787-550 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
上海西陇生化科技有限公司021-52907766-8042
上海源叶生物科技有限公司13636370518 · [email protected]
深圳市创鑫生物科技有限公司13417589054 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
烟台盛凯伦化学科技有限公司13356901049 · [email protected]
Xuzhou B&C Chemical Technology Co., Ltd+86-400-0516-021 +86-15190678838 · [email protected]
河南威梯希化工科技有限公司0371-53732842 13383863444 · [email protected]
上海泰坦科技股份有限公司18616708014 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 400821072 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
天津希恩思生化科技有限公司400-6387771-6039 18920764717 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]
郑州睿科生化科技有限公司18521304688;17324816296 · [email protected]
海蔚化学86-21-51086038 · [email protected]
深圳市创鑫生物科技有限公司13417589054 · [email protected]
爆牛贸易重庆有限公司+86-023-6139-8061 +86-86-13650506873 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
杭州陶瑞生物科技有限公司QQ1259737804 15268198094 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
Additional notes
DefinitionChEBI: Azobenzene substituted at the phenyl 4-positions by an amino and a nitro group.
Related reactions
4 records
Compound notes
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